- Synthesis, characterization and supramolecular building motifs of substituted salphen- and thiasalphen–metal complexes
-
Two new series of substituted salphen-metal complexes and thiasalphen–metal complexes have been synthesized. The fluorine substituted salphen-metal complexes (5, 6 and 7) were prepared by the coordination of ligand 4 (obtained by the reaction of 4,5-difluorosalicylaldehyde with o-phenylenediamine) with Ni(II), Cu(II) and Zn(II) ions, respectively. The thiasalphen–metal complexes (8, 9 and 10) were prepared strategically following the unique route of the in situ reduction of bis(o-formylphenyl)disulfide to mercaptobenzaldehyde then complexation with Ni(II), Cu(II) and Zn(II) ions, followed by Schiff base coupling with o-phenylenediamine, in a single pot. The products were characterized by elemental analysis, ESI-MS, FT-IR and1H/13C NMR spectroscopy. The structures of 4, 5, 6, 9 and 10 were established by single crystal X-ray analysis. The various non-bonding interactions resulted in fascinating supramolecular building motifs. The photophysical and electrochemical properties (band gaps, HOMO?LUMO energies) of all the six complexes were studied by UV–Vis spectroscopy and cyclic voltammetry. The optical band gaps were found to be in the range 2.31–2.79?eV.
- Kumar, Nitesh,Asatkar, Ashish K.,Panda, Snigdha,Zade, Sanjio S.
-
-
Read Online
- Aldimine-Thioether-Phenolate Based Mono- and Bimetallic Zinc Complexes as Catalysts for the Reaction of CO2 with Cyclohexene Oxide
-
A synthetic strategy for the preparation of a new class of ligands is introduced. The bis(aldimine-thioether-phenolate) ligands bear two anionic oxygen donors from phenolate moieties, two neutral sulfur donors and two neutral nitrogen donors belonging, respectively, to thioether and aldimine functionalities. The so designed OSNNSO ligands show two coordinative pockets and thus should be able to host two metallic centers. Instead, the aldimine-thioether-phenolate OSN ligands are tridentate ligands which may form monometallic complexes. Two OSNNSO and one OSN ligands of this class, have been synthesized. Satisfyingly, by direct reaction of the ligands with one or two equivalents of the zinc precursor, the corresponding bimetallic Zn(II) complexes were prepared from the bis(aldimine-thioether-phenolate) ligands, while the monometallic zinc complex was prepared from the tridentate ligand. These zinc amido complexes act as single component catalysts in the reaction of CO2 with cyclohexene oxide by furnishing polycyclohexene carbonate, while adding PPNCl as cocatalyst to the reaction medium, cyclohexene carbonates were obtained as the main products.
- Cozzolino, Mariachiara,Melchionno, Flavia,Santulli, Federica,Mazzeo, Mina,Lamberti, Marina
-
-
Read Online
- Comparative Study of Aluminum Complexes Bearing N,O- and N,S-Schiff Base in Ring-Opening Polymerization of ε-Caprolactone and l -Lactide
-
A series of Al complexes bearing Schiff base and thio-Schiff base ligands were synthesized, and their application for the ring-opening polymerization of ε-caprolactone (CL) and l-lactide (LA) was studied. It was found that steric effects of the ligands caused higher polymerization rate and most importantly the Al complexes with N,S-Schiff base showed significantly higher polymerization rate than Al complexes with N,O-Schiff base (5-12-fold for CL polymerization and 2-7-fold for LA polymerization). The reaction mechanism of CL polymerization was investigated by density functional theory (DFT). The calculations predicted a lower activation energy for a process involved with an Al complex bearing an N,S-Schiff base ligand (17.6 kcal/mol) than for that of an Al complex bearing an N,O-Schiff base ligand (19.0 kcal/mol), and this magnitude of activation energy reduction is comparable to the magnitude of rate enhancement observed in the experiment. The reduction of activation energy was attributed to the catalyst-substrate destabilization effect. Using a sulfur-containing ligand to decrease the activation energy in the ring-opening polymerization process may be a new strategy to design a new Al complex with high catalytic activity.
