- Design, synthesis and molecular modeling study of certain 4-Methylbenzenesulfonamides with CDK2 inhibitory activity as anticancer and radio-sensitizing agents
-
Two series of 2-aminopyridine derivatives 6-17 and tyrphostin AG17 analogs 18-22 bearing 4-methylbenzenesulfonamide moiety were designed and synthesized as anticancer compounds. The synthesized compounds were biologically evaluated for their cytotoxic act
- Ghorab, Mostafa M.,Ragab, Fatma A.,Heiba, Helmy I.,Elsayed, Mohamed S.A.,Ghorab, Walid M.
-
-
Read Online
- Synthesis of new pyridines with sulfonamide moiety: via a cooperative vinylogous anomeric-based oxidation mechanism in the presence of a novel quinoline-based dendrimer-like ionic liquid
-
In the present study, we reported the synthesis of a novel quinoline-based dendrimer-like ionic liquid. After characterization of the mentioned ionic liquid with suitable techniques such as Fourier transform infrared spectroscopy (FT-IR), energy dispersive X-ray spectroscopy (EDX), elemental mapping, thermogravimetric analysis (TGA) and derivative thermogravimetry (DTG), its catalytic performance was investigated in the synthesis of new pyridines with sulfonamide moiety via a cooperative vinylogous anomeric-based oxidation mechanism under mild reaction conditions. All target molecules were achieved in short reaction times and high yields. This journal is
- Torabi, Morteza,Yarie, Meysam,Zolfigol, Mohammad Ali,Rouhani, Shamila,Azizi, Shohreh,Olomola, Temitope O.,Maaza, Malik,Msagati, Titus A.M.
-
-
Read Online
- Discovery of pyridine- sulfonamide hybrids as a new scaffold for the development of potential VEGFR-2 inhibitors and apoptosis inducers
-
New sulfonamide derivatives have been synthesized and tested as antitumor agents. All newly synthesized compounds were tested in vitro against 60 lines of human cancer cells. Compound VIIb shows broad-spectrum activity with a mean inhibition value of 91.67% against all cell lines. It exhibited potent anticancer activity with GI50 values of 1.06–8.92 μM relative to most of the tested cancer cell lines. Compound VIIb has been tested for enzyme inhibition activity toward vascular endothelial growth factor receptor 2, where VEGFR-2 was potently inhibited at a lower IC50 value of 3.6 μM, compared with sorafenib (IC50 = 4.8 μM). Hybrid VIIb was also able to induce cell cycle disturbance and apoptosis in Renal UO-31 cells, as shown by DNA flow cytometry and Annexin V-FITC/PI assays. It has also revealed lower Bcl-2 protein expression anti-apoptotic levels and higher BAX, p53, and caspases 3 expression levels.
- Ahmed, Marwa F.,Santali, Eman Y.
-
-
Read Online
- Synthesis, biological evaluation and molecular docking of new sulfonamide-based indolinone derivatives as multitargeted kinase inhibitors against leukemia
-
Series of novel sulfonamide-based 3-indolinones 3a-m and 4a-f were designed, synthesized and then their cytotoxic activity was evaluated against a panel of sixty cancer cell lines. This screening indicated that 4-(2-(5-fluoro-2-oxoindolin-3-ylidene)acetyl)phenyl benzenesulfonate (4f) possessed promising cytotoxicity against CCRF-CEM and SR leukemia cell lines with IC50 values 6.84 and 2.97 μM, respectively. Further investigation of the leukemic cytotoxicity of compound 4f was carried out by performing PDGFRα, VEGFR2, Aurora A/B and FLT3 enzyme assays and CCRF-CEM and SR cell cycle analysis. These investigations showed that compound 4f exhibited pronounced dual inhibition of both kinases PDGFRα and Aurora A with potency of 24.15 and 11.83 nM, respectively. The in vitro results were supported by molecular docking studies in order to explore its binding affinity and its key amino acids interactions. This work represents compound 4f as a promising anticancer agent against leukemia.
- El-Hussieny, Marwa,El-Sayed, Naglaa F.,Fouad, Marwa A.,Ewies, Ewies F.
