- A Novel Baker's Yeast Catalysed Hydride Reduction of an Epoxide Moiety
-
The preparation of 2--1-(p-nitrophenyl)-1,2-epoxyheptan-3-one and its subsequent reduction by baker's yeast to the 2,3-diol is described.The mechanism of the reduction of the epoxide was determined using the β-(2)H isotope shift in 13C n.m.r. and mass spectroscopy and appears to be due to a novel enzyme catalysed hydride transfer from cofactors such as NADH or NADPH.
- Horak, R. Marthinus,Learmonth, Robin A.,Maharaj, Vinesh J.
-
-
Read Online
- Synthesis, characterization, antimicrobial, antioxidant and computational evaluation of N-acyl-morpholine-4-carbothioamides
-
Abstract: The present research paper reports the convenient synthesis, successful characterization, in vitro antibacterial, antifungal, antioxidant potency and biocompatibility of N-acyl-morpholine-4-carbothioamides (5a–5j). The biocompatible derivatives were found to be highly active against the tested bacterial and fungal strains. Moreover, some of the screened N-acyl-morpholine-4-carbothioamides exhibited excellent antioxidant potential. Docking simulation provided additional information about possibilities of their inhibitory potential against RNA. It has been predicted by in silico investigation of the binding pattern that compounds 5a and 5j can serve as the potential surrogate for design of novel and potent antibacterial agents. The results for the in vitro bioassays were promising with the identification of compounds 5a and 5j as the lead and selective candidate for RNA inhibition. Results of the docking computations further ascertained the inhibitory potential of compound 5a. Based on the in silico studies, it can be suggested that compounds 5a and 5j can serve as a structural model for the design of antibacterial agents with better inhibitory potential. Graphic abstract: Binding mode of compound 5j inside the active site of RNA in 3D space. 5j displayed highest antibacterial potential than the reference drug ampicillin with ZOI 10.50?mm against Staphylococcus aureus. 5j also displayed highest antifungal potential than the reference drug amphotericin B with ZOI 18.20?mm against Fusarium solani.[Figure not available: see fulltext.].
- Aziz, Hamid,Saeed, Aamer,Khan, Muhammad Aslam,Afridi, Shakeeb,Jabeen, Farukh
-
p. 763 - 776
(2020/03/04)
-
- Dihydropyrazole MurA enzyme inhibitor molecule as well as preparation method and application thereof
-
The invention provides a dihydropyrazole MurA enzyme inhibitor molecule as well as a preparation method and application thereof. The structural formula is shown in the specification, R is a direct-connected alkyl group with the chemical formula of CnH2n+1, and n is equal to 1-7. The preparation method comprises the following steps of by taking acetophenone substances with different substituent groups and 4-(4-methyl piperazinyl) benzaldehyde as raw materials, carrying out aldol condensation reaction under an alkaline condition to obtain an intermediate, and synthesizing a target compound with a structural formula by using the intermediate, hydrazine hydrate and an organic acid with an R-COOH structure. The dihydropyrazole MurA enzyme inhibitor molecule provided by the invention has a bacterial inhibition effect, has an MurA enzyme inhibition effect, and also has an effect of interfering synthesis of bacterial cell walls.
- -
-
Paragraph 0039; 0060-0062; 0068; 0083-0085; 0091; 0106-0108
(2021/05/12)
-
- Neutrophil-Selective Fluorescent Probe Development through Metabolism-Oriented Live-Cell Distinction
-
Human neutrophils are the most abundant leukocytes and have been considered as the first line of defence in the innate immune system. Selective imaging of live neutrophils will facilitate the in situ study of neutrophils in infection or inflammation events as well as clinical diagnosis. However, small-molecule-based probes for the discrimination of live neutrophils among different granulocytes in human blood have yet to be reported. Herein, we report the first fluorescent probe NeutropG for the specific distinction and imaging of active neutrophils. The selective staining mechanism of NeutropG is elucidated as metabolism-oriented live-cell distinction (MOLD) through lipid droplet biogenesis with the help of ACSL and DGAT. Finally, NeutropG is applied to accurately quantify neutrophil levels in fresh blood samples by showing a high correlation with the current clinical method.
- Gao, Min,Lee, Sun Hyeok,Park, Sang Hyuk,Ciaramicoli, Larissa Miasiro,Kwon, Haw-Young,Cho, Heewon,Jeong, Joseph,Chang, Young-Tae
-
supporting information
p. 23743 - 23749
(2021/10/14)
-
- Novel N-Acyl-1H-imidazole-1-carbothioamides: Design, Synthesis, Biological and Computational Studies
-
The present study reports the convenient synthesis, spectroscopic characterization, bio-assays and computational evaluation of a novel series of N-acyl-1H-imidazole-1-carbothioamides. The screened derivatives displayed excellent antioxidant activity, moderate antibacterial and antifungal potential. The screened derivatives were found to be highly biocompatible against hRBCs. Molecular docking ascertained the mechanism and mode of action towards the molecular target delineating that ligands and complexes were stabilized at the active site by electrostatic and hydrophobic forces in accordance to the corresponding experimental results. Docking simulation provided additional information about the possibilities of inhibitory potential of the compounds against RNA. Computational evaluation predicted that N-acyl-1H-imidazole-1-carbothioamides 5c and 5g can serve as potential surrogates for hit to lead generation and design of novel antioxidant and antibacterial agents.
- Aziz, Hamid,Saeed, Aamer,Khan, Muhammad Aslam,Afridi, Shakeeb,Jabeen, Farukh,Ashfaq-ur-Rehman,Hashim, Muhammad
-
-
- 3-Aminobenzenesulfonamides incorporating acylthiourea moieties selectively inhibit the tumor-associated carbonic anhydrase isoform IX over the off-target isoforms I, II and IV
-
We describe the synthesis of a series of novel 1-aroyl/acyl-3-(3-aminosulfonylphenyl) thioureas (4a–k) acting as human carbonic anhydrase (hCA, EC 4.2.1.1) inhibitors. Reaction of alkyl/aryl isothiocyanates with 3-aminobenzenesulfonamide afforded a series of the title compounds incorporating a variety of short as well as highly lipophilic long tails. The newly synthesized sulfonamides were evaluated against 4 physiologically relevant CA isoforms (hCA I, II, IV, and IX). Several compounds showed interesting inhibitory activity. The tumor-associated hCA IX was the most sensitive isoform to inhibition with these compounds, with KIs in the range of 21.5–44.0 nM and selectivity ratios over the major cytosolic isoform hCA II in the range of 3.35–37.3. The sulfonamides incorporating the phenylacetylthioureido and pentadecanoylthioureido moieties were the most hCA IX-selective inhibitors detected in this work, making them of interest for further investigations.
