Isatin sulfonamide analogs containing a Michael addition acceptor: A new class of caspase 3/7 inhibitors

Wenhua Chu; Justin Rothfuss; André D'Avignon; Chenbo Zeng; Dong Zhou; Richard S. Hotchkiss; Robert H. Mach

doi:10.1021/jm070506t

Isatin sulfonamide analogs containing a Michael addition acceptor: A new class of caspase 3/7 inhibitors

Wenhua Chu
, Justin Rothfuss
, André D'Avignon
, Chenbo Zeng
, Dong Zhou
, Richard S. Hotchkiss
, Robert H. Mach

Research output: Contribution to journal › Article › peer-review

77 Scopus citations

Abstract

A series of isatin sulfonamide analogs having a Michael acceptor were prepared and their potencies for inhibiting caspase-1, -3, -6, -7, and -8 were evaluated. These compounds have nanomolar potency for inhibiting the executioner caspases, caspase-3 and caspase-7, and have a low potency for inhibiting caspase-1, caspase-6, and caspase-8. The inhibition mechanism was investigated through NMR studies of the reaction between 11d and benzylmercaptan as a model for Cys-285 in the active site of caspase-3.

Original language	English
Pages (from-to)	3751-3755
Number of pages	5
Journal	Journal of Medicinal Chemistry
Volume	50
Issue number	15
DOIs	https://doi.org/10.1021/jm070506t
State	Published - Jul 26 2007

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title = "Isatin sulfonamide analogs containing a Michael addition acceptor: A new class of caspase 3/7 inhibitors",

abstract = "A series of isatin sulfonamide analogs having a Michael acceptor were prepared and their potencies for inhibiting caspase-1, -3, -6, -7, and -8 were evaluated. These compounds have nanomolar potency for inhibiting the executioner caspases, caspase-3 and caspase-7, and have a low potency for inhibiting caspase-1, caspase-6, and caspase-8. The inhibition mechanism was investigated through NMR studies of the reaction between 11d and benzylmercaptan as a model for Cys-285 in the active site of caspase-3.",

author = "Wenhua Chu and Justin Rothfuss and Andr{\'e} D'Avignon and Chenbo Zeng and Dong Zhou and Hotchkiss, \{Richard S.\} and Mach, \{Robert H.\}",

year = "2007",

month = jul,

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doi = "10.1021/jm070506t",

language = "English",

volume = "50",

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T1 - Isatin sulfonamide analogs containing a Michael addition acceptor

T2 - A new class of caspase 3/7 inhibitors

AU - Chu, Wenhua

AU - Rothfuss, Justin

AU - D'Avignon, André

AU - Zeng, Chenbo

AU - Zhou, Dong

AU - Hotchkiss, Richard S.

AU - Mach, Robert H.

PY - 2007/7/26

Y1 - 2007/7/26

N2 - A series of isatin sulfonamide analogs having a Michael acceptor were prepared and their potencies for inhibiting caspase-1, -3, -6, -7, and -8 were evaluated. These compounds have nanomolar potency for inhibiting the executioner caspases, caspase-3 and caspase-7, and have a low potency for inhibiting caspase-1, caspase-6, and caspase-8. The inhibition mechanism was investigated through NMR studies of the reaction between 11d and benzylmercaptan as a model for Cys-285 in the active site of caspase-3.

AB - A series of isatin sulfonamide analogs having a Michael acceptor were prepared and their potencies for inhibiting caspase-1, -3, -6, -7, and -8 were evaluated. These compounds have nanomolar potency for inhibiting the executioner caspases, caspase-3 and caspase-7, and have a low potency for inhibiting caspase-1, caspase-6, and caspase-8. The inhibition mechanism was investigated through NMR studies of the reaction between 11d and benzylmercaptan as a model for Cys-285 in the active site of caspase-3.

UR - https://www.scopus.com/pages/publications/34547593361

U2 - 10.1021/jm070506t

DO - 10.1021/jm070506t

M3 - Article

C2 - 17585855

AN - SCOPUS:34547593361

SN - 0022-2623

VL - 50

SP - 3751

EP - 3755

JO - Journal of Medicinal Chemistry

JF - Journal of Medicinal Chemistry

IS - 15

ER -

Isatin sulfonamide analogs containing a Michael addition acceptor: A new class of caspase 3/7 inhibitors

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