柳杉双黄酮及柳杉树皮中二萜类化合物的芳香酶抑制活性。

Aromatase inhibitory activities of standishinal and the diterpenoids from the bark of Thuja standishii.

作者信息

Minami Toshifumi, Iwamoto Manabu, Ohtsu Hironori, Ohishi Hirofumi, Tanaka Reiko, Yoshitake Akira

机构信息

Department of Medicinal Chemistry, Osaka University of Pharmaceutical Sciences, Osaka, Japan.

出版信息

Planta Med. 2002 Aug;68(8):742-5. doi: 10.1055/s-2002-33787.

DOI:10.1055/s-2002-33787

PMID:12221600

Abstract

The absolute stereostructure of a novel skeletal diterpene, standishinal (1), from the bark of Thuja standishii was confirmed by X-ray crystallographic analyses of 1 and its p-bromobenzoate derivative. Aromatase inhibitory activities of standishinal, eight known diterpenes, totarol, 12-methoxyabieta-8,11,13-trien-11-ol, 12-hydroxy-6,7-seco-abieta-8,11,13-triene-6,7-dial, trans-communic acid, labda-8(17),13-dien-12 R,15-olid-19-oic acid, 12 S-hydroxylabda-8(17),13(16),14-trien-19-oic acid, 13-oxo-15,16-dinorlabda-8(17),11 E-dien-19-oic acid and 14-oxo-15-norlabda-8 (17),12 E-dien-19-oic acid from the plant, and four synthetic analogs were evaluated using a recombinant human aromatase. Among them, standishinal and its diacetate derivative had significant inhibitory activities.

摘要

通过对新的骨架二萜类化合物扁柏醛（1）及其对溴苯甲酸酯衍生物进行X射线晶体学分析，确定了从日本花柏树皮中分离得到的扁柏醛（1）的绝对立体结构。利用重组人芳香化酶对扁柏醛、8种已知二萜类化合物（托塔酚、12-甲氧基枞-8,11,13-三烯-11-醇、12-羟基-6,7-开环枞-8,11,13-三烯-6,7-二醛、反式-communic酸、拉帕-8(17),13-二烯-12R,15-内酯-19-酸、12S-羟基拉帕-8(17),13(16),14-三烯-19-酸、13-氧代-15,16-二降拉帕-8(17),11E-二烯-19-酸和14-氧代-15-降拉帕-8(17),12E-二烯-19-酸）以及4种合成类似物的芳香化酶抑制活性进行了评估。其中，扁柏醛及其二乙酸酯衍生物具有显著的抑制活性。