- Chang, Meng-Chih,Lu, Wei-Yi,Chang, Heng-Yi,Lai, Yi-Chun,Chiang, Michael Y.,Chen, Hsing-Yin,Chen, Hsuan-Ying
-
-
Read Online
- An Efficient and Convenient Synthesis of 2-Mercaptobenzaldehyde
-
An efficient and convenient synthesis of 2-mercaptobenzaldehyde (1) is described.
- Kasmai, Hamid S.,Mischke, Steven G.
-
-
Read Online
- Synthesis and evaluation of antileishmanial and cytotoxic activity of benzothiopyrane derivatives
-
In continuation of our efforts to identify promising antileishmanial agents based on the chroman scaffold, we synthesized several substituted 2H-thiochroman derivatives, including thiochromenes, thichromanones and hydrazones substituted in C-2 or C-3 with carbonyl or carboxyl groups. Thirty-two compounds were thus obtained, characterized, and evaluated against intracellular amastigotes of Leishmania (V) panamensis. Twelve compounds were active, with EC50 values lower than 40 μM, but only four compounds displayed the highest antileishmanial activity, with EC50 values below 10 μM; these all compounds possess a good Selectivity Index > 2.6. Although two active compounds were thiochromenes, a clear structure-activity relationship was not detected since each active compound has a different substitution pattern.
- Ortiz, Cristian,Echeverri, Fernando,Robledo, Sara,Lanari, Daniela,Curini, Massimo,Qui?ones, Wiston,Vargas, Esteban
-
-
Read Online
- Dual-catalyst acceleration of tandem disulfide cleavage and baylis-hillman synthesis of 2 H-1-benzothiopyran derivatives
-
While both 1,8-diazabicyclo[5.4.0]undec-7-ene and triphenylphosphine catalyze tandem Baylis-Hillman reaction/disulfide cleavage of 2,2′-dithiodibenzaldehyde independently, when used together as a dual-catalyst system, the overall yields of the cyclized 2H-1-benzothiopyrans are consistently greater and the reaction time decreases dramatically. Supplemental materials are available for this article. Go to the publisher's online edition of Synthetic Communications to view the free supplemental file.
- Nyoni, Dubekile,Lobb, Kevin A.,Kaye, Perry T.
-
-
Read Online
- DEPALMITOYLATING COMPOSITIONS AND THE USE THEREOF
-
Disclosed herein, inter alia, are depalmitoylating compounds, compositions, and methods of use thereof.
- -
-
Paragraph 0359; 0369; 0371
(2021/02/19)
-
- A cascade deprotonation/intramolecular aldol reaction of α-carbonyl sulfonium ylides with 2-mercaptoindole-3-carbaldehydes and 2-mercaptobenzaldehydes to access thieno[2,3-b]indoles and benzothiophenes
-
The first catalyst-free cascade deprotonation/intramolecular aldol reaction of α-carbonyl sulfonium ylides with 2-mercaptoindole-3-carbaldehydes and 2-mercaptobenzaldehydes was developed. A series of thieno[2,3-b]indoles and benzothiophenes were smoothly obtained in high to excellent yields. The salient features of the protocol include catalyst-free conditions, an environment-friendly solvent, broad substrate scope, and large-scale synthesis.
- Yang, Lei,Zhou, Shun,Zhao, Jian-Qiang,You, Yong,Wang, Zhen-Hua,Zhou, Ming-Qiang,Yuan, Wei-Cheng
-
supporting information
p. 3678 - 3686
(2021/05/05)
-
- INHIBITORS OF GLUCOSE TRANSPORTERS (GLUTS)
-
The present invention relates to 2,6-methanobenzo[g][1]oxacin-4-onecompounds and their analog compounds and pharmaceutically acceptable salts thereof as selective inhibitor of glucose transporters 1 and 3 (GLUTs 1 and 3), to methods of preparing said compounds, and to the use thereof as pharmaceutically active agents, especially for the prophylaxis and/or treatment of metabolic diseases, immunological diseases, autoimmune diseases, inflammation, graft versus host disease, cancer, and metastasis thereof. Furthermore, the present invention is directed to pharmaceutical composition comprising at least one of 2,6-methanobenzo[g][1]oxacin-4-one compounds and their analog compounds.