- Fattah, Tanzeela Abdul,Bua, Silvia,Saeed, Aamer,Shabir, Ghulam,Supuran, Claudiu T.
-
p. 123 - 128
(2018/10/20)
-
- Isoalantolactone derivative, pharmaceutical composition and application thereof
-
The invention relates to an isoalantolactone derivative, a pharmaceutical composition and application thereof, especially use of the isoalantolactone derivative shown as formula (I) or a salt pharmaceutical compound thereof in preparation of adjuvant drugs treating cancer, a pharmaceutical composition containing a therapeutically effective amount of isoalantolactone derivative (I) or its salt anda pharmaceutically acceptable carrier or a composition with other anticancer drugs.
- -
-
Paragraph 0014
(2019/02/02)
-
- Synthetic Utility of N-Benzoyloxyamides as an Alternative Precursor of Acylnitrenoids for γ-Lactam Formation
-
Described herein is the development of a new entry of acylnitrenoid precursors for γ-lactam synthesis via an intramolecular C-H amidation reaction. Upon Ir catalysis, N-benzoyloxyamides serve as efficient substrates to afford 5-membered amides. Mechanistic studies revealed that the generation of a putative Ir-carbonylnitrenoid via N-O bond cleavage is facilitated by the chelation of countercations. This protocol offers a convenient and step-economic route to γ-lactams starting from the corresponding carboxylic acids.
- Huh, Soohee,Hong, Seung Youn,Chang, Sukbok
-
supporting information
p. 2808 - 2812
(2019/04/17)
-
- Electrochemical [4+2] Annulation-Rearrangement-Aromatization of Styrenes: Synthesis of Naphthalene Derivatives
-
We report the first electrochemical strategy to synthesize functionalized naphthalene derivatives through [4+2] annulation—rearrangement–aromatization from styrenes under mild conditions. The electrolysis does not require metals, oxidants and high valence substrates, indicating the atom and step-economy ideals. The dehydrodimer produced through [4+2] cycloaddition of 4-methoxy α-methyl styrene is isolated and proved to be the key intermediate for the following oxydehydrogenation to form carbon cation, which undergoes rearrangement–aromatization to afford the final products. This reaction represents a powerful access to construct multi-substituted naphthalene blocks in a single step.
- Ma, Yueyue,Lv, Jufeng,Liu, Chengyu,Yao, Xiantong,Yan, Guoming,Yu, Wei,Ye, Jinxing
-
supporting information
p. 6756 - 6760
(2019/04/17)
-
- Synthesis and characterization of 3-O-esters of N-acetyl-D-glucosamine derivatives as organogelators
-
Carbohydrate derived low molecular weight organogelators are interesting compounds with many potential applications. Selective functionalization of the different hydroxyl substituents on d-glucose and d-glucosamine resulted in small molecular gelators. Previously we have found that the C-2 acylated derivatives including esters and carbamates of 4,6-O-benzylidene protected glucose and glucosamine derivatives have shown remarkable applications as molecular gelators. In this research, in order to probe the structural influence of sugar derivatives on molecular self-assembly, we introduced acylation functional groups to the 3-hydroxyl group of 4,6-O-benzylidene acetal protected N-acetyl glucosamine derivatives. A library of fourteen ester derivatives was synthesized and characterized. The ester derivatives typically formed gels in pump oil and aqueous mixtures of dimethyl sulfoxide or ethanol. The resulting gels were characterized using optical microscopy, and rheology, etc. All alkyl ester derivatives were gelators for pump oil. A short chain ester derivative was able to form gels in a few different oils and the corresponding oil water mixtures phase selectively. The compound was also used to trap naproxen sodium and formed a stable co-gel. The controlled release of the drug from the gel to the aqueous phase was analyzed using UV-vis spectroscopy. These results show that the functionalization at the 3-OH position of the N-acetyl glucosamine derivative is a feasible strategy in designing new classes of organogelators.
- Chen, Anji,Samankumara, Lalith P.,Garcia, Consuelo,Bashaw, Kristen,Wang, Guijun
-
supporting information
p. 7950 - 7961
(2019/06/07)
-
- HETEROARYL COMPOUNDS, PHARMACEUTICAL COMPOSITIONS THEREOF, AND THEIR THERAPEUTIC USE
-
Provided herein are heteroaryl compounds, for example, a compound of Formula I or IA, and pharmaceutical compositions thereof. Also provided herein are methods of their use for treating, ameliorating, or preventing one or more symptoms of a disorder, disease, or condition mediated by a casein kinase 1 (CK1), an interleukin-1 receptor associated kinase (IRAK1), or a cyclin-dependent kinase 9 (CDK9). Formula: (I),(IA)
- -
-
Paragraph 0500
(2019/08/29)
-
- Cyclohexyl-Fused, Spirobiindane-Derived, Phosphine-Catalyzed Synthesis of Tricyclic ?3-Lactams and Kinetic Resolution of ?3-Substituted Allenoates
-
A C2-symmetric chiral phosphine catalyst, NUSIOC-Phos, which can be easily derived from cyclohexyl-fused spirobiindane, was introduced. A highly enantioselective domino process involving pyrrolidine-2,3-diones and γ-substituted allenoates catalyzed by NUSIOC-Phos has been disclosed. Diastereospecific tricyclic γ-lactams containing five contiguous stereogenic centers were obtained in high yields and with nearly perfect enantioselectivities. A kinetic resolution process of racemic γ-substituted allenoates was developed for the generation of optically enriched chiral allenoates.
- Wu, Mingyue,Han, Zhaobin,Li, Kaizhi,Wu, Ji'En,Ding, Kuiling,Lu, Yixin
-
supporting information
p. 16362 - 16373
(2019/10/16)
-
- Discovery of long-chain salicylketoxime derivatives as monoacylglycerol lipase (MAGL) inhibitors
-
Monoacylglycerol lipase (MAGL) is the enzyme hydrolyzing the endocannabinoid 2-arachidonoylglycerol (2-AG) to free arachidonic acid and glycerol. Therefore, MAGL is implicated in many physiological processes involving the regulation of the endocannabinoid system and eicosanoid network. MAGL inhibition represents a potential therapeutic target for many diseases, including cancer. Nowadays, most MAGL inhibitors inhibit this enzyme by an irreversible mechanism of action, potentially leading to unwanted side effects from chronic treatment. Herein, we report the discovery of long-chain salicylketoxime derivatives as potent and reversible MAGL inhibitors. The compounds herein described are characterized by a good target selectivity for MAGL and by antiproliferative activities against a series of cancer cell lines. Finally, modeling studies suggest a reasonable hypothetical binding mode for this class of compounds.
