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 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.
Shan
Yupei
Y
Department of Natural Medicinal Chemistry, China Pharmaceutical University, People's Republic of China.
Xu
Lingling
L
Lu
Yang
Y
Wang
Xiaobing
X
Zheng
Qitai
Q
Kong
Lingyi
L
Niwa
Masatake
M
D000818:Animals; D031330:Coleus / Q000737:chemistry*; D018360:Crystallography, X-Ray; D004224:Diterpenes / Q000737:chemistry / Q000302:isolation & purification / Q000494:pharmacology; D004365:Drugs, Chinese Herbal / Q000737:chemistry / Q000302:isolation & purification / Q000494:pharmacology; D006027:Glycosides; D006168:Guinea Pigs; D008968:Molecular Conformation; D015394:Molecular Structure; D019906:Nuclear Magnetic Resonance, Biomolecular; D010946:Plants, Medicinal / Q000737:chemistry*; D014132:Trachea / Q000187:drug effects*
D004224:Diterpenes; D004365:Drugs, Chinese Herbal; D006027:Glycosides; C525684:forskoditerpene A; C525681:forskoditerpenoside C; C525682:forskoditerpenoside D; C525683:forskoditerpenoside E