- -
-
Page/Page column 62
(2020/03/29)
-
- High catalytic performance of the first electrospun nano-biohybrid, Mn3O4/copper complex/polyvinyl alcohol, from Amaranthus spinosus plant for biomimetic oxidation reactions
-
In this study, a novel nano-biocomposite, polyvinylalcohol/Mn3O4/water-soluble copper complex (PVA/Mn3O4/CuWSC), was produced from Amaranthus spinosus. By combining water-soluble copper nanocomplex and Mn3O4 nanoparticles along with polyvinyl alcohols and extracts of this plant, this bio nanomaterial was prepared via electrospinning process. This nanohybrid was characterized using transmission electron microscopy, scanning electron microscopy, atomic force microscopy, Fourier-transform infrared spectroscopy, X-ray diffraction, energy-dispersive X-ray spectroscopy, and elemental analysis. Based on its catalytic activities, it is considered a heterogeneous catalyst and is used for the oxidation of alcohols in industrial reactions. It can oxidize the primary and secondary alcohols to corresponding aldehyde and ketone products with high yield and excellent selectivity using H2O2 under solvent-free conditions. The recyclability and reusability of PVA/Mn3O4/CuWSC show that it can be a promising catalyst for clean industrial catalytic applications.
- Ekrami-Kakhki, Mehri-Saddat,Naeimi, Atena
-
-
- Substituted Benzothietes: Synthesis and a Quantum Chemical Investigation of Their Cycloreversion Properties
-
A flexible synthesis for highly substituted benzothietes that does not require flash-vacuum pyrolysis was developed. This allows for the use of a number of functional groups and nonvaporizable molecules. Highly stabilized derivatives were isolated. The molecular orbital properties of various benzothietes were evaluated by density functional methods. The mechanism of the cycloreversion of the four-membered ring was compared to that of the oxygen-containing analogues.
- Ahlburg, Nils L.,Velarde, Andres R.,Kieber-Emmons, Matthew T.,Jones, Peter G.,Werz, Daniel B.
-
supporting information
p. 4255 - 4260
(2020/06/04)
-
- Design, synthesis and characterization of structurally dynamic cyclic: N, S -acetals
-
We report the synthesis, characterization and comparison of a series of electronically perturbed, cyclic N,S-acetals. Inspired by electrophilic auxiliaries utilized for amine capture and concomitant peptide ligation, we studied these N,S-acetal systems and evaluated their propensity to generate zwitterionic intermediates in situ. Certain N,S-acetals in this study exhibit structurally dynamic properties through a solvent and pH-dependent ability to ring-open and ring-close via C1-S bond ionization at room temperature.
- Kirkeby, Emily K.,Roberts, Andrew G.
-
supporting information
p. 9118 - 9121
(2020/08/26)
-
- First electrospun immobilized molybdenum complex on bio iron oxide nanofiber for green oxidation of alcohols
-
Bio iron oxide was synthesized from natural Sesbania sesban plant and modified by a molybdenum complex (Fe2O3/MoSB). Fe2O3/MoSB was deposited on polyvinyl alcohol (PVA) using a conventional single nozzle electrospinning technique (PVA/Fe2O3/MoSB). TEM, SEM, AFM, FT-IR, TGA, EDAX, and elemental analysis were used to determine fiber compositional information. The catalytic efficiency of electrospun PVA/Fe2O3/MoSB nanofiber in the oxidation of alcohols was exploited. The green reactions were conducted at solvent free conditions as a green media in the presence of H2O2 to have the desired aldehydes and tert-butyl hydrogen peroxide to obtain acid products in high yields and excellent selectivity. The survival of this nanocomposite was investigated and it could be reused and recycled in consecutive runs.