- Bononi, Giulia,Granchi, Carlotta,Lapillo, Margherita,Giannotti, Massimiliano,Nieri, Daniela,Fortunato, Serena,Boustani, Maguie El,Caligiuri, Isabella,Poli, Giulio,Carlson, Kathryn E.,Kim, Sung Hoon,Macchia, Marco,Martinelli, Adriano,Rizzolio, Flavio,Chicca, Andrea,Katzenellenbogen, John A.,Minutolo, Filippo,Tuccinardi, Tiziano
-
p. 817 - 836
(2018/08/24)
-
- Photoinduced Remote Functionalization of Amides and Amines Using Electrophilic Nitrogen Radicals
-
The selective functionalization of C(sp3)?H bonds at distal positions to functional groups is a challenging task in synthetic chemistry. Reported here is a photoinduced radical cascade strategy for the divergent functionalization of amides and protected amines. The process is based on the oxidative generation of electrophilic amidyl radicals and their subsequent transposition by 1,5-H-atom transfer, resulting in remote fluorination, chlorination and, for the first time, thioetherification, cyanation, and alkynylation. The process is tolerant of most common functional groups and delivers useful building blocks that can be further elaborated. The utility of this strategy is demonstrated through the late-stage functionalization of amino acids and a dipeptide.
- Morcillo, Sara P.,Dauncey, Elizabeth M.,Kim, Ji Hye,Douglas, James J.,Sheikh, Nadeem S.,Leonori, Daniele
-
supporting information
p. 12945 - 12949
(2018/09/14)
-
- Primary, Secondary, and Tertiary γ-C(sp3)-H Vinylation of Amides via Organic Photoredox-Catalyzed Hydrogen Atom Transfer
-
An efficient strategy for primary, secondary and tertiary aliphatic γ-C(sp3)-H vinylation of amides with alkenylboronic acids is reported. These reactions are catalyzed by visible-light organic photoredox agents. Regioselective γ-C(sp3)-H vinylation of amides is controlled by a 1,5-hydrogen atom transfer of an amidyl radical generated in situ.
- Chen, Hui,Guo, Liangliang,Yu, Shouyun
-
supporting information
p. 6255 - 6259
(2018/10/05)
-
- Copper-Catalyzed Bromination of C(sp3)?H Bonds Distal to Functional Groups
-
Selective bromination of γ-methylene C(sp3)?H bonds of aliphatic amides and δ-methylene C(sp3)?H bonds of nosyl-protected alkyl amines are developed using NBS as the brominating reagent and catalytic amount of CuII/phenanthroline complexes as the catalyst. Aryl and benzylic C?H bonds at other locations remain intact during this directed radical abstraction reaction.
- Liu, Tao,Myers, Michael C.,Yu, Jin-Quan
-
supporting information
p. 306 - 309
(2016/12/30)
-
- Novel indole and pyrrole compounds, preparation method and application of compound
-
The invention discloses novel indole and pyrrole compounds, a preparation method and application of the compounds. The preparation method comprises the following steps that 1, oxindole-3-acetonitrile is synthesized; 2, 1,3-ethyl or 1,3-n-propyl/isopropyl or 1,3-benzyl substituted oxindole-3-acetonitrile is synthesized; 3, an indole and pyrrole framework is synthesized; 4, 1,3-alkyl substituted half calycanthine analogue is synthesized. According to the novel indole and pyrrole compounds, the preparation method and the application of the compounds, a key framework indole and pyrrole of half calycanthine is obtained through several steps of reactions by taking indole-3-acetonitrile as the raw material, an acylation reaction is conducted on the N-H position of the framework, a series of novel indole and pyrrole compounds are prepared, a molecular structure and synthesizing difficulty are greatly simplified, and the newly synthesized indole and pyrrole compounds have the good bacteriostatic activity and antibacterial spectrum.
- -
-
Paragraph 0046; 0047; 0049
(2017/06/20)
-
- Novel inhibitors of tyrosinase produced by the 4-substitution of TCT (П)
-
Novel Tyrosinase Inhibitors of 4-functionalized Thiophene-2-carbaldehyde thiosemicarbazone (TCT) derivatives (1–8) had been synthesized and Spectrofluorimetry, 1H and 13C NMR titration and Molecular docking had been used to investigate their inhibitory activities and mechanisms on tyrosinase. The results showed that the inter-molecular interactions or hydrogen bond formation by increasing length of carbon chain or introducing benzene ring to the 4-functionalized ester group promoted or stabilized formation of complexes between modifier and tyrosinase, and enhanced the inhibitory activity of modifiers. The inhibitory activity of 4-benzoy methoxy-TCT was much stronger than that of any other synthesized tested modifiers, which was well explained by molecular docking and further verified by spectrofluorimetry and NMR titration by assuming that there existed an inter-molecular interaction besides formation of hydrogen bonds between the amino acid residues ASN260, GLU256, HIS85 of enzyme and the modifier.We concluded that 4-benzoy methoxy substitution of TCT was a good route obtaining novel tyrosinase inhibitors and deserved further studies.
- Liu, Jing,Li, Mengrong,Yu, Yanying,Cao, Shuwen
-
p. 1096 - 1106
(2017/06/07)
-
- Synthesis and Study of Molecular Assemblies Formed by 4,6-O-(2-Phenylethylidene)-Functionalized d -Glucosamine Derivatives
-
Low-molecular-weight gelators are interesting small molecules with potential applications as advanced materials. Carbohydrate-based small molecular gelators are especially useful because they are derived from renewable resources and are more likely to be biocompatible and biodegradable. Various 4,6-benzylidene acetal protected α-methyl 2-d-glucosamine derivatives have been found to be effective low-molecular-weight gelators. To understand the influence of the 4,6-benzylidene acetal functional group toward molecular self-assembly and to obtain effective molecular gelators, we synthesized and analyzed a new series of d-glucosamine derivatives in which the phenyl group of the acetal is replaced by a benzyl group. The homologation of the acetal protection from aromatic to aliphatic functional groups allows us to probe the effect of increasing structural flexibility on molecular self-assembly and gelation. In this study, nine representative amides and nine urea analogs were synthesized, and their gelation properties were analyzed in a series of organic solvents and aqueous solutions. The resulting amide and urea derivatives are versatile organogelators forming gels in toluene, ethanol, isopropanol, ethylene glycol, and aqueous mixtures of organic solvents. More interestingly, the amide analogs are also effective gelators for pump oil and engine oil. NMR spectroscopy at variable temperatures was used to analyze the molecular assemblies and intermolecular forces. The selected gelators with several drug and dye molecules in DMSO and water were studied for their effectiveness of encapsulation and release of these agents.
