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Design, synthesis, and discovery of stilbene derivatives based on lithospermic acid B as potent protein tyrosine phosphatase 1B inhibitors

Authors
 Mankil Jung  ;  Yongnam Lee  ;  Hyun-Chul Lee  ;  Eun Seok Kang  ;  Kyu Yeon Hur  ;  Won Keun Oh  ;  Namsoo Park  ;  Dongeun Lee  ;  Minjoo Sim  ;  Jungae Tak  ;  Eunyoung Lim  ;  Heekyeong Kim  ;  Hanjo Kim  ;  Moonsoo Park 
Citation
 BIOORGANIC & MEDICINAL CHEMISTRY LETTERS, Vol.17(16) : 4481-4486, 2007 
Journal Title
 BIOORGANIC & MEDICINAL CHEMISTRY LETTERS 
ISSN
 0960-894X 
Issue Date
2007
Abstract
Dihydroxy stilbene derivatives were designed based on lithospermic acid B and were prepared from 4-(chloromethyl)benzoic acid. The inhibitory activities of the novel compounds against protein tyrosine phosphatase 1B (PTP1B) were evaluated. 3,4-Dihydroxy stilbene carbonyl compounds (7, 11b, 27b) inhibited PTP1B with IC50 values comparable to molybdate, while the conjugation-extended compound (15b) showed inhibition 3-fold better than preclinical RK682. The introduction of electron withdrawing groups or amides into the second phenyl ring, or extension of the conjugation into the stilbene molecule may increase stability of the generated radicals.
Full Text
http://www.sciencedirect.com/science/article/pii/S0960894X07006877
DOI
10.1016/j.bmcl.2007.06.016
Appears in Collections:
1. College of Medicine (의과대학) > Dept. of Internal Medicine (내과학교실) > 1. Journal Papers
Yonsei Authors
Kang, Eun Seok(강은석) ORCID logo https://orcid.org/0000-0002-0364-4675
Lee, Hyun Chul(이현철)
Hur, Kyu Yeon(허규연)
URI
https://ir.ymlib.yonsei.ac.kr/handle/22282913/95721
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