Rearranged Vibsane-Type Diterpenes from Viburnum awabuki and Photochemical Reaction of Vibsanin B

Accession number;05A0008523
Title;Rearranged Vibsane-Type Diterpenes from Viburnum awabuki and Photochemical Reaction of Vibsanin B
Author; FUKUYAMA Y (Tokushima Bunri Univ., Tokushima, Jpn) KUBO M (Tokushima Bunri Univ., Tokushima, Jpn) MINAMI H (Tokushima Bunri Univ., Tokushima, Jpn) YUASA H (Tokushima Bunri Univ., Tokushima, Jpn) MATSUO A (Tokushima Bunri Univ., Tokushima, Jpn) FUJII T (Tokushima Bunri Univ., Tokushima, Jpn) MORISAKI M (Tokushima Bunri Univ., Tokushima, Jpn) HARADA K (Tokushima Bunri Univ., Tokushima, Jpn)
Journal Title;Chem Pharm Bull
Journal Code:G0504A
ISSN:0009-2363
VOL.53;NO.1;PAGE.72-80(2005)
Figure&Table&Reference;FIG.6, TBL.4, REF.17
Pub. Country;Japan
Language;English
Abstract;Nine new diterpenes, neovibsanin D (1), 7-epi-neovibsanin D (2), 15-O-methylneovibsanin F (3), 14-epi-15-O-methylneovibsanin F (4), 15-O-methyl-18-oxoneovibsanin F (5), 2-O-methylneovibsanin H (6), 2-O-methylneovibsanin I (7), neovibsanin G (8), and 14-epi-neovibsanin G (9), were isolated from a methanol extract of the leaves of Viburnum awabuki. Their structures were elucidated to be uniquely rearranged vibsane-type diterpenes by spectroscopic analyses and comparison of NMR data with those of previously reported vibsane-type diterpenes. In addition, irradiation of vibsanin B (12) in methanol with a high-pressure Hg lump led to the direct formation of neovibsanins A (14) and B (15). These results gave a clue to understanding of the biogenetic interconversion of 11-membered vibsanins into neovibsanins. (author abst.)
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