- Chen, Anji,Adhikari, Surya B.,Mays, Kellie,Wang, Guijun
-
p. 8076 - 8089
(2017/08/21)
-
- Design, synthesis, kinetic mechanism and molecular docking studies of novel 1-pentanoyl-3-arylthioureas as inhibitors of mushroom tyrosinase and free radical scavengers
-
A series of novel 1-pentanoyl-3-arylthioureas was designed as new mushroom tyrosinase inhibitors and free radical scavengers. The title compounds were obtained in excellent yield and characterized by FTIR, 1H NMR, 13C NMR and X-ray crystallography in case of compound (4a). The inhibitory effects on mushroom tyrosinase and DPPH were evaluated and it was observed that 1-Pentanoyl-3-(4-methoxyphenyl) thiourea (4f) showed tyrosinase inhibitory activity (IC50 1.568 ± 0.01 mM) comparable to Kojic acid (IC50 16.051 ± 1.27 mM). Interestingly compound 4f exhibited higher antioxidant potential compared to other derivatives. The docking studies of synthesized 1-Pentanoyl-3-arylthioureas analogues were also carried out against tyrosinase protein (PDBID 2ZMX) to compare the binding affinities with IC50 values. The predicted binding affinities are in good agreement with the IC50 values as compound (4f) showed highest binding affinity (?7.50 kcal/mol) compared to others derivatives. The kinetic mechanism analyzed by Line-weavere Burk plots exhibited that compound (4f) inhibit the enzyme inhibits the tyrosinase non-competitively to form an enzyme inhibitor complex. The inhibition constants Ki calculated from Dixon plots for compound (4f) is 1.10 μM. It was also found from kinetic analysis that derivative 4f irreversible enzyme inhibitor complex. It is proposed on the basis of our investigation that title compound (4f) may serve as lead structure for the design of more potent tyrosinase inhibitors.
- Larik, Fayaz Ali,Saeed, Aamer,Channar, Pervaiz Ali,Muqadar, Urooj,Abbas, Qamar,Hassan, Mubashir,Seo, Sung-Yum,Bolte, Michael
-
p. 273 - 281
(2017/10/16)
-
- Design and Synthesis of 2-Methyl-7-aminobenzoxazole as Auxiliary in the Palladium(II)-Catalyzed Arylation of a beta-Positioned C(sp3)-H Bond
-
A palladium(II)-catalyzed direct arylation of methylene C(sp3)-H bonds by 2-methyl-7-aminobenzoxazole as an effective auxiliary is reported. This process exhibited high beta-site selectivity, broad substrate scope, and compatibility with different functional groups with moderate to high yields up to 89%.
- Luo, Feihua,Yang, Jun,Li, Zhengkai,Xiang, Haifeng,Zhou, Xiangge
-
supporting information
p. 887 - 893
(2016/04/05)
-
- Ligand-Assisted Palladium(II)/(IV) Oxidation for sp3C H Fluorination
-
The direct functionalization of inert sp3C H bonds is limited to a few bond types. Although the activation of sp3C H bonds can be accomplished under mild conditions using palladium catalysts, the subsequent functionalization is not trivial due to the high energy required to convert palladium(II) to palladium(IV). We have systematically studied the palladium oxidation using computation-guided experiments for reactions involving strong chelation control. We find that a mild external ligand could significantly accelerate the oxidation of palladium(II) to palladium(IV) for strong bidentate directing groups. The acceleration is believed to be a result of ligand stabilization of both the palladium(II) and palladium(IV) intermediates. (Figure presented.) .
- Sun, Huan,Zhang, Yi,Chen, Ping,Wu, Yun-Dong,Zhang, Xinhao,Huang, Yong
-
p. 1946 - 1957
(2016/07/06)
-
- Method for synthesizing n-butyl isocyanate
-
The invention discloses a method for synthesizing n-butyl isocyanate. The method comprises the following steps: weighing n-valeric acid and thionyl chloride according to the mole ratio of 1: 1, putting n-valeric acid and thionyl chloride in a round-bottomed flask, enabling an opening of the round-bottomed flask to be connected to a reflux condensing tube, of which an upper opening is provided with a calcium chloride drying tube, carrying out magnetic stirring, heating the round-bottomed flask to the temperature of 60-70 DEG C in oil bath, and carrying out reaction for 4-5 hours, so as to obtain a n-valeryl chloride crude product; and dissolving the crude product and a catalyst in an anhydrous toluene solvent, heating the solution to the temperature of 60-80 DEG C in a three-necked flask, enabling the three-necked flask to be connected to a thermometer, a reflux condensing tube, of which an upper opening is provided with a calcium chloride drying tube, and a flask cork respectively, carrying out magnetic stirring for 5-8 minutes, then, slowly adding drying sodium azide, of which the mole is equal to that of n-valeric acid, carrying out reaction until no gas is produced, keeping the reaction for 10-15 minutes, then, filtering out insolubles, and carrying out rotary evaporation to remove toluene, thereby obtaining n-butyl isocyanate. The method has the advantages of high yield, mild reaction conditions, simplicity in operation, short reaction time and little environmental pollution.
- -
-
Paragraph 0019; 0020
(2016/10/07)
-
- Synthesis of Functional Fluorescent BODIPY-based Dyes through Electrophilic Aromatic Substitution: Straightforward Approach towards Customized Fluorescent Probes
-
Fluorescent materials are widely used in biological and material applications as probes for imaging or sensing; however, their customization is usually complicated without the support of an organic chemistry laboratory. Here, we present a straightforward method for the customization of BODIPY cores, which are among the most commonly used fluorescent probes. The method is based on the formation of a new C?C bond through Friedel–Crafts electrophilic aromatic substitution carried out at room temperature. The method presented can be used to obtain completely customized fluorescent materials in one or two steps from commercially available compounds. Examples of the preparation of fluorescent materials for cell staining and functionalization of silica colloids are also presented.
