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Communication | Regular issue | Vol 27, No. 9, 1988, pp.2081-2085
Published online, 1st January, 1970
DOI: 10.3987/COM-88-4642
Structure of Isorugosin B, and the Orientation of Valoneoyl Group in the Related Monomeric, Dimeric and Trimeric Hydrolyzable Tannins

Tsutomu Hatano, Reiko Kira, Taeko Yasuhara, and Takuo Okuda*

*Faculty of Pharmaceutical Sciences, Okayama University, 1-1-1 Tsushima-naka, Okayama 700-8530, Japan

Abstract

A new hydrolyzable tannin, named isorugosin B (1), was isolated from Liquidambar formosana, and the structure in which the orientation of valoneoyl group at 0-4 ~ 0-6 of the glucose core is the reverse of that in rugosin B (2) and in rugosin A (3), was determined. The orientation of valoneoyl group in rugosin A (3) was established by the long range 1H-13C correlation nmr spectroscopy. The structures of rugasins D (6), E (7) and G (8), coriariins C (9), D (10), E (11) and F (12), cornusiin A (13), camptothins A (15) and B (16), were fully established on the basis of chemical correlations with 1 or 3.