Identification of cyclicsulfonamide derivatives with an acetamide group as 11β-hydroxysteroid dehydrogenase 1 inhibitors

Se Hoan Kim; Sung Wook Kwon; So Young Chu; Jae Hong Lee; Banda Narsaiah; Chi Hyun Kim; Seung Kyu Kang; Nam Sook Kang; Sang Dal Rhee; Myung Ae Bae; Sung Hoon Ahn; Duck Chan Ha; Ki Young Kim; Jin Hee Ahn

doi:10.1248/cpb.59.46

Identification of cyclicsulfonamide derivatives with an acetamide group as 11β-hydroxysteroid dehydrogenase 1 inhibitors

Se Hoan Kim, Sung Wook Kwon, So Young Chu, Jae Hong Lee, Banda Narsaiah, Chi Hyun Kim, Seung Kyu Kang, Nam Sook Kang, Sang Dal Rhee, Myung Ae Bae, Sung Hoon Ahn, Duck Chan Ha, Ki Young Kim, Jin Hee Ahn

College of Science

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

16 Citations (Scopus)

Abstract

In the continuation of our 11β-hydroxysteroid dehydrogenase type 1 (11β-HSD1) inhibitor research, cyclic sulfonamide derivatives with an acetamide group at the 2-position were synthesized and evaluated for their abilities to inhibit 11β-HSD1. Among this series, Compound 34 showed good in vitro activity toward human 11β-HSD1, selectivity against 11β-HSD2, microsomal stability, good pharmacokinetic and safety profiles human ether-a-go-go related gene (hERG and cytochrome P450 (CYP)). Also, a docking study explained the activity difference between human and mouse 11β-HSD1.

Original language	English
Pages (from-to)	46-52
Number of pages	7
Journal	Chemical and Pharmaceutical Bulletin
Volume	59
Issue number	1
DOIs	https://doi.org/10.1248/cpb.59.46
Publication status	Published - 2011 Jan

Keywords

11β-hydroxysteroid dehydrogenase type 1
Anti-diabetic agent
Cyclic sulfonamide
Diabetes

ASJC Scopus subject areas

Chemistry(all)
Drug Discovery

UN SDGs

This output contributes to the following UN Sustainable Development Goals (SDGs)

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10.1248/cpb.59.46

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Kim, S. H., Kwon, S. W., Chu, S. Y., Lee, J. H., Narsaiah, B., Kim, C. H., Kang, S. K., Kang, N. S., Rhee, S. D., Bae, M. A., Ahn, S. H., Ha, D. C., Kim, K. Y., & Ahn, J. H. (2011). Identification of cyclicsulfonamide derivatives with an acetamide group as 11β-hydroxysteroid dehydrogenase 1 inhibitors. Chemical and Pharmaceutical Bulletin, 59(1), 46-52. https://doi.org/10.1248/cpb.59.46

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title = "Identification of cyclicsulfonamide derivatives with an acetamide group as 11β-hydroxysteroid dehydrogenase 1 inhibitors",

abstract = "In the continuation of our 11β-hydroxysteroid dehydrogenase type 1 (11β-HSD1) inhibitor research, cyclic sulfonamide derivatives with an acetamide group at the 2-position were synthesized and evaluated for their abilities to inhibit 11β-HSD1. Among this series, Compound 34 showed good in vitro activity toward human 11β-HSD1, selectivity against 11β-HSD2, microsomal stability, good pharmacokinetic and safety profiles human ether-a-go-go related gene (hERG and cytochrome P450 (CYP)). Also, a docking study explained the activity difference between human and mouse 11β-HSD1.",

keywords = "11β-hydroxysteroid dehydrogenase type 1, Anti-diabetic agent, Cyclic sulfonamide, Diabetes",

author = "Kim, {Se Hoan} and Kwon, {Sung Wook} and Chu, {So Young} and Lee, {Jae Hong} and Banda Narsaiah and Kim, {Chi Hyun} and Kang, {Seung Kyu} and Kang, {Nam Sook} and Rhee, {Sang Dal} and Bae, {Myung Ae} and Ahn, {Sung Hoon} and Ha, {Duck Chan} and Kim, {Ki Young} and Ahn, {Jin Hee}",

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doi = "10.1248/cpb.59.46",

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AU - Kim, Se Hoan

AU - Kwon, Sung Wook

AU - Chu, So Young

AU - Lee, Jae Hong

AU - Narsaiah, Banda

AU - Kim, Chi Hyun

AU - Kang, Seung Kyu

AU - Kang, Nam Sook

AU - Rhee, Sang Dal

AU - Bae, Myung Ae

AU - Ahn, Sung Hoon

AU - Ha, Duck Chan

AU - Kim, Ki Young

AU - Ahn, Jin Hee

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AB - In the continuation of our 11β-hydroxysteroid dehydrogenase type 1 (11β-HSD1) inhibitor research, cyclic sulfonamide derivatives with an acetamide group at the 2-position were synthesized and evaluated for their abilities to inhibit 11β-HSD1. Among this series, Compound 34 showed good in vitro activity toward human 11β-HSD1, selectivity against 11β-HSD2, microsomal stability, good pharmacokinetic and safety profiles human ether-a-go-go related gene (hERG and cytochrome P450 (CYP)). Also, a docking study explained the activity difference between human and mouse 11β-HSD1.

KW - 11β-hydroxysteroid dehydrogenase type 1

KW - Anti-diabetic agent

KW - Cyclic sulfonamide

KW - Diabetes

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Identification of cyclicsulfonamide derivatives with an acetamide group as 11β-hydroxysteroid dehydrogenase 1 inhibitors

Abstract

Keywords

ASJC Scopus subject areas

UN SDGs

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