- Mirri, Giorgio,Schoenmakers, Dani?l C.,Kouwer, Paul H. J.,Verani?, Peter,Mu?evi?, Igor,?tefane, Bogdan
-
p. 450 - 454
(2016/10/20)
-
- γ,δ,ε-C(sp3)-H Functionalization through Directed Radical H-Abstraction
-
Aliphatic amides are selectively functionalized at the γ- and δ-positions through directed radical 1,5 and 1,6 H-abstractions, respectively. The initially formed γ- or δ-lactams are intercepted by N-iodosuccinimide and trimethylsilyl azide, leading to double and triple C-H functionalizations at the γ-, δ-, and ε-positions. This new reactivity is exploited to convert alkyls into amino alcohols and allylic amines.
- Liu, Tao,Mei, Tian-Sheng,Yu, Jin-Quan
-
supporting information
p. 5871 - 5874
(2015/05/27)
-
- Pd(II)-catalyzed chelation-assisted cross dehydrogenative coupling between unactivated C(sp3)H bonds in aliphatic amides and benzylic CH bonds in toluene derivatives
-
The chelation-assisted cross dehydrogenative coupling of C(sp3)H bonds is achieved by the Pd(II)-catalyzed reaction of aliphatic amides that contain a 5-chloro-8-aminoquinoline moiety as the directing group with toluene derivatives in the presence of heptafluoroisopropyl iodide. A variety of functional groups are tolerated.
- Kubo, Teruhiko,Aihara, Yoshinori,Chatani, Naoto
-
supporting information
p. 1365 - 1367
(2015/11/24)
-
- TRICYCLIC HETEROCYCLIC COMPOUNDS AS NOTCH INHIBITORS
-
Disclosed are compounds of Formula (I), wherein: X is O or -NR3; R1 is -CH2CH2CH3, -CH2CF3, -CH2CH2CF3, -CH2CF2CH3, -CH2CH2CH2CF3, -CH2CH2CF2CH3, -CH2CH(CH3)CF3, -CH2CH2CH2F, or CH2(cyclopropyl); R2 is -CH2CH2CH3, -CH2CF3, -CH2CH2CF3, -CH2CF2CH3, -CH2CH2CH2CF3, -CH2CH2CH2F, -CH2CH(CH3)CF3, CH2CH2CF2CH3, -CH2(cyclopropyl), -CH(CH3)(cyclopropyl), phenyl, fluorophenyl, chlorophenyl, trifluorophenyl, methylisoxazolyl, pyridinyl, formula (i), formula (ii), formula (iii), formula (iv) or formula (v); Ring A is phenyl or pyridinyl; and R3, Ra, Rb, Rc, y, and z are defined herein. Also disclosed are methods of using such compounds to inhibit the Notch receptor, and pharmaceutical compositions comprising such compounds. These compounds are useful in treating, preventing, or slowing the progression of diseases or disorders in a variety of therapeutic areas, such as cancer.
- -
-
Paragraph 00206; 00207
(2014/04/04)
-
- Synthesis, characterization and biological evaluation of novel diesters of 4,4'-dihydroxy azoxy benzene with long chain carboxylic acids
-
Synthesis of novel symmetrical azoxy diesters have been prepared by the reaction of 4,4'-dihydroxyazoxy benzene with aliphatic acid halides of varying chain lengths. The synthesized compounds have been characterized by spectral and analytical data. These symmetrical azoxy diesters exhibit good antifungal activity against six fungal strains (Mucor species, Aspergillus niger, Aspergillus flavus, Alternaria solani, Fusarium solani and Aspergillus fumigatus) and antitumor activities while no significant antibacterial activity has been observed. These synthesized compounds are also potent free radical scavengers.
- Shehzadi, Sumaira,Siddiqi, Humaira Masood,Qasim, Malik Muhammed,Fawad, Musfirah,Manan, Abdul,Khan, Naeema,Saleem, Samreen,Bashir, Farah,Mirza, Bushra
-
p. 462 - 472
(2014/08/05)
-
- Ligand-enabled methylene C(sp3)-H bond activation with a Pd(II) catalyst
-
Pd(II) insertion into β-methylene C(sp3)-H bonds was enabled by a mutually repulsive and electron-rich quinoline ligand. Ligand tuning led to the development of a method that allows for installation of an aryl group on a range of acyclic and cyclic amides containing β-methylene C(sp3)-H bonds.
- Wasa, Masayuki,Chan, Kelvin S. L.,Zhang, Xing-Guo,He, Jian,Miura, Masanori,Yu, Jin-Quan
-
supporting information
p. 18570 - 18572
(2013/01/15)
-
- 1-pentanoyl-N-{[2'-(1H-tetrazol-5-yl)biphenyl-4-yl]methyl} -pyrrolidine-2-carboxamide: Investigation of structural variations
-
We recently reported a series of 1-acyl-N-(biphenyl-4-ylmethyl)pyrrolidine- 2-carboxamides as AT1 receptor ligands. The most potent compound of the series, 1-pentanoyl-N-{[2'-(1H-tetrazol-5-yl)biphenyl-4-yl]methyl}- pyrrolidine-2-carboxamide, showed an interesting affinity for the receptor. To investigate the influence of structure variations on affinity, the synthesis of additional compounds belonging to this series has been performed. Biological tests run on the newly synthesized compounds on CHO-hAT1 cells stably expressing the human AT1 receptor confirm our previous hypothesis, i.e. that, within this series, the length of the acyl chain, the substitution of the amidic group and the nature of the acidic one are crucial for the receptor interaction, being a valeric chain, a secondary amidic function and the tetrazole moiety, respectively, the optimal ones. New 1-acyl-N-(biphenyl-4- ylmethyl)pyrrolidine-2-carboxamides have been designed by enlarging our previously reported series in order to clarify the requirements for AT 1 receptor interaction. Copyright
- Catalano, Alessia,Carocci, Alessia,Di Mola, Antonia,Bruno, Claudio,Vanderheyden, Patrick M. L.,Franchini, Carlo
-
experimental part
p. 617 - 626
(2012/06/29)
-
- Reaction of carboxylic acids with tetrachlorosilane
-
Tetrachlorosilane reacted with carboxylic acids RCOOH (R = Me, Bu, t-Bu) to give the corresponding acid chlorides RCOCl in 75-95% yield. The reactions of SiCl4 with trichloroacetic and 2-fluorobenzoic acids (R = Cl 3C, 2-FC6H4) occurred more difficultly, presumably for steric reasons, and the yields of the corresponding acid chlorides were 11 and 22%, respectively. Tetrachlorosilane failed to react with stearic acid under analogous conditions. Products of the reactions of SiCl 4 with chloroacetic and benzoic acids RCOOH (R = ClCH2, Ph) were tetraacyloxysilanes Si(OCOR)4, and tetrakis(chloroacetoxy) silane was formed in almost quantitative yield. The reaction of SiCl4 with glutaric acid led to the formation of a rubber-like polymeric material with the composition C5H6Cl2O4Si. The effect of pKa values of carboxylic acids on the direction and mechanism of the examined reaction is discussed.