-
-
- Nitrosoarenes as Nitrogen Source for Generation of Sulfonamides with the Insertion of Sulfur Dioxide under Metal-Free Conditions?
-
A metal-free reaction of nitrosoarenes, aryldiazonium tetrafluoroborates, and sulfur dioxide under mild conditions is developed, giving rise to sulfonamides in moderate to good yields. This transformation proceeds efficiently at room temperature in the presence of cyclohexa-1,4-diene with a broad reaction scope. Good functional group compatibility is observed, including cyano, halo, and ester. A plausible mechanism involving a radical process with the insertion of sulfur dioxide is proposed, and cyclohexa-1,4-diene serves as the reductant during the transformation.
- Wang, Xuefeng,Lin, Yanmei,Liu, Jin-Biao,He, Fu-Sheng,Kuang, Yunyan,Wu, Jie
-
supporting information
p. 1098 - 1102
(2020/07/06)
-
- Copper-catalyzed redox coupling of nitroarenes with sodium sulfinates
-
A simple copper-catalyzed redox coupling of sodium sulfinates and nitroarenes is described. In this process, abundant and stable nitroarenes serve as both the nitrogen sources and oxidants, and sodium sulfinates act as both reactants and reductants. A variety of aromatic sulfonamides were obtained in moderate to good yields with broad substrate scope. No external additive is employed for this kind of transformation.
- Liu, Saiwen,Chen, Ru,Zhang, Jin
-
-
- Copper-catalysed hydroamination of N-allenylsulfonamides: The key role of ancillary coordinating groups
-
A copper-catalysed hydroamination reaction of N-allenylsulfonamides with amines has been developed through a rational approach based on mechanistic studies. The reaction is promoted by a simple copper(I) catalyst and proceeds at room temperature with complete regioselectivity and excellent stereoselectivity towards linear (E)-N-(3-aminoprop-1-enyl)sulfonamides. Density Functional Theory (DFT) studies allow interpreting the key role of unsaturated substituents on nitrogen as ancillary coordinating moieties for the copper catalyst.
- Blieck, Rémi,Perego, Luca Alessandro,Ciofini, Ilaria,Grimaud, Laurence,Taillefer, Marc,Monnier, Florian
-
supporting information
p. 1225 - 1234
(2019/02/26)
-
- Straightforward and Sustainable Synthesis of Sulfonamides in Water under Mild Conditions
-
Ideally, a sustainable chemical synthesis should involve the use of non-toxic solvents and reactants, easy separations and purification by energy-efficient processes. In this context, reconsidering the synthesis of widely used drugs is especially timely and should allow important benefits to be obtained in terms of environmental impact. Sulfonamides are pertinent as their synthesis generally requires the use of toxic and/or hard-to-remove solvents such as dichloromethane, DMF and DMSO. In addition, toxic and highly reactive sulfur-containing sources such as sulfonyl chloride are often involved and coupled with amines. Moreover, the latter may exhibit some toxicity and are generally difficult to purify. Herein, we disclose the unprecedented and sustainable synthesis of sulfonamides by using sodium sulfinate as a commercial and stable sulfur source and nitroarenes as the nitrogen-containing reactant. In addition, under the optimized conditions only water is used as a “green” solvent and the products are collected by simple filtration.
