Chromen-based TNF-α converting enzyme (TACE) inhibitors: Design, synthesis, and biological evaluation

Kwangwoo Chun, Song Kyu Park, Hwan Mook Kim, Yongseok Choi, Myung Hwa Kim, Chun Ho Park, Bo Young Joe, Tae Gyu Chun, Hyun Moo Choi, Hee Yoon Lee, Sung Hee Hong, Myung Sook Kim, Ky Youb Nam, Gyoonhee Han

Research output: Contribution to journalArticle

29 Citations (Scopus)

Abstract

A series of coumarin types MMP inhibitors were designed based on gelastatin hydroxamates (1) and evaluated for TACE, cellular TNF-α, and NO inhibitory activities. Among them, compounds 9b had potent inhibitory activities in enzymatic and cellular assays and good selectivity to MMP-2 and MMP-9. Further investigation of 9b will be carried out for its efficacy in RA animal model system.

Original languageEnglish
Pages (from-to)530-535
Number of pages6
JournalBioorganic and Medicinal Chemistry
Volume16
Issue number1
DOIs
Publication statusPublished - 2008 Jan 1

Fingerprint

Enzyme Inhibitors
Matrix Metalloproteinases
Matrix Metalloproteinase Inhibitors
Enzyme Assays
Assays
Animals
Animal Models
coumarin

Keywords

  • Coumarin derivatives
  • Gelastatin hydroxamates
  • Metalloproteinase-2 (MMP-2)
  • Metalloproteinase-9 (MMP-9)
  • Rheumatoid arthritis (RA)
  • TNF-α converting enzyme (TACE)

ASJC Scopus subject areas

  • Biochemistry
  • Molecular Biology
  • Organic Chemistry
  • Drug Discovery
  • Pharmaceutical Science

Cite this

Chromen-based TNF-α converting enzyme (TACE) inhibitors : Design, synthesis, and biological evaluation. / Chun, Kwangwoo; Park, Song Kyu; Kim, Hwan Mook; Choi, Yongseok; Kim, Myung Hwa; Park, Chun Ho; Joe, Bo Young; Chun, Tae Gyu; Choi, Hyun Moo; Lee, Hee Yoon; Hong, Sung Hee; Kim, Myung Sook; Nam, Ky Youb; Han, Gyoonhee.

In: Bioorganic and Medicinal Chemistry, Vol. 16, No. 1, 01.01.2008, p. 530-535.

Research output: Contribution to journalArticle

Chun, K, Park, SK, Kim, HM, Choi, Y, Kim, MH, Park, CH, Joe, BY, Chun, TG, Choi, HM, Lee, HY, Hong, SH, Kim, MS, Nam, KY & Han, G 2008, 'Chromen-based TNF-α converting enzyme (TACE) inhibitors: Design, synthesis, and biological evaluation', Bioorganic and Medicinal Chemistry, vol. 16, no. 1, pp. 530-535. https://doi.org/10.1016/j.bmc.2007.09.014
Chun, Kwangwoo ; Park, Song Kyu ; Kim, Hwan Mook ; Choi, Yongseok ; Kim, Myung Hwa ; Park, Chun Ho ; Joe, Bo Young ; Chun, Tae Gyu ; Choi, Hyun Moo ; Lee, Hee Yoon ; Hong, Sung Hee ; Kim, Myung Sook ; Nam, Ky Youb ; Han, Gyoonhee. / Chromen-based TNF-α converting enzyme (TACE) inhibitors : Design, synthesis, and biological evaluation. In: Bioorganic and Medicinal Chemistry. 2008 ; Vol. 16, No. 1. pp. 530-535.
@article{cc2bcb7b00a14654882c6884f1654432,
title = "Chromen-based TNF-α converting enzyme (TACE) inhibitors: Design, synthesis, and biological evaluation",
abstract = "A series of coumarin types MMP inhibitors were designed based on gelastatin hydroxamates (1) and evaluated for TACE, cellular TNF-α, and NO inhibitory activities. Among them, compounds 9b had potent inhibitory activities in enzymatic and cellular assays and good selectivity to MMP-2 and MMP-9. Further investigation of 9b will be carried out for its efficacy in RA animal model system.",
keywords = "Coumarin derivatives, Gelastatin hydroxamates, Metalloproteinase-2 (MMP-2), Metalloproteinase-9 (MMP-9), Rheumatoid arthritis (RA), TNF-α converting enzyme (TACE)",
author = "Kwangwoo Chun and Park, {Song Kyu} and Kim, {Hwan Mook} and Yongseok Choi and Kim, {Myung Hwa} and Park, {Chun Ho} and Joe, {Bo Young} and Chun, {Tae Gyu} and Choi, {Hyun Moo} and Lee, {Hee Yoon} and Hong, {Sung Hee} and Kim, {Myung Sook} and Nam, {Ky Youb} and Gyoonhee Han",
year = "2008",
month = "1",
day = "1",
doi = "10.1016/j.bmc.2007.09.014",
language = "English",
volume = "16",
pages = "530--535",
journal = "Bioorganic and Medicinal Chemistry",
issn = "0968-0896",
publisher = "Elsevier Limited",
number = "1",

}

TY - JOUR

T1 - Chromen-based TNF-α converting enzyme (TACE) inhibitors

T2 - Design, synthesis, and biological evaluation

AU - Chun, Kwangwoo

AU - Park, Song Kyu

AU - Kim, Hwan Mook

AU - Choi, Yongseok

AU - Kim, Myung Hwa

AU - Park, Chun Ho

AU - Joe, Bo Young

AU - Chun, Tae Gyu

AU - Choi, Hyun Moo

AU - Lee, Hee Yoon

AU - Hong, Sung Hee

AU - Kim, Myung Sook

AU - Nam, Ky Youb

AU - Han, Gyoonhee

PY - 2008/1/1

Y1 - 2008/1/1

N2 - A series of coumarin types MMP inhibitors were designed based on gelastatin hydroxamates (1) and evaluated for TACE, cellular TNF-α, and NO inhibitory activities. Among them, compounds 9b had potent inhibitory activities in enzymatic and cellular assays and good selectivity to MMP-2 and MMP-9. Further investigation of 9b will be carried out for its efficacy in RA animal model system.

AB - A series of coumarin types MMP inhibitors were designed based on gelastatin hydroxamates (1) and evaluated for TACE, cellular TNF-α, and NO inhibitory activities. Among them, compounds 9b had potent inhibitory activities in enzymatic and cellular assays and good selectivity to MMP-2 and MMP-9. Further investigation of 9b will be carried out for its efficacy in RA animal model system.

KW - Coumarin derivatives

KW - Gelastatin hydroxamates

KW - Metalloproteinase-2 (MMP-2)

KW - Metalloproteinase-9 (MMP-9)

KW - Rheumatoid arthritis (RA)

KW - TNF-α converting enzyme (TACE)

UR - http://www.scopus.com/inward/record.url?scp=38049028622&partnerID=8YFLogxK

UR - http://www.scopus.com/inward/citedby.url?scp=38049028622&partnerID=8YFLogxK

U2 - 10.1016/j.bmc.2007.09.014

DO - 10.1016/j.bmc.2007.09.014

M3 - Article

C2 - 17936631

AN - SCOPUS:38049028622

VL - 16

SP - 530

EP - 535

JO - Bioorganic and Medicinal Chemistry

JF - Bioorganic and Medicinal Chemistry

SN - 0968-0896

IS - 1

ER -