- Noghi, Sedighe Abbaspour,Naeimi, Atena,Hamidian, Hooshang
-
p. 229 - 237
(2018/07/13)
-
- Silver-Mediated Oxidative Decarboxylative Trifluoromethylthiolation of Coumarin-3-carboxylic Acids
-
The introduction of trifluoromethylthio groups into organic compounds, in particular heterocycles, is important because of the prevalence of these structures in medicinally and agriculturally relevant molecules. Herein, the silver-mediated oxidative decarboxylative trifluoromethylthiolation of coumarin-3-carboxylic acids is reported. This methodology utilizes existing carboxylic acid functionalities for the direct conversion to CF3S groups and results in a broad scope of 3-trifluoromethylthiolated coumarins, including analogues of natural products, in moderate to excellent yields.
- Li, Minghao,Petersen, Jeffrey L.,Hoover, Jessica M.
-
supporting information
p. 638 - 641
(2017/02/10)
-
- Peptide 2-formylthiophenol esters do not proceed through a Ser/Thr ligation pathway, but participate in a peptide aminolysis to enable peptide condensation and cyclization
-
Peptide thiol salicylaldehyde (SAL) esters unexpectedly do not follow a Ser/Thr ligation pathway to react with peptides containing N-terminal Ser/Thr, but proceed towards a peptide aminolysis in DMSO. The reaction takes place even at a low substrate concentration (1 mM). The method has been successfully used to synthesize several natural cyclic peptides, with a high ratio of monocyclic to dimeric products.
- Tung, Chun Ling,Wong, Clarence T. T.,Li, Xuechen
-
supporting information
p. 6922 - 6926
(2015/06/25)
-
- Reactivity of mer-hydrido(2-mercaptobenzoyl)tris(trimethylphosphine) cobalt(iii) complex
-
The reactivity of mer-hydrido(2-mercaptobenzoyl)tris(trimethylphosphine) cobalt(iii) complex 1 was intensively studied. A series of sulfur-coordinated organocobalt complexes (2-8) were obtained through the reactions of 1 with RX (RX = HCl, C2H5Br and CH3I), 2-(diphenylphosphanyl)phenol, 2-(diphenylphosphino)benzenethiol, and CO. The reaction of complex 1 with ethynyltrimethylsilane under 1 bar of CO afforded a penta-coordinate cobalt(i) complex 11via insertion reaction of CC bond of ethynyltrimethylsilane into Co-H bond and subsequent C,C-coupling reaction (reductive elimination). The formation mechanism of 11 was proposed and partly-experimentally verified. As an intermediate, the tetra-coordinate cobalt(i) complex 13 was isolated through the reaction of complex 1 with ethynyltrimethylsilane in the absence of CO. The crystal structures of complexes 2-4, 8 and 11 were determined by X-ray diffraction.