- Eid, Nadim,Karamé, Iyad,Andrioletti, Bruno
-
supporting information
p. 5016 - 5022
(2018/09/14)
-
- Triple Mode of Alkylation with Ethyl Bromodifluoroacetate: N, or O-Difluoromethylation, N-Ethylation and S-(ethoxycarbonyl)difluoromethylation
-
In this report, we have explored a triple mode of chemical reactivity of ethyl bromodifluoroacetate. Typically, bromodifluoroacetic acid has been used as a difluorocarbene precursor for difluoromethylation of soft nucleophiles. Here we have disclosed nucleophilicity and base dependent divergent chemical reactivity of ethyl bromodifluoroacetate. It furnishes lithium hydroxide and cesium carbonate promoted difluoromethylation of tosyl-protected aniline and electron-deficient phenols respectively. Interestingly, switching the base from lithium hydroxide to 4-N,N-dimethylamino pyridine (DMAP) tosyl-protected anilines afforded the corresponding N-ethylation product. Whereas, highly nucleophilic thiophenols furnished the corresponding S-carboethoxydifluoromethylation product via a rapid SN2 attack to the bromine atom prior to the ester hydrolysis. This mechanistic divergence was established through several control experiments. It was revealed that difluoromethylation reaction proceeds through a tandem in situ ester hydrolysis/decarboxylative-debrominative difluorocarbene formation and subsequent trapping by the soft nucleophile-NHTs or electron-deficient phenolic ?OH groups. In the presence of DMAP the hydrolysis of the ester is perturbed instead a nucleophilic attack at the ethyl moiety provides the N-ethylation product. Hence, besides the development of a practical base-promoted N-difluoromethylation of amines and electron-deficient phenols, divergent reactivity pattern of inexpensive and user-friendly ethyl bromodifluoroacetate has been explored. (Figure presented.).
- Polley, Arghya,Bairy, Gurupada,Das, Pritha,Jana, Ranjan
-
supporting information
p. 4161 - 4167
(2018/09/21)
-
- Purine-ring-containing benzene sulfonamide chalcone derivative and preparation and application methods thereof
-
The invention discloses a purine-ring-containing benzene sulfonamide chalcone derivative and preparation and application methods thereof. The purine-ring-containing benzene sulfonamide chalcone derivative has a formula (I) shown as below, in which R1 is 4-oxymethyl, 4-tert-butyl, 4-methyl, 4-flouride, 4-bromide, 2-methyl, 2-fluoride, 2-chloride, 2-bromide and hydrogen atom and R2 is methyl, ethyland benzyl. The purine-ring-containing benzene sulfonamide chalcone derivative can inhibit tobacco mosaic virus, cucumber mosaic virus, potato Y virus and southern rice black-streaked dwarf virus.
- -
-
Paragraph 0024
(2019/01/05)
-
- Discovery and structure-activity relationship of novel 4-hydroxy-thiazolidine-2-thione derivatives as tumor cell specific pyruvate kinase M2 activators
-
Pyruvate kinase M2 isoform (PKM2) is a crucial protein responsible for aerobic glycolysis of cancer cells. Activation of PKM2 may alter aberrant metabolism in cancer cells. In this study, we discovered a 4-hydroxy-thiazolidine-2-thione compound 2 as a novel PKM2 activator from a random screening of an in-house compound library. Then a series of novel 4-hydroxy-thiazolidine-2-thione derivatives were designed and synthesized for screening as potent PKM2 activators. Among these, some compounds showed higher PKM2 activation activity than lead compound 2 and also exhibited significant anti-proliferative activities on human cancer cell lines at nanomolar concentration. The compound 5w was identified as the most potent antitumor agent, which showed excellent anti-proliferative effects with IC50 values from 0.46 μM to 0.81 μM against H1299, HCT116, Hela and PC3 cell lines. 5w also showed less cytotoxicity in non-tumor cell line HELF compared with cancer cells. In addition, Preliminary pharmacological studies revealed that 5w arrests the cell cycle at the G2/M phase in HCT116 cell line. The best PKM2 activation by compound 5t was rationalized through docking studies.
- Li, Ridong,Ning, Xianling,Zhou, Shuo,Lin, Zhiqiang,Wu, Xingyu,Chen, Hong,Bai, Xinyu,Wang, Xin,Ge, Zemei,Li, Runtao,Yin, Yuxin
-
-
- HETEROCYCLIC COMPOUNDS USEFUL AS IDO AND/OR TDO MODULATORS
-
Present invention relates to novel heterocyclic compounds as indoleamine 2,3- dioxygenase (IDO) and/or tryptophan 2,3-dioxygenase (TDO) modulators. Compounds of the present invention inhibit tryptophan degradation by modulating IDO and/or TDO. Formula (I) The invention further relates to the process of their preparation, pharmaceutical composition and their use in modulating the activity of indoleamine 2,3-dioxygenase (IDO) and/or tryptophan 2,3- dioxygenase (TDO). The compounds of the invention can be used alone or in combination for the treatment of conditions that benefits from the inhibition of tryptophan degradation.
