Diterpenes from Coleus forskohlii (WILLD.) BRIQ. (Labiatae)

Three new minor labdane diterpene glycosides, forskoditerpenoside C, D, and E (1―3), and a novel labdane diterpene forskoditerpene A (4) were isolated from the ethanol extract of the whole plant of Coleus forskohlii. Their structures and relative stereochemistry were elucidated on the basis of exten...

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Bibliographic Details
Published in:Chemical & Pharmaceutical Bulletin Vol. 56; no. 1; pp. 52 - 56
Main Authors: Yupei SHANa, Lingling Xua, Yang Lub, Xiaobing WANGa, Qitai ZHENGb, Lingyi KONGa, Masatake NIWAc
Format: Journal Article
Language:Japanese
Published: Pharmaceutical Society of Japan 2008
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Summary:Three new minor labdane diterpene glycosides, forskoditerpenoside C, D, and E (1―3), and a novel labdane diterpene forskoditerpene A (4) were isolated from the ethanol extract of the whole plant of Coleus forskohlii. Their structures and relative stereochemistry were elucidated on the basis of extensive spectroscopic analyses including 1D-, 2D-NMR, and HR-ESI-MS experiments. Compounds 1―3 showed an unusual 8,13-epoxy-labd-14-en-11-one glycoside pattern. They showed relaxative effects on isolated guinea pig tracheal spirals in vitro. Compound 4 with a cyclopropyl, confirmed by a single-crystal X-ray diffraction determination, is the first known labdane derivative with a spiro element. Coleus forskohlii (WILLD.) BRIQ. (Labiatae) has been used for medical treatment in Hindu and Ayurvedic traditional medicine from ancient times.1) Since its major constituent forskolin was discovered to have positive inotropic, antihypertensive, and adenylatecyclase-stimulating activities, it has ever aroused a great deal of scientific interest, and many 8,13-epoxy-labd-14-en-11-one diterpenes have been obtained.1―11)
ISSN:0009-2363