- Niu, Qingfen,Sun, Hongjian,Wang, Lin,Hu, Qingping,Li, Xiaoyan
-
p. 4059 - 4066
(2014/03/21)
-
- A catalytic Michael/Horner-Wadsworth-Emmons cascade reaction for enantioselective synthesis of thiochromenes
-
A catalytic enantioselective sulfa-Michael/Horner-Wadsworth-Emmons reaction cascade has been developed, taking advantage of phosphonate as an electrophilic activator and a traceless binding site. Using a chiral bifunctional urea derivative as the catalyst, a variety of aryl and heteroaryl substituted thiochromenes was obtained in excellent yield with a high level of enantioselectivity. Copyright
- Choudhury, Abhijnan Ray,Mukherjee, Santanu
-
supporting information
p. 1989 - 1995
(2013/08/23)
-
- Photocycloaddition of arenes and allenes
-
In this work, we report on a new intramolecular para cycloaddition of arenes with allenes, yielding attractive rigid scaffolds bearing several reactive functionalities to build in further diversity. Bicyclo[2.2.2]octadiene- type products and benzoxepine acetals are formed in this reaction, in ratios and yields depending on the substitution pattern on the aromatic ring, the nature of the chromophore, and the tether. This unprecedented reaction has remarkable features that distinguish it from many other photochemical transformations: it is particularly robust with respect to substituents, it can be scaled up without a notable loss of efficiency, and it can lead to structures with a high degree of complexity in low to good yields. All photochemical precursors could be synthesized readily in three steps. We confirmed the compatibility of the nitrogen atom in the photocycloaddition step, which gives access to a bicyclo[2.2.2]octadiene scaffold with two points that allow further diversification. This reaction was scaled up to multigram quantities without erosion of the typically high yields in photocycloadducts. Sequential deprotection of the N- or C-terminus of bicyclic amino acids gave access to two conformationally constrained unnatural amino acids with different dispositions of the two anchor points.
- Streit, Ursula,Birbaum, Frederic,Quattropani, Anna,Bochet, Christian G.
-
p. 6890 - 6910
(2013/08/23)
-
- DBU-Mediated cleavage of aryl- and heteroaryl disulfides
-
The capacity of the nitrogen nucleophile, 1,8-diazabicyclo[5.4.0]undec-7- ene (DBU) to reduce aryl- and heteroaryl disulfides to the corresponding mercaptans is demonstrated. While dicarboxylated disulfide analogues afford the mono-DBU disulfide salts, as confirmed by X-ray crystallography, the corresponding methyl esters are cleaved normally. ARKAT-USA, Inc.
- Nyoni, Dubekile,Lobb, Kevin A.,Kaye, Perry T.,Caira, Mino R.
-
experimental part
p. 245 - 252
(2012/05/31)
-
- Synthesis of 2-mercaptobenzaldehyde, 2-mercaptocyclohex-1- enecarboxaldehydes and 3-mercaptoacrylaldehydes
-
A novel one-pot approach for the preparation of 2-mercaptobenzaldehyde, 2-mercaptocyclohex-1-enecarboxaldehydes and 3-mercaptoacrylaldehydes [(Z)-3-mercapto-2-methyl-3-phenylacrylaldehyde, 3-mercapto-3-(o-tolyl) acrylaldehyde)] starting from ortho-bromobenzaldehyde, 2-chlorocyclohex-1- enecarbaldehydes, (Z)-3-chloro-2-methyl-3-phenylacrylaldehyde and 3-chloro-3-(o-tolyl)acrylaldehyde is reported. The reaction of sulfur with the Grignard reagent of the acetal for the protection of the aldehyde group affords the title compounds through hydrolysis with dilute hydrochloric acid in high yields. One-pot synthesis of 2-mercaptobenzaldehyde, 2-mercaptocyclohex-1- enecarboxaldehydes and 3-mercaptoacrylaldehydes was developed by the reaction of the Grignard reagent with sulfur. The novel procedure showed high yields of the desired products, easy work-up, short reaction time, no catalyst, no hazardous phosphine ligands, no strong and foul smell sulfur-containing reagents, no environmental problem and mild reaction conditions in comparison with other methods, which are the strong points of the present procedure. Copyright
- Niu, Qingfen,Xu, Xiaofeng,Sun, Hongjian,Li, Xiaoyan
-
p. 2495 - 2500
(2013/01/15)
-
- Effective synthesis of ortho-substituted trithiophenol amines by Miyazaki-Newman-Kwart rearrangement
-
An efficient synthesis of ortho-substituted trithiophenol amines from commercially available salicaldehydes by Miyazaki-Newman-Kwart rearrangement/threefold reductive amination is reported. The rearrangement has been carried out on salicaldehyde-O-thiocarbamates using microwave induced heating, which furnishes a series of thiosalicaldehyde-S-carbamates in high yield. The thiocarbamate has three roles: it enables effective S-O rearrangement, acts as a protecting group during the threefold reductive amination and can be easily removed under reductive conditions. The three-step synthesis has an overall yield ranging from 30-35 %, and it enables access to a series of increasingly important C3v symmetric ligands in a structurally systematic way.
