Recent progress in the development of coumarin derivatives as potent anti-HIV agents

被引:493
作者
Yu, DL [1 ]
Suzuki, M [1 ]
Xie, L [1 ]
Morris-Natschke, SL [1 ]
Lee, KH [1 ]
机构
[1] Univ N Carolina, Sch Pharm, Nat Prod Lab, Chapel Hill, NC 27599 USA
关键词
anti-HIV coumarins; khellactone; DCK analogs; tetracyclic dipyranocoumarins; calanolides; inophyllums;
D O I
10.1002/med.10034
中图分类号
R914 [药物化学];
学科分类号
100701 ;
摘要
Numerous plant-derived compounds have been evaluated for inhibitory effects against HIV replication, and some coumarins have been found to inhibit different stages in the HIV replication cycle. This review article describes recent progress in the discovery, structure modification, and structure-activity relationship studies of potent anti-HIV coumarin derivatives. A dicamphanoyl-khellactone (DCK) analog, which was discovered and developed in our laboratory, and calanolide A are currently in preclinical studies and clinical trials, respectively. (C) 2003 Wiley Periodicals, Inc. Med Res Rev, 23, No. 3, 322-345, 2003.
引用
收藏
页码:322 / 345
页数:24
相关论文
共 74 条
[51]   Anti-AIDS agents .28. Synthesis and anti-HIV activity of methoxy substituted 3',4'-Di-O-(-)-camphanoyl-(+)-cis-khellactone (DCK) analogues [J].
Takeuchi, Y ;
Xie, L ;
Cosentino, LM ;
Lee, KH .
BIOORGANIC & MEDICINAL CHEMISTRY LETTERS, 1997, 7 (20) :2573-2578
[52]   Enantioselective total synthesis of anti HIV-1 active (+)-calanolide A through a quinine-catalyzed asymmetric intramolecular oxo-Michael addition [J].
Tanaka, T ;
Kumamoto, T ;
Ishikawa, T .
TETRAHEDRON LETTERS, 2000, 41 (52) :10229-10232
[53]  
TAYLOR PB, 1994, J BIOL CHEM, V269, P6325
[54]  
Thaisrivongs S, 1999, BIOPOLYMERS, V51, P51
[55]   Anti-platelet aggregation constituents from formosan Toddalia asiatica [J].
Tsai, IL ;
Wun, MF ;
Teng, CM ;
Ishikawa, T ;
Chen, IS .
PHYTOCHEMISTRY, 1998, 48 (08) :1377-1382
[56]   COMPETITIVE-INHIBITION OF HIV-1 PROTEASE BY WARFARIN DERIVATIVES [J].
TUMMINO, PJ ;
FERGUSON, D ;
HUPE, D .
BIOCHEMICAL AND BIOPHYSICAL RESEARCH COMMUNICATIONS, 1994, 201 (01) :290-294
[57]  
*UNAIDS WHO, 2001, AIDS EP UPD
[58]   Plant-derived leading compounds for chemotherapy of human immunodeficiency virus (HIV) infection [J].
Vlietinck, AJ ;
De Bruyne, T ;
Apers, S ;
Pieters, LA .
PLANTA MEDICA, 1998, 64 (02) :97-109
[59]   New constituents and antiplatelet aggregation and anti-HIV principles of Artemisia capillaris [J].
Wu, TS ;
Tsang, ZJ ;
Wu, PL ;
Lin, FW ;
Li, CY ;
Teng, CM ;
Lee, KH .
BIOORGANIC & MEDICINAL CHEMISTRY, 2001, 9 (01) :77-83
[60]   Asymmetric solid-phase synthesis of (3′R,4′R)-Di-O-cis-acyl 3-carboxyl khellactones [J].
Xia, Y ;
Yang, ZY ;
Brossi, A ;
Lee, KH .
ORGANIC LETTERS, 1999, 1 (13) :2113-2115