- -
-
Page/Page column 86
(2017/09/15)
-
- Photochemistry of N-Arylsulfonimides: An Easily Available Class of Nonionic Photoacid Generators (PAGs)
-
The photochemical behavior of differently substituted N-arylsulfonimides was investigated. Homolysis of the S?N bond took place as the exclusive path from the singlet state to afford both N-arylsulfonamides and photo-Fries adducts, the amount of which depended on reaction conditions and aromatic substituents. Sulfinic and sulfonic acids were released upon irradiation under deaerated and oxygenated conditions, respectively. The nature of the excited states and intermediates involved were proved by laser flash photolysis and EPR experiments. These results highlighted the potential of such compounds as nonionic photoacid generators able to photorelease up to two equivalents of a strong acid for each mole of substrate.
- Torti, Edoardo,Protti, Stefano,Merli, Daniele,Dondi, Daniele,Fagnoni, Maurizio
-
p. 16998 - 17005
(2016/11/16)
-
- Cascade Michael-Aldol reaction: Efficient annulation of sulfonamide chalcones into novel cyclohexenones under solvent-free conditions
-
A simple, convenient and efficient synthesis of novel sulfonamide cyclohexenones from differently substituted sulfonamide chalcones has been developed. Syntheses of cyclohexenones have been achieved via cascade Michael-Aldol reaction under solvent free condition. This process features mild and solvent-free synthesis of the titled compounds with high yields (18 examples, up to 95% yield). The synthesized scaffold is a promising intermediate for the further transformation into various heterocyclic compounds.
- Agrawal, Nikita R.,Bahekar, Sandeep P.,Agrawal, Abhijeet R.,Sarode, Prashant B.,Chandak, Hemant S.
-
p. 227 - 245
(2016/07/06)
-
- Novel 5-Hydroxy, 5-Substituted Benzenesulfonamide Pyrimidine-2,4,6-Triones Attenuate Lipopolysaccharide-Induced Acute Lung Injury via Inhibition of the Gelatinases, MMP-2 and MMP-9
-
(Table presented.). A novel series of ten 5-hydroxy, 5-substituted benzene sulfonamide pyrimidine-2,4,6-triones were synthesized and their structures ascertained using 1H-NMR, 13C-NMR, mass and elemental analysis. These compounds wer
- He, Wei,Jiang, Jie,Yu, Ze-Qian,Zhou, Jia-Hua
-
p. 251 - 257
(2016/08/26)
-
- Cardioprotective effect of novel sulphonamides-1,3,5-triazine conjugates against ischaemic–reperfusion injury via selective inhibition of MMP-9
-
Diseases affecting cardiovascular system are ranked as a top most cause of morbidity and mortality. Herein, a novel class sulphonamides-1,3,5-triazine conjugates have been synthesized and tested for inhibitory activity against MMP-2 and MMP-9. The results of the study showed that these molecules efficiently inhibit MMP-9 than MMP-2, revealing compound 8e as the most potent inhibitor (IC50?=?2.34?±?0.56?nm). Due to involvement of MMP-9 in many cardiovascular diseases, particularly in myocardial ischaemia (MI), compound 8e was further subjected for the determination of the protective effect on isoproterenol (ISO)-induced myocardial injury in rats.
