Synthesis and biological evaluation of cyclic sulfamide derivatives as 11β-hydroxysteroid dehydrogenase 1 inhibitors

Se Hoan Kim; Ju Han Bok; Jae Hong Lee; Il Hyang Kim; Sung Wook Kwon; Gui Bin Lee; Seung Kyu Kang; Ji Seon Park; Won Hoon Jung; Hee Yeon Kim; Sang Dal Rhee; Sung Hoon Ahn; Myung Ae Bae; Deok Chan Ha; Ki Young Kim; Jin Hee Ahn

doi:10.1021/ml200226x

Synthesis and biological evaluation of cyclic sulfamide derivatives as 11β-hydroxysteroid dehydrogenase 1 inhibitors

Se Hoan Kim, Ju Han Bok, Jae Hong Lee, Il Hyang Kim, Sung Wook Kwon, Gui Bin Lee, Seung Kyu Kang, Ji Seon Park, Won Hoon Jung, Hee Yeon Kim, Sang Dal Rhee, Sung Hoon Ahn, Myung Ae Bae, Deok Chan Ha, Ki Young Kim, Jin Hee Ahn

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

23 Citations (Scopus)

Abstract

A new series of cyclic sulfamide derivatives were synthesized and evaluated for their ability to inhibit 11β-HSD1. Among this series, 18e showed good in vitro activity toward human 11β-HSD1, selectivity against 11β-HSD2, microsomal stability, and pharmacokinetic and safety profiles (hERG, CYP, and acute toxicity). Additionally, 18e exhibited good in vivo efficacy in rat and monkey models.

Original language	English
Pages (from-to)	88-93
Number of pages	6
Journal	ACS Medicinal Chemistry Letters
Volume	3
Issue number	2
DOIs	https://doi.org/10.1021/ml200226x
Publication status	Published - 2012 Feb 9

Keywords

11β-hydroxysteroid dehydrogenase type 1
adamantyl group
antidiabetic agents
cyclic sulfamide
diabetes

ASJC Scopus subject areas

Biochemistry
Drug Discovery
Organic Chemistry

UN SDGs

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

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10.1021/ml200226x

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Kim, S. H., Bok, J. H., Lee, J. H., Kim, I. H., Kwon, S. W., Lee, G. B., Kang, S. K., Park, J. S., Jung, W. H., Kim, H. Y., Rhee, S. D., Ahn, S. H., Bae, M. A., Ha, D. C., Kim, K. Y., & Ahn, J. H. (2012). Synthesis and biological evaluation of cyclic sulfamide derivatives as 11β-hydroxysteroid dehydrogenase 1 inhibitors. ACS Medicinal Chemistry Letters, 3(2), 88-93. https://doi.org/10.1021/ml200226x

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abstract = "A new series of cyclic sulfamide derivatives were synthesized and evaluated for their ability to inhibit 11β-HSD1. Among this series, 18e showed good in vitro activity toward human 11β-HSD1, selectivity against 11β-HSD2, microsomal stability, and pharmacokinetic and safety profiles (hERG, CYP, and acute toxicity). Additionally, 18e exhibited good in vivo efficacy in rat and monkey models.",

keywords = "11β-hydroxysteroid dehydrogenase type 1, adamantyl group, antidiabetic agents, cyclic sulfamide, diabetes",

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doi = "10.1021/ml200226x",

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AU - Kim, Se Hoan

AU - Bok, Ju Han

AU - Lee, Jae Hong

AU - Kim, Il Hyang

AU - Kwon, Sung Wook

AU - Lee, Gui Bin

AU - Kang, Seung Kyu

AU - Park, Ji Seon

AU - Jung, Won Hoon

AU - Kim, Hee Yeon

AU - Rhee, Sang Dal

AU - Ahn, Sung Hoon

AU - Bae, Myung Ae

AU - Ha, Deok Chan

AU - Kim, Ki Young

AU - Ahn, Jin Hee

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AB - A new series of cyclic sulfamide derivatives were synthesized and evaluated for their ability to inhibit 11β-HSD1. Among this series, 18e showed good in vitro activity toward human 11β-HSD1, selectivity against 11β-HSD2, microsomal stability, and pharmacokinetic and safety profiles (hERG, CYP, and acute toxicity). Additionally, 18e exhibited good in vivo efficacy in rat and monkey models.

KW - 11β-hydroxysteroid dehydrogenase type 1

KW - adamantyl group

KW - antidiabetic agents

KW - cyclic sulfamide

KW - diabetes

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ER -

Synthesis and biological evaluation of cyclic sulfamide derivatives as 11β-hydroxysteroid dehydrogenase 1 inhibitors

Abstract

Keywords

ASJC Scopus subject areas

UN SDGs

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