- Voronkov,Vlasov,Belousova,Grigor'Eva,Vlasova
-
experimental part
p. 318 - 321
(2010/09/07)
-
- Design, synthesis, and cholesterol-lowering efficacy for prodrugs of berberrubine
-
In order to enhance oral bioavailability of berberine (BBR) for its cholesterol-lowering efficacy in vivo, a series of ester or ether prodrugs of berberrubine (M1), which is an active metabolite of BBR after first-pass metabolism, were designed, semi-synthesized, and evaluated. Among these M1 prodrugs, compound 5g possessing palmitate at the 9-position showed a moderate Log P value and esterase hydrolysis rate for releasing M1 in blood. Its cholesterol-lowering efficacy in vivo was evaluated in hyperlipidemic SD rats. Compound 5g (100 mg/kg/d) reduced blood CHO and LDL-c by 35.8% and 45.5%, respectively, similar to that by BBR. It also exhibited a good safety in rats with no side-effect on liver and kidney function. Therefore, the design of M1 prodrug appears to be an effective strategy to improve pharmacokinetic feature of BBR for its lipid-lowering efficacy in vivo.
- Li, Ying-Hong,Li, Yi,Yang, Peng,Kong, Wei-Jia,You, Xue-Fu,Ren, Gang,Deng, Hong-Bin,Wang, Yue-Ming,Wang, Yan-Xiang,Jiang, Jian-Dong,Song, Dan-Qing
-
experimental part
p. 6422 - 6428
(2010/10/04)
-
- 4-[1-(Substituted aryl/alkyl carbonyl)-benzoimidazol-2-yl]-benzenesulfonic acids: Synthesis, antimicrobial activity, QSAR studies, and antiviral evaluation
-
A series of 4-[1-(substituted aryl/alkyl carbonyl)-benzoimidazol-2-yl]- benzene sulphonic acids (1-20) was synthesized and evaluated, in vitro, for their antimicrobial activity and the results indicated that compounds 4-[1-(4-Nitrobenzoyl)-1H-benzoimidazol-2-yl]-benzenesulfonic acid (9) and 4-(1-octadec-9-enoyl-1H-benzoimidazol-2-yl)-benzenesulfonic acid (18) were found to be the most active ones. QSAR investigations indicated that the multi-target QSAR model was effective in describing the antimicrobial activity over the one-target QSAR models. Further the mt-QSAR model indicated the importance of the topological parameter, Balaban index (J) followed by the electronic parameter, LUMO and topological parameter, valence second order molecular connectivity index (2χv) in describing the antimicrobial activity of synthesized compounds (1-20).
- Yadav, Snehlata,Kumar, Pradeep,De Clercq, Erik,Balzarini, Jan,Pannecouque, Christophe,Dewan, Sharwan Kumar,Narasimhan, Balasubramanian
-
scheme or table
p. 5985 - 5997
(2011/01/13)
-
- Antinociceptive effect of extracts and compounds from Hofmeisteria schaffneri
-
Ethnopharmacological relevance: Hofmeisteria schaffneri (Asteraceae) is a medicinal plant widely commercialized in the most important Markets of Mexico City for the treatment of gastro-intestinal complaints and skin afflictions. Aim of the study: The main goals of this study were to establish the potential acute toxicity and the antinociceptive activity in animal models of several preparations and compounds from Hofmeisteria schaffneri. Materials and methods: The aqueous and organic extracts as well as the essential oil of Hofmeisteria schaffneri were prepared by infusion, maceration and hydrodistillation, respectively. Investigation of the acute toxicity was accomplished by the Lorke method. The antinociceptive effect was assessed using the writhing and the hot plate tests. Natural compounds were isolated by standard phytochemical procedures. In addition, a few thymol esters were prepared by chemical synthesis. The stability of natural and synthetic esters was qualitatively analyzed by measuring their susceptibility to hydrolysis by pig liver estearase and mouse plasma at 37°C. Results: The LD50 for each preparation tested was higher than 5000mg/kg revealing that they were not toxic to mice after exposure for short space of time. On the other hand, the extracts showed significant antinociceptive effect when tested in the hot plate model. The most active natural product as antinociceptive agent was hofmeisterin III (1) which also was the most stable in the stability study. Its pharmacological effect seems to be partially mediated by an opioid mechanism since naloxone inhibits its action. Using compound 1 as a lead molecule, several synthetic thymol esters were prepared and only compounds 13, 15 and 17 were antinoceptive at the dose of 1mg/kg. Conclusions: The present investigation provided evidence of the efficacy of several preparations of Hofmeisteria schaffneri as antinociceptive agents. The most active preparation was the essential oil which contained large amount of hofmeisterin III (1) and other thymol derivatives. Some novel synthetic analogs of hofmeisterin III with antinociceptive properties were discovered. The nature of the ester chain of these analogs did not have a clear impact on the antinociceptive activity. The phyto-preparations analyzed in this study were not toxic to mice according to the Lorke's test; therefore considering their long term use of the plant they might be secure for human consumption.
- Angeles-Lopez, Guadalupe,Perez-Vasquez, Araceli,Hernandez-Luis, Francisco,Deciga-Campos, Myrna,Bye, Robert,Linares, Edelmira,Mata, Rachel
-
experimental part
p. 425 - 432
(2011/11/14)
-
- Induced halogenation of alkyl cyclohexenyl ketones involving metal halides, hydrohalogenic acids, and hydrogen peroxide
-
The induced halogenation and hydroxyhalogenation of alkyl cyclohexenyl ketones in a system [MHlg + HHlg or HHlg]-H2O2 or in NaOCl was performed and optimum reaction conditions were established. Under mild conditions the electrophilic addition of the halogen or the acid occurred at the multiple bond of the ring with the formation of the corresponding dihalo or hydroxyhalo derivatives of cycloaliphatic ketones. From the compounds obtained epoxy- and dioxyketones of aliphatic series were prepared. Chloro(bromo)hydrins of ketones from the alkylcyclohexane series and oxiranes based thereon are reactive compounds and can be employed as synthons in the organic synthesis.