- Zheng, Xiao-Zhu,Zhou, Jia-Li,Ye, Jing,Guo, Pei-Pei,Lin, Chun-Shui
-
p. 756 - 765
(2016/10/19)
-
- Isoglycyrrhiza derivatives and its use (by machine translation)
-
The invention discloses a different of glycyrrhizin derivatives and their use, the structure of the isoliquiritigenin main body: wherein R 1 is H, methyl, cyclopropane methyl, 3-methyl-2-butenyl, is d acyl, alkyl in the isobutene, R 2 is H, methyl, cyclopropane methyl, 3-methyl-2-butenyl, is d acyl, alkyl of isobutene. Said compound can be used for the treatment of atrial fibrillation, and is capable of effectively inhibiting potassium channel function of the patient and small side effect. (by machine translation)
- -
-
Paragraph 0014; 0096; 0097; 0098
(2017/05/20)
-
- Acylative Suzuki coupling of amides: Acyl-nitrogen activation via synergy of independently modifiable activating groups
-
A highly efficient palladium-catalyzed acylative cross-coupling of carboxylic amides with arylboronic acids has been achieved via synergistic activation of the Cacyl-N bond by independently modifiable activating groups. Coupling of amides features not only good functional group tolerance but also modifiable reactivities to overcome steric hindrance. This journal is
- Li, Xijing,Zou, Gang
-
supporting information
p. 5089 - 5092
(2015/03/30)
-
- Synthesis, anticancer and radiosensitizing evaluation of some novel sulfonamide derivatives
-
In this study, novel series of sulfonamide derivatives were synthesized starting from 2-cyanoacetyl)hydrazono)ethyl)phenyl)benzenesulfonamide 4a and 2-cyanoacetyl)hydrazono)ethyl)phenyl)-4-methylbenzenesulfonamide 4b. Different biologically active moietie
- Ghorab, Mostafa M.,Ragab, Fatma A.,Heiba, Helmy I.,El-Gazzar, Marwa G.,Zahran, Sally S.
-
p. 682 - 692
(2015/01/30)
-
- Palladium-catalyzed acylative cross-coupling of amides with diarylborinic acids and sodium tetraarylborates
-
Abstract A general and efficient acylative Suzuki coupling of active amides with diarylborinic acids has been achieved by using 1 mol% Pd(PCy3)2Cl2/0.6 mol% PCy3 as catalyst system taking advantage of modifiable reactivities of acyl-nitrogen bonds of amides. Both electronic and steric influences from either aryl or acyl counterparts on the coupling proved to be negligible or small. A variety of aryl ketones including sterically hindered ones could be synthesized by the coupling of diarylborinic acids in good to excellent yields. Sodium tetraarylborates could also be used as high atom-economy aryl source in the palladium-catalyzed cross-coupling with active amides.
- Li, Xijing,Zou, Gang
-
p. 136 - 145
(2015/07/27)
-
- Copper-catalyzed mild nitration of protected anilines
-
A practical copper-catalyzed direct nitration of protected anilines, by using one equivalent of nitric acid as the nitrating agent, has been developed. This procedure features mild reaction conditions, wide structural scope (with regard to both N-protecting group and arene substitution), and high functional-group tolerance. Dinitration with two equivalents of nitric acid is also feasible. Practical and reliable: A Cu-catalyzed selective nitration of para- and ortho-substituted aniline derivatives by using one equivalent of HNO3 has been developed that produces water as the only stoichiometric byproduct (see scheme; PG=protecting group). This method is compatible with strongly electron-deficient substrates, enabling dinitration (by using 2.0 equiv of HNO3). This method allows for a rapid access to relevant nitrogen-containing heterocyclic architectures.
- Hernando, Elier,Castillo, Rafael R.,Rodríguez, Nuria,G?mez Arrayás, Ram?n,Carretero, Juan C.