- Gjoka, Blerina,Romano, Francesco,Zonta, Cristiano,Licini, Giulia
-
scheme or table
p. 5636 - 5640
(2011/11/29)
-
- Preparation of functional benzofurans, benzothiophenes, and indoles using ester, thioester, and amide via intramolecular wittig reactions
-
Preparation of new types of highly functional benzofurans, benzothiophenes, and indoles is realized via intramolecular Wittig reactions with the corresponding ester, thioester, and amide functionalities. The key intermediates, phosphorus ylides, presumably result from the addition of Bu 3P toward aldehydes followed by acylation and deprotonation. Synthesis of functional benzofurans directly starting from salicylic aldehyde derivatives with acid chlorides in a one-step procedure is also developed.
- Syu, Siang-En,Lee, Yu-Ting,Jang, Yeong-Jiunn,Lin, Wenwei
-
supporting information; experimental part
p. 2970 - 2973
(2011/06/27)
-
- Enantioselective intramolecular crossed rauhut-currier reactions through cooperative nucleophilic activation and hydrogen-bonding catalysis: Scope and mechanistic insight
-
A highly efficient and enantioselective intramolecular crossed Rauhut-Currier (RC) reaction of nitroolefins with tethered enonates has been developed through cooperative nucleophilic activation and a hydrogen-bonding catalytic strategy (≤98% ee and 98% yield). The reaction features simple experimental procedures and is completely chemoselective and atom-economic in character. The potential synthetic applications have been demonstrated by the conversion of the RC reaction products into biologically and pharmaceutically valuable compounds with highly diastereoselectivity. In addition, computational investigations were employed to support the proposed mechanism and to obtain a good understanding of the origin of the stereoselectivity in RC reactions. Copyright
- Wang, Xu-Fan,Peng, Liang,An, Jing,Li, Chao,Yang, Qing-Qing,Lu, Liang-Qiu,Gu, Feng-Long,Xiao, Wen-Jing
-
supporting information; scheme or table
p. 6484 - 6491
(2011/08/06)
-
- Assessment of dopamine D1 receptor affinity and efficacy of three tetracyclic conformationally-restricted analogs of SKF38393
-
To assess the effect of conformational mobility on receptor activity, the β-phenyl substituent of dopamine D1 agonist ligands of the phenylbenzazepine class, (±)-6,6a,7,8,9,13b-hexahydro-5H-benzo[d] naphtho[2,1-b]azepine-11,12-diol (8), and its oxygen and sulfur bioisosteres 9 and 10, respectively, were synthesized as conformationally-restricted analogs of SKF38393, a dopamine D1-selective partial agonist. Compounds trans-8b, 9, and 10 showed binding affinity comparable to that of SKF38393, but functionally, they displayed only very weak agonist activity. These results suggest that the conformationally-restricted structure of the analogs cannot adopt a binding orientation that is necessary for agonist activity.
- Clark, Alia H.,McCorvy, John D.,Watts, Val J.,Nichols, David E.