- Sadygov,Alimardanov
-
body text
p. 166 - 172
(2009/09/25)
-
- Evaluation of lipophilicity, antimicrobial activity and mutagenicity of some novel ester prodrugs of metronidazole
-
Various novel aliphatic and aromatic esters of metronidazole have been synthesized to improve the physicochemical properties (Rm values, lipophilicity) using prodrug approach. The alcoholic functional group of metronidazole is readily esterified, thus several novel ester prodrugs of metronidazole have been synthesized and evaluated for their anaerobic antibacterial activity and mutagenicity. These compounds have been characterized by UV, IR, 1H NMR, mass spectra and elemental analysis. The partition coefficient of esters is determined by n-octanol/water system, RP-TLC and computed in silico. Anaerobic-activity against C. perfringens. determined in terms of MIC (μg/ml) show the esters, particularly SDS-18 and SDS-19, to be more potent in comparison to metronidazole. The Ames test is used to compare the mutagenic potential of the synthesized 5-nitroimidazoles.
- Dubey, Sonal,Jain, Vinod,Precthi
-
experimental part
p. 1571 - 1576
(2010/04/02)
-
- Design, synthesis, and application of novel triclosan prodrugs as potential antimalarial and antibacterial agents
-
A number of new triclosan-conjugated analogs bearing biodegradable ester linkage have been synthesized, characterized and evaluated for their antimalarial and antibacterial activities. Many of these compounds exhibit good inhibition against Plasmodium falciparum and Escherichia coli. Among them tertiary amine containing triclosan-conjugated prodrug (5) inhibited both P. falciparum (IC50; 0.62 μM) and E. coli (IC50; 0.26 μM) at lower concentrations as compared to triclosan. Owing to the presence of a cleavable ester moiety, these new prodrugs are hydrolyzed under physiological conditions and parent molecule, triclosan, is released. Further, introduction of tertiary/quaternary functionality increases their cellular uptake. These properties impart them with higher potency to their antimalarial as well as antibacterial activities. The best compound among them 5 shows close to four-fold enhanced activities against P. falciparum and E. coli cultures as compared to triclosan.
- Mishra, Satyendra,Karmodiya, Krishanpal,Parasuraman, Prasanna,Surolia, Avadhesha,Surolia, Namita
-
p. 5536 - 5546
(2008/12/21)
-
- Highly enantioselective palladium-catalyzed alkylation of acyclic amides
-
(Chemical Equation Presented) Even acyclic amides are suitable nucleophile subtrates for asymmetric allylic alkylations. The allylation products are formed in high yields in the presence of a palladium catalyst with a 1,1′-P,N ferrocene ligand (see scheme; R = (S)-1,1′-bi-2-naphthol). The nature of the substituents on the nitrogen atom of the amide has a critical effect on the efficiency and selectivity of the reaction.
- Zhang, Kai,Peng, Qian,Hou, Xue-Long,Wu, Yun-Dong
-
supporting information; experimental part
p. 1741 - 1744
(2009/02/06)
-
- ACYL-UREA DERIVATIVES AND USES THEREOF
-
Novel acyl-urea containing compounds, processes of preparing same, compositions containing same and uses thereof in the treatment of neurological diseases and disorders such as epilepsy, neuropathic pain, bipolar disorder, status epilepticus, chemically-induced convulsions and/or seizure disorders, febrile convulsions conditions, metabolic disturbances and a sustenance withdrawal conditions, are provided. Also provided are uses of these and other acyl-urea containing compounds in the treatment of neurological diseases and disorders.
- -
-
Page/Page column 36
(2009/03/07)
-
- Synthesis of carnitine benzyl esters as prodrugs
-
The introduction of C-2 acyl groups and a benzyl ester onto L-carnitine generated a series of carnitine benzyl esters as prodrug with improved liposolubility, stability and bioavailability.
- Gong, Xiao-Wei,Li, Jin-Pei,Wu, Ji-Feng,Li, Xun,Zhai, Hai-Min,Feng, Bo,Xu, Wen-Fang,Tang, Wei
-
experimental part
p. 327 - 330
(2009/05/30)
-
- Rational design of inhibitors of VirA-VirG two-component signal transduction
-
VirA-VirG two-component system regulates the vir (virulence) operon in response to specific host factors (xenognosins) in the plant pathogen Agrobacterium tumefaciens. Using whole cell assays, stable inhibitors inspired by the labile natural benzoxazinone inhibitor HDMBOA are developed. It is found that aromatic aldehydes represent a minimal structural unit for activity. In particular, 3-hydroxy-4,6-dimethoxy-3H-isobenzofuran-1-one (HDI) was found to have the highest activity, making it the most potent developed inhibitor of virulence gene expression in Agrobacterium.
- Maresh, Justin,Zhang, Jin,Tzeng, Yih-Ling,Goodman, Nora A.,Lynn, David G.
-
p. 3281 - 3286
(2008/02/08)
-
- Structure activity studies with xenobiotic substrates using carboxylesterases isolated from Arabidopsis thaliana
-
Carboxylesterases (CXEs) catalyse the hydrolysis of xenobiotics and natural products radically altering their biological activities. Whereas the substrate selectivity of animal CXEs, such as porcine liver esterase (PLE) have been well studied, the respective enzymes in plants have yet to be defined and their activities determined. Using Arabidopsis thaliana (At) as a source, five representative members of the α/β hydrolase AtCXE family of proteins have been cloned, expressed and the purified recombinant proteins assayed for esterase activity with xenobiotic substrates. Two members, AtCXE5 and AtCXE18 were found to be active carboxylesterases, though AtCXE5 proved to be highly unstable as a soluble protein. AtCXE18 and the previously characterised S-formylglutathione hydrolase from Arabidopsis (AtSFGH) were assayed against a series of esters based on methylumbelliferone in which the acyl moiety was varied with respect to size and conformation. The same series was used to assay crude esterase preparation from Arabidopsis plants and the results compared with those obtained with the commonly used PLE. With straight chain esters, AtCXE18 behaved like PLE, but the Arabidopsis hydrolases proved less tolerant of branched chain acyl components than the mammalian enzyme. While none of the enzyme preparations accurately reflected all the activities determined with crude Arabidopsis protein extracts, the plant enzymes proved more useful than PLE in predicting the hydrolysis of the more sterically constrained esters.