-
supporting information
p. 13854 - 13859
(2016/02/18)
-
- Synthesis and antimicrobial activity of some 2-pyridone nucleosides containing a sulfonamide moiety
-
Glycosylation of 2-pyridonesulfonamide 1a,b with glycosyl/galactosyl bromide gave the corresponding glycosides 2a,b, 3a,b, 6a,b, and 7a,b, respectively. Deacetylation of the resulting glycosides gave the corresponding glycosides 4a,b, 5a,b, 8a,b, and 9a,b
- Moustafa, Ahmed H.,El-Sayed, Hassan A.,Haikal, Abd El-Fattah Z.,El-Hady, Rasha A. Abd
-
p. 221 - 238
(2013/06/05)
-
- Inhibitory evaluation of sulfonamide chalcones on β-secretase and acylcholinesterase
-
The action of β-secretase (BACE1) is strongly correlated with the onset of Alzheimer's disease (AD). Aminochalcone derivatives were examined for their ability to inhibit BACE1. Parent aminochalcones showed two digit micromolar IC50s against BACE1. Potency
- Kang, Jae Eun,Cho, Jung Keun,Curtis-Long, Marcus J.,Ryu, Hyung Won,Kim, Jin Hyo,Kim, Hye Jin,Yuk, Heung Joo,Kim, Dae Wook,Park, Ki Hun
-
p. 140 - 153
(2013/04/23)
-
- New superacid synthesized (fluorinated) tertiary benzenesulfonamides acting as selective hCA IX inhibitors: Toward a new mode of carbonic anhydrase inhibition by sulfonamides
-
Tertiary substituted (fluorinated) benzenesulfonamides were synthesized in superacid HF/SbF5 and tested as inhibitors of human carbonic anhydrases (hCAs, EC 4.2.1.1). Strong selectivity toward tumor-associated hCA IX, without inhibiting the off
- Metayer, Benoit,Mingot, Agnes,Vullo, Daniella,Supuran, Claudiu. T.,Thibaudeau, Sebastien
-
supporting information
p. 6015 - 6017
(2013/07/27)
-
- Chemoselective regulation of TREK2 channel: Activation by sulfonate chalcones and inhibition by sulfonamide chalcones
-
Although it has not been extensively studied, a significant volume of literature suggests that TREK2 will probably turn out to be an important channel in charge of tuning neuronal transmitter and hormone levels. Thus, pharmacological tools which can manip
- Kim, Eun-Jin,Ryu, Hyung Won,Curtis-Long, Marcus J.,Han, Jaehee,Kim, Jun Young,Cho, Jung Keun,Kang, Dawon,Park, Ki Hun
-
supporting information; experimental part
p. 4237 - 4239
(2010/08/22)
-
- Evaluation of anti-pigmentary effect of synthetic sulfonylamino chalcone
-
The 4′-(p-toluenesulfonylamino)-4-hydroxychalcone (TSAHC), which bears inhibitory chemotypes for both α-glucosidase and tyrosinase, was evaluated for tyrosinase activity and depigmenting ability relative to compounds designed to only target tyrosianse act
- Seo, Woo Duck,Ryu, Young Bae,Curtis-Long, Marcus J.,Lee, Chan Woo,Ryu, Hyung Won,Jang, Ki Chang,Park, Ki Hun
-
scheme or table
p. 2010 - 2017
(2010/07/04)
-
- Novel Chalcone Derivatives, Pharmaceutically Acceptable Salt, Method for Preparation and Uses Thereof
-
Disclosed relates to a novel chalcone derivative, pharmaceutically acceptable salt thereof, a method for preparing the same and uses thereof, the chalcone derivative being readily obtained through the steps of: reacting aminoacetophenone with sulfonylchlo
- -
-
-
- α-Mercaptoketone based histone deacetylase inhibitors
-
In an effort to discover novel non-hydroxamic acid histone deacetylase (HDAC) inhibitors, a novel α-mercaptoketone was identified in a high-throughput screen. Lead optimization of the screening hit, led to a number of potent HDAC inhibitors. In particular, α-mercaptoketone 19y (KD5150) exhibited nanomolar in vitro activity and inhibition of tumor growth in vivo.
- Wash, Paul L.,Hoffman, Timothy Z.,Wiley, Brandon M.,Bonnefous, Celine,Smith, Nicholas D.,Sertic, Michael S.,Lawrence, Charles M.,Symons, Kent T.,Nguyen, Phan-Manh,Lustig, Kevin D.,Guo, Xin,Annable, Tami,Noble, Stewart A.,Hager, Jeffrey H.,Hassig, Christian A.,Malecha, James W.
-
scheme or table
p. 6482 - 6485
(2009/10/01)
-
- NOVEL CHALCONE DERIVATIVES, PHARMACEUTICALLY ACCEPTABLE SALT, METHOD FOR PREPARATION AND USES THEREOF
-
Disclosed relates to a novel chalcone derivative, pharmaceutically acceptable salt thereof, a method for preparing the same and uses thereof, the chalcone derivative being readily obtained through the steps of : reacting aminoacetophenone with sulfonylchl
- -
-
Page/Page column 18
(2008/06/13)
-
- Copper-catalyzed cross-coupling of sulfonamides with aryl iodides and bromides facilitated by amino acid ligands
-
A highly general, convenient, and inexpensive catalyst system was developed for the N-arylation of sulfonamides with aryl iodides or bromides by using 5-20 mol % of CuI as catalyst, 20 mol % of N-methylglycine (for aryl iodides) or N,N-dimethylglycine (for aryl bromides) as ligand, and K3PO 4 as base.