-
scheme or table
p. 5420 - 5431
(2011/10/30)
-
- Substituted 2-(3′,4′,5′-trimethoxybenzoyl)-benzo[b] thiophene derivatives as potent tubulin polymerization inhibitors
-
The central role of microtubules in cell division and mitosis makes them a particularly important target for anticancer agents. On our early publication, we found that a series of 2-(3′,4′,5′-trimethoxybenzoyl)-3- aminobenzo[b]thiophenes exhibited strong antiproliferative activity in the submicromolar range and significantly arrested cells in the G2-M phase of the cell cycle and induced apoptosis. In order to investigate the importance of the amino group at the 3-position of the benzo[b]thiophene skeleton, the corresponding 3-unsubstituted and methyl derivatives were prepared. A novel series of inhibitors of tubulin polymerization, based on the 2-(3,4,5-trimethoxybenzoyl)-benzo[b]thiophene molecular skeleton with a methoxy substituent at the C-4, C-5, C-6 or C-7 position on the benzene ring, was evaluated for antiproliferative activity against a panel of five cancer cell lines, for inhibition of tubulin polymerization and for cell cycle effects. Replacing the methyl group at the C-3 position resulted in increased activity compared with the corresponding 3-unsubstituted counterpart. The structure-activity relationship established that the best activities were obtained with the methoxy group placed at the C-4, C-6 or C-7 position. Most of these compounds exhibited good growth inhibition activity and arrest K562 cells in the G2-M phase via microtubule depolymerization.
- Romagnoli, Romeo,Baraldi, Pier Giovanni,Carrion, Maria Dora,Cruz-Lopez, Olga,Tolomeo, Manlio,Grimaudo, Stefania,Cristina, Antonietta Di,Pipitone, Maria Rosaria,Balzarini, Jan,Brancale, Andrea,Hamel, Ernest
-
experimental part
p. 5114 - 5122
(2010/09/14)
-
- Synthesis of Ag+-selective dipalladium(II) metallohost based on O-alkyloxime bis(N2SO) ligands
-
Novel bis(N2SO) ligands 2a (= H4L2a) and 2b (= H4L2b) comprising O-alkyloxime, thiophenol, and phenol moieties were synthesized. The complexation of H4L 2a and H4L2b with palladium(II) acetate afforded the dinuclear metallohosts [L2aPd2] and [L 2bPd2], which have a recognition site consisting of two sulfur and four oxygen donor atoms. The metallohost [L2bPd 2] strongly binds Ag+ to give [(L2bPd 2)2Ag]+, whereas no detectable interaction between [L2bPd2] and hard metal cations (Na+, Ca2+, Y3+, La3+, and Lu3+) was observed. Copyright Taylor & Francis Group.
- Akine, Shigehisa,Akimoto, Ayako,Nabeshima, Tatsuya
-
scheme or table
p. 1000 - 1007
(2010/09/04)
-
- COMPOSITIONS AND METHODS INCLUDING CELL DEATH INDUCERS AND PROCASPASE ACTIVATION
-
Compositions and methods are disclosed in embodiments relating to induction of cell death such as in cancer cells. Compounds and related methods for synthesis and use thereof, including the use of compounds in therapy for the treatment of cancer and selective induction of apoptosis in cells are disclosed. Compounds are disclosed in connection with modification of procaspases such as procaspase-3. In embodiments, compositions are capable of activation of procaspase-3.
- -
-
Page/Page column 77
(2008/12/08)
-
- Dialkyl 2H-1-benzothiopyran-2,3-dicarboxylates via intramolecular Wittig reaction
-
Reaction of 3-mercaptobenzaldehyde (1) with dialkyl acetylenedicarboxylate in the presence of triphenylphosphine leads to the corresponding 2H-1-benzothiopyran 2,3-diesters.
- Hekmatshoar, Rahim,Javanshir, Shahrzad,Heravi, Majid M.
-
-
- 2-Substituted and 4-substituted aryl nitrone compounds
-
The present invention provides aryl nitrones, compositions comprising the same and methods of their use for the treatment or prevention of oxidative, ischemic, ischemia/reperfusion-related and chemokine mediated conditions.
- -
-
Page/Page column 23
(2008/06/13)
-
- The Selective Deprotection of Thioesters Using Titanium(IV) Chloride/Zinc
-
A new method for deprotection of thioesters using TiCl4/Zn at 0-25 deg C is described. The procedure chemoselectively cleaves the S-CO bond in thioesters in the presence of other carbonyl functional groups and other protecting groups to cleanly produce thiols.
