Minami Toshifumi, Iwamoto Manabu, Ohtsu Hironori, Ohishi Hirofumi, Tanaka Reiko, Yoshitake Akira
Department of Medicinal Chemistry, Osaka University of Pharmaceutical Sciences, Osaka, Japan.
Planta Med. 2002 Aug;68(8):742-5. doi: 10.1055/s-2002-33787.
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.
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。