- Deng, Wei,Liu, Lei,Zhang, Chen,Liu, Min,Guo, Qing-Xiang
-
p. 7295 - 7298
(2007/10/03)
-
- Sulfonamide chalcone as a new class of α-glucosidase inhibitors
-
Chalcones 1-20, a new class of glycosidase inhibitors, were synthesized, and their glycosidase inhibitory activities were investigated. Non-aminochalcones 1-12 had no inhibitory activity, however, aminochalcones 13-20 had strong glycosidase (α-glucosidase, α-amylase, and β-amylase) inhibitory activities. In particular, sulfonamide chalcones 17-20 had more potent α-glucosidase inhibitory activity than aminated chalcone 13-16. 4′-(p-Toluenesulfonamide)-3,4-dihydroxy chalcone 20 (IC50 = 0.4 μM) was the best inhibitor against α-glucosidase, and these sulfonamide chalcones showed non-competitive inhibition.
- Seo, Woo Duck,Kim, Jin Hyo,Kang, Jae Eun,Ryu, Hyung Won,Curtis-Long, Marcus J.,Lee, Hyun Sun,Yang, Min Suk,Park, Ki Hun
-
p. 5514 - 5516
(2007/10/03)
-
- Synthesis and antimicrobial activity of some new cyanopyridines, isoxazoles, pyrazoles, and pyrimidines bearing sulfonamide moiety
-
Reaction of p-aminoacetophenone 1 with p-substituted benzenesulfonyl chloride 2a,b in pyridine afforded p-acetyl derivatives 3a,b, which was then condensed with araldehydes to yield the corresponding chalcones 4a-f. On condensation of latter chalcones wit
- Moustafa, Osama S.,Ahmad, Ragaa A.
-
p. 475 - 484
(2007/10/03)
-
- Selective monodesulfonylation of N,N-disulfonylarylamines with tetrabutylammonium fluoride
-
The monodesulfonylation reaction of N,N-bis(methylsulfonyl)-, N,N- bis(phenylsulfonyl)-, and N,N-bis(p-tolylsulfonyl)arylamines easily proceeded using tetrabutylammonium fluoride in tetrahydrofuran under mild conditions to give the corresponding N-monosulfonylarylamines in excellent yields.
- Yasuhara, Akito,Kameda, Mitsuyoshi,Sakamoto, Takao
-
p. 809 - 812
(2007/10/03)
-
- Classical Carbonium Ions. Part 12. The Deamination of 1- and 4-Amino-n-octane
-
The deamination products of 1- and 4-amino-octane in acetic acid were examined.The amines were treated with sodium nitrite directly, and also converted into alkylaryltriazenes derived from several arenediazonium cations, which were then acetolysed.N-Nitrosobutyramides were acetolysed, and N-nitrosoacetamides were butyrolysed, to allow the seperate analysis of rearranged and unrearranged products from internal and external nucleophiles.It is concluded that the primary alkylamine is converted by all these different methods in high yield into a primary alkane diazonium ion RN2+, the properties of which are independent of its method of preparation in that the alkyl cation formed by its decomposition does not capture the leaving group which accompanies its formation, but reacts with solvent to give a constant set of products.The secondary alkylamine behaves differently.Its diazo-derivatives, RN2X, usually undergo effectively concerted decomposition to carbonium ions, nitrogen, and leaving group X.The cations show differing degrees of hydride shift, and capture the internal nucleophile X to a considerable but variable extent, after as well as before rearrangement.The acetolysis of 4-diazo-octane proceeds via a much less reactive intermediate, possibly an intimate ion-pair, giving mainly unrearranged 4-acetoxyoctane, plus an olefin mixture in which the substantial proportion of cis-isomers reflects the conformational preference of the starting material.
- Southam, Richard M.,Whiting, Mark C.
-
p. 597 - 604
(2007/10/02)
-