- Jin, Chung Keun,Jeong, Hyung Jae,Kim, Min Kyu,Kim, Ju Young,Yoon, Yong-Jin,Lee, Sang-Gyeong
-
p. 1956 - 1958
(2007/10/03)
-
- A versatile synthetic route to 1,5-dithiocins from o-mercapto aromatic aldehydes
-
An earlier procedure for the facile preparation of benzo-fused 1,5-dithiocins 2a-2c from o-mercaptobenzaldehydes has been improved and shown to be capable of extension to the preparation of several naphthalene-derived analogues. The general method also afforded several N-alkylated 1,5-dithiocins 4, 5 by replacing NH3 with the appropriate primary amine. It was found that N-acylation of the 1,5-dithiocins was successful only with methyl chloroformate. Attempted N-phenylation met with limited success but was shown to be unnecessary since even the less reactive aniline readily undergoes the general reaction of primary amines. When simple α-amino acids, or their methyl esters, were employed as the primary amine in the reaction with o-mercaptobenzaldehyde, the formation of the N-alkylated 1,5-dithiocins 4a, 17a, 17b with accompanying loss of -COOH or -COOMe was observed, in preparatively useful yields. A mechanism is proposed for this interesting transformation.
- Still, Ian W.J.,Natividad-Preyra, Rosanne,Toste, F. Dean
-
p. 113 - 121
(2007/10/03)
-
- Preparation of 6,12-imino-6H,12H-dibenzo[b,f]-1,5-dithiocins
-
Reaction of thiosalicylaldehydes 4a-c with ammonium acetate affords 6,12-imino-6H,12H-dibenzo[b,f]-1,5-dithiocins 2a-c in good to excellent yields. The V-shape of these molecules was confirmed by an X-ray structure determination.
- Dean Toste
-
p. 6619 - 6622
(2007/10/02)
-
- Iron Complexes of N-Substituted Thiosalicylideneimines. Part 1. Synthesis and Reactions with Oxygen and Carbon Monoxide
-
Iron(II) complexes with N-substituted bidentate and tetradentate thiosalicylideneimines can be prepared by the reaction of bis(thiosalicylaldehydato)iron(II) with appropriate primary amines.The bidentate compounds show S = 2 spin states while a number of the tetradentate compounds have the unusual S = 1 state.The tetradentate complexes react with CO to form monocarbonyl complexes and with O2 to form FeIII μ-oxo-bridged derivatives.Some evidence is presented to support the preliminary formation at low temperatures of a dinuclear iron(III) peroxo-species as the precursor of the μ-oxo-compounds.Several spin-paired FeIII compounds containing SN2-bonded tridentate ligands are also reported.
- Marini, Peter J.,Murray, Keith S.,West, Bruce O.
-
p. 143 - 152
(2007/10/02)
-
- ETUDE DES REACTIONS DE SRN1-PARTIE 10 ACTION DE SULFANIONS SUR LES HALOGENURES D'ARYLE FONCTIONNALISES. SYNTHESE DIRECTE DE BENZOTHIOPHENES ET THIENOPYRIDINES
-
Functionalized aromatic halides Ar1XY (Ar1=C6H4, Y=OCH3,CONH2,CN,COCH3,CHO,COC6H5) undergo SRN1 reactions with sulphur anions -SR, either simple (R=C2H5,CH2C6H5) or functionalized (R=(CH2)2OH,(CH2)2CO2Et,CH2CO2Et).Products Ar1YS- formed from the fragmentation of the radical anion Ar1YSR- are related to the redox potential of the aryl moiety Ar1Y and with the energy of the bond S-R.In the heterocyclic series (Ar2=pyridine, Ar3=quinoline) a similar relationship appears but a competitive SN(AR) reaction occurs for pyridine substrates bearing an electron withdrawing group.A direct synthesis of benzothiophen via SRN1 reaction and an improved synthesis of thienopyridines based on the SN(Ar) reaction are reported.
- Beugelmans, Rene,Bois-Choussy, Michele,Boudet, Bernard
-
p. 4153 - 4162
(2007/10/02)
-