The Experts below are selected from a list of 360 Experts worldwide ranked by ideXlab platform
Jeanpierre Henichart - One of the best experts on this subject based on the ideXlab platform.
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comparison of 3d structures and at1 binding properties of Pyrazolidine 3 5 diones and tetrahydropyridazine 3 6 diones with parent antihypertensive drug irbesartan
Journal of Medicinal Chemistry, 2002Co-Authors: Bertrand Le Bourdonnec, Emmanuelle Meulon, Said Yous, Raymond Houssin, Christine Cauvin, Jeanfrancois Goossens, Francois Durant, Jeanpierre HenichartAbstract:A new series of nonpeptide AT(1) receptor antagonists were recently developed, based on the structure of irbesartan (Le Bourdonnec et al. J. Med. Chem. 2000, 43, 2685-2697). The lead compound 1 displayed high selectivity for the AT(1) receptor subtype but lower binding affinity than irbesartan. As expected from molecular modeling studies, extension of the Pyrazolidine-3,5-dione scaffold to the six-membered heterocycle tetrahydropyridazine-3,6-dione led to an enhancement of the binding affinity toward the AT(1) receptor.
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Pyrazolidine 3 5 dione angiotensin ii receptor antagonists
ChemInform, 2002Co-Authors: Christine Cauvin, Bertrand Le Bourdonnec, Jeanpierre Henichart, Bernadette Norberg, Francois DurantAbstract:The crystal structures of three angiotensin-II receptor antagonists involving different spacer groups (CO, CONH and NHCO) between the aryl rings are presented, namely 2-{4-[(3-butyl-1,4-dioxo-2,3-diazaspiro[4.4]non-2-yl)methyl]benzoyl}benzoic acid, C26H28N2O5, (I), 2-{4-[(3-butyl-1,4-dioxo-2,3-diazaspiro[4.4]non-2-yl)methyl]benzamido}benzoic acid, C26H29N3O5, (II), and 2-{4-[(3-butyl-1,4-dioxo-2,3-diazaspiro[4.4]non-2-yl)methyl]anilinocarbonyl}benzoic acid monohydrate, C26H29N3O5·H2O, (III). The aryl rings of (II) are almost coplanar, in contrast with compounds (I) and (III). The conformation of (II) is induced by an intramolecular N—H⋯O hydrogen bond between the amide and carboxylic acid groups.
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a new synthesis of n alkyl Pyrazolidine 3 5 diones and tetrahydropyridazine 3 6 diones
Journal of Heterocyclic Chemistry, 2000Co-Authors: Bertrand Le Bourdonnec, Emmanuelle Meulon, Said Yous, Raymond Houssin, Jeanpierre HenichartAbstract:N-alkyl Pyrazolidine-3,5-diones and tetrahydropyridazine-3,6-diones have been synthesized by a new method in a three-step sequence from dialkyl malonates or succinates respectively.
Xingwang Wang - One of the best experts on this subject based on the ideXlab platform.
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organocatalytic cascade aza michael hemiacetal reaction between disubstituted hydrazines and α β unsaturated aldehydes highly diastereo and enantioselective synthesis of Pyrazolidine derivatives
Beilstein Journal of Organic Chemistry, 2012Co-Authors: Zhicong Geng, Jian Chen, Xiaofei Huang, Yong Zhang, Yawen Zhang, Xingwang WangAbstract:The catalytic synthesis of nitrogen-containing heterocycles is of great importance to medicinal and synthetic chemists, and also a challenge for modern chemical methodology. In this paper, we report the synthesis of Pyrazolidine derivatives through a domino aza-Michael/hemiacetal sequence with chiral or achiral secondary amines as organocatalysts. Thus, a series of achiral Pyrazolidine derivatives were obtained with good yields (up to 90%) and high diastereoselectivities (>20:1) with pyrrolidine as an organocatalyst, and enantioenriched Pyrazolidines are also achieved with good results (up to 86% yield, >10/1 regioselectivity, >20:1 dr, 99% ee) in the presence of (S)-diphenylprolinol trimethylsilyl ether catalyst.
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Organocatalytic cascade aza-Michael/hemiacetal reaction between disubstituted hydrazines and α,β-unsaturated aldehydes: Highly diastereo- and enantioselective synthesis of Pyrazolidine derivatives
Beilstein-Institut, 2012Co-Authors: Zhicong Geng, Jian Chen, Xiaofei Huang, Yong Zhang, Yawen Zhang, Xingwang WangAbstract:The catalytic synthesis of nitrogen-containing heterocycles is of great importance to medicinal and synthetic chemists, and also a challenge for modern chemical methodology. In this paper, we report the synthesis of Pyrazolidine derivatives through a domino aza-Michael/hemiacetal sequence with chiral or achiral secondary amines as organocatalysts. Thus, a series of achiral Pyrazolidine derivatives were obtained with good yields (up to 90%) and high diastereoselectivities (>20:1) with pyrrolidine as an organocatalyst, and enantioenriched Pyrazolidines are also achieved with good results (up to 86% yield, >10/1 regioselectivity, >20:1 dr, 99% ee) in the presence of (S)-diphenylprolinol trimethylsilyl ether catalyst
Bertrand Le Bourdonnec - One of the best experts on this subject based on the ideXlab platform.
