Isolation of rhododaurichromanic acid B and the anti-HIV principles rhododaurichromanic acid A and rhododaurichromenic acid from Rhododendron dauricum

被引：234

作者：

Kashiwada, Y ^{[1
]}

Yamazaki, K

Ikeshiro, Y

Yamagishi, T

Fujioka, T

Mihashi, K

Mizuki, K

Cosentino, LM

Fowke, K

Morris-Natschke, SL

Lee, KH

机构：

[1] Niigata Coll Pharm, Niigata 9502081, Japan

[2] Kitami Inst Technol, Kitami, Hokkaido 0908507, Japan

[3] Fukuoka Univ, Fac Pharmaceut Sci, Fukuoka 8140180, Japan

[4] Welfide Corp, Div Pharmaceut Res, Drug Dev Labs, Yoshitomi, Fukuoka 8718550, Japan

[5] BBI Biotech Res Labs, Gaithersburg, MD 20877 USA

[6] Univ N Carolina, Sch Pharm, Div Med Chem & Nat Prod, Nat Prod Lab, Chapel Hill, NC 27599 USA

来源：

TETRAHEDRON | 2001年 / 57卷 / 08期

关键词：

antivirals; chromenes; chromanes; Rhododendron dauricum;

D O I：

10.1016/S0040-4020(00)01144-3

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Two novel chromane derivatives (1 and 2) and the known chromene (3) were isolated from the leaves and twigs of Rhododendron dauricum. The absolute stereostructure of 1 was established by spectroscopic examination and X-ray crystallographic analysis. The absolute stereostructures of 2 and 3 were also confirmed by photochemical conversion of 3 into 1 and 2. Daurichromenic acid (3) demonstrated potent anti-HIV activity with an EC50 value of 0.00567 mug/mL and therapeutic index (TI) of 3,710. Rhododaurichromanic acid A (1) also showed relatively potent anti-HIV activity with an EC50 value of 0.37 mug/mL, and a TI of 91.9, whereas rhododaurichromanic acid B (1) displayed no anti-HIV activity. (C) 2001 Elsevier Science Ltd. All rights reserved.

引用

页码：1559 / 1563

页数：5

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