- Cummins, Ian,Landrum, Marie,Steel, Patrick G.,Edwards, Robert
-
p. 811 - 818
(2008/03/13)
-
- One-pot synthesis of acid chloride from 1,2-diols
-
A simple and mild system for 1,2-diol cleavage has been developed using a combination of lead diacetate and tert-butyl hypochlorite at room temperature. Copyright Taylor & Francis Group, LLC.
- Telvekar, Vikas N.,Mali, Jaishree K.,Dighe, Mahesh G.
-
p. 865 - 868
(2007/10/03)
-
- Synthesis and rearrangements of 7H-pyrrolo[3,2-e][1,2,4]triazolo[1,5-c]-and 7h-pyrrolo[3,2-e][1,2,4]triazolo[4,3-c]pyrimidines
-
7H-Pyrrolo[3,2-e][1,2,4]triazolo[1,5-c]pyrimidines were synthesized by the reactions of 2-ethoxymethyleneamino-1H-pyrrole-3-carbonitriles with acid hydrazides and by the reactions of aminoiminopyrimidines (prepared based on the above-mentioned carbonitriles) with acid chlorides.
- Vorob'ev,Kurbatov,Krasnikov,Mezheritskii,Usova
-
p. 1492 - 1497
(2007/10/03)
-
- Synthesis of esters of D, L-, D(+)-, and L(-)-camphor oximes: Structure-odor correlation
-
Esters of D,L-, D(+)-, and L(-)-camphor oximes were synthesized, and the correlation between their structure and odor was examined.
- Dikusar,Zhukovskaya,Vyglazov
-
p. 1982 - 1985
(2008/02/08)
-
- Inhibitors of fatty acid amide hydrolase
-
Improved competitive inhibitors of FAAH employ an α-keto heterocyclic pharmacophore and a binding subunit having a ?-unsaturation. The α-keto heterocyclic pharmacophore and a binding subunit are attached to one another, preferably by a hydrocarbon chain. The improvement lies in the use of a heterocyclic pharmacophore selected from oxazoles, oxadiazoles, thiazoles, and thiadiazoles that have alkyl or aryl substituents at their 4 and/or 5 positions. The improved competitive inhibitors of FAAH display enhanced activity over conventional competitive inhibitors of FAAH.
- -
-
Page/Page column 10
(2008/06/13)
-
- Vanillin esters in reactions with indan-1,3-dione
-
2-Methoxy-4-(12-oxo-12H-benzo[f]indeno[1,2-b]quinolin-13-yl)phenyl esters of carboxylic acids were synthesized by the three component condensation of indan-1,3-dione, 2-naphthylamine, and O-acylvanillin. 2-Arylidenindan-1,3-diones formed during the reaction were isolated. Springer Science+Business Media, Inc. 2006.
- Kozlov,Basalaeva
-
p. 1223 - 1228
(2008/09/21)
-
- Vanilline alkanoates in the synthesis of hexahydrobenzacridine and octahydroxanthene derivatives
-
Cascade heterocyclization of 1,3-cyclohexanedione and dimedone with 2-naphthylamine and vanilline esters gave derivatives of 2-methoxy-4-(alkyl-11- oxo-7,8,9,10,11,12-hexahydrobenz[a]acridin-12-yl)- and 2-methoxy-4-(alkyl-1,8- dioxo-2,3,4,5,6,7,8,9-octahydro-1H-xanthen-9-yl)phenyl esters of aliphatic (C1- C4 ) carboxylic acids. 2005 Pleiades Publishing, Inc.
- Kozlov,Basalaeva
-
p. 617 - 621
(2007/10/03)
-
- Synthesis and biological evaluation of new phenidone analogues as potential dual cyclooxygenase (COX-1 and COX-2) and human lipoxygenase (5-LOX) inhibitors
-
A new series of potential human 5-LOX inhibitors structurally related to the 1-phenyl-3-pyrazolidinone (phenidone, 2) has been synthesized and the activity against COX-1, COX-2, and human 5-LOX enzymes has been evaluated. In contrast with literature data, we observed that phenidone resulted to be inactive against human 5-LOX, while retains its activity against cyclooxygenases in a micromolar range. The present results suggest that the substitution of the amino function at the 4-position is detrimental in terms of activity toward COX-1 and COX-2, while the presence of a double bond at the 4,5-position does not alter the biological profile against COX. The absence of activity vs. human 5-LOX strongly suggests a re-consideration of phenidone and its analogs as 5-LOX inhibitors in humans.
- Cusan, Claudia,Spalluto, Giampiero,Prato, Maurizio,Adams, Michael,Bodensieck, Antje,Bauer, Rudolf,Tubaro, Aurelia,Bernardi, Paolo,Da Ros, Tatiana
-
-
- Discovery of a potent, selective, and efficacious class of reversible α-ketoheterocycle inhibitors of fatty acid amide hydrolase effective as analgesics
-
Fatty acid amide hydrolase (FAAH) degrades neuromodulating fatty acid amides including anandamide (endogenous cannabinoid agonist) and oleamide (sleep-inducing lipid) at their sites of action and is intimately involved in their regulation. Herein we report the discovery of a potent, selective, and efficacious class of reversible FAAH inhibitors that produce analgesia in animal models validating a new therapeutic target for pain intervention. Key to the useful inhibitor discovery was the routine implementation of a proteomics-wide selectivity screen against the serine hydrolase superfamily ensuring selectivity for FAAH coupled with systematic in vivo examinations of candidate inhibitors.
- Boger, Dale L.,Miyauchi, Hiroshi,Du, Wu,Hardouin, Christophe,Fecik, Robert A.,Cheng, Heng,Hwang, Inkyu,Hedrick, Michael P.,Leung, Donmienne,Acevedo, Orlando,Guimar?es, Cristiano R. W.,Jorgensen, William L.,Cravatt, Benjamin F.
-
p. 1849 - 1856
(2007/10/03)
-
- Preparative synthesis of vanillin and vanillal alkanoates
-
Procedures for preparing vanillin and vanillal alkanoates were developed.
- Dikusar,Vyglazov,Moiseichuk,Zhukovskaya,Kozlov
-
p. 120 - 124
(2007/10/03)
-