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comparison of 3d structures and at1 binding properties of Pyrazolidine 3 5 diones and tetrahydropyridazine 3 6 diones with parent antihypertensive drug irbesartan
Journal of Medicinal Chemistry, 2002Co-Authors: Bertrand Le Bourdonnec, Emmanuelle Meulon, Said Yous, Raymond Houssin, Christine Cauvin, Jeanfrancois Goossens, Francois Durant, Jeanpierre HenichartAbstract:A new series of nonpeptide AT(1) receptor antagonists were recently developed, based on the structure of irbesartan (Le Bourdonnec et al. J. Med. Chem. 2000, 43, 2685-2697). The lead compound 1 displayed high selectivity for the AT(1) receptor subtype but lower binding affinity than irbesartan. As expected from molecular modeling studies, extension of the Pyrazolidine-3,5-dione scaffold to the six-membered heterocycle tetrahydropyridazine-3,6-dione led to an enhancement of the binding affinity toward the AT(1) receptor.
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Pyrazolidine 3 5 dione angiotensin ii receptor antagonists
ChemInform, 2002Co-Authors: Christine Cauvin, Bertrand Le Bourdonnec, Jeanpierre Henichart, Bernadette Norberg, Francois DurantAbstract:The crystal structures of three angiotensin-II receptor antagonists involving different spacer groups (CO, CONH and NHCO) between the aryl rings are presented, namely 2-{4-[(3-butyl-1,4-dioxo-2,3-diazaspiro[4.4]non-2-yl)methyl]benzoyl}benzoic acid, C26H28N2O5, (I), 2-{4-[(3-butyl-1,4-dioxo-2,3-diazaspiro[4.4]non-2-yl)methyl]benzamido}benzoic acid, C26H29N3O5, (II), and 2-{4-[(3-butyl-1,4-dioxo-2,3-diazaspiro[4.4]non-2-yl)methyl]anilinocarbonyl}benzoic acid monohydrate, C26H29N3O5·H2O, (III). The aryl rings of (II) are almost coplanar, in contrast with compounds (I) and (III). The conformation of (II) is induced by an intramolecular N—H⋯O hydrogen bond between the amide and carboxylic acid groups.
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a new synthesis of n alkyl Pyrazolidine 3 5 diones and tetrahydropyridazine 3 6 diones
Journal of Heterocyclic Chemistry, 2000Co-Authors: Bertrand Le Bourdonnec, Emmanuelle Meulon, Said Yous, Raymond Houssin, Jeanpierre HenichartAbstract:N-alkyl Pyrazolidine-3,5-diones and tetrahydropyridazine-3,6-diones have been synthesized by a new method in a three-step sequence from dialkyl malonates or succinates respectively.
Alan H Katz - One of the best experts on this subject based on the ideXlab platform.
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4 alkyl and 4 4 dialkyl 1 2 bis 4 chlorophenyl Pyrazolidine 3 5 dione derivatives as new inhibitors of bacterial cell wall biosynthesis
Bioorganic & Medicinal Chemistry Letters, 2005Co-Authors: Kristina M K Kutterer, Jamie M Davis, Guy Singh, Youjun Yang, Anatoly Severin, Beth A Rasmussen, Girija Krishnamurthy, Amedeo Arturo Failli, Alan H KatzAbstract:Abstract Over 195 4-alkyl and 4,4-dialkyl 1,2-bis(4-chlorophenyl)Pyrazolidine-3,5-dione derivatives were synthesized, utilizing microwave accelerated synthesis, for evaluation as new inhibitors of bacterial cell wall biosynthesis. Many of them demonstrated good activity against MurB in vitro and low MIC values against Gram-positive bacteria, particularly penicillin-resistant Streptococcus pneumoniae (PRSP). Derivative 7l demonstrated antibacterial activity against both Gram-positive and Gram-negative bacteria. Derivatives 7f and 10a also demonstrated potent nanomolar Kd values in their binding to MurB.
Qiurong Zhang - One of the best experts on this subject based on the ideXlab platform.
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synthesis in vitro and in vivo anticancer activities of novel 4 substituted 1 2 bis 4 chlorophenyl Pyrazolidine 3 5 dione derivatives
MedChemComm, 2015Co-Authors: Xuyao Zhang, Ting Chen, Dongxiao Yang, Xixin Wang, Bailing Jiang, Kunpeng Shao, Wen Zhao, Cong Wang, Junwei Wang, Qiurong ZhangAbstract:To develop potent and selective anticancer agents, a series of novel 4-substituted 1,2-bis(4-chlorophenyl)-Pyrazolidine-3,5-dione derivatives were designed and synthesized. All the compounds were evaluated for their antiproliferative activities against a panel of four human cancer cell lines. Among them, compound 4u is the most potent, exhibiting IC50 values ranging from 5.1 to 10.1 μM. Flow cytometry and western blot analyses revealed that treatment of MGC-803 cells with compound 4u induces early cellular apoptosis via activation of caspases-9/3. Furthermore, compound 4u effectively reduced the tumor growth exhibited by human gastric cancer cells in vivo without obvious adverse side effects. Our findings indicate that compound 4u may serve as a lead compound to target solid tumors.
