Tannins of Hamamelidaceous Plants. III.1) Isorugosins A, B and D, New Ellagitannins from Liquidambar formosana

Tsutomu Hatano; Reimo Kira; Taeko Yasuhara; Takuo Okuda

doi:10.1248/cpb.36.3920

Tannins of Hamamelidaceous Plants. III.¹⁾ Isorugosins A, B and D, New Ellagitannins from Liquidambar formosana

Tsutomu Hatano, Reimo Kira, Taeko Yasuhara, Takuo Okuda

Research output: Contribution to journal › Article › peer-review

31 Citations (Scopus)

Abstract

A new dimeric hydrolyzable tannin named isorugosin D (11), and two new monomeric tannins of related structures, isorugosin A (10) and isorugosin B (1), were isolated from the leaf of Liquidambar formosana hance (hamamelidaceae). The orientation of the valoneoyl group at 0-4 and 0-6 of the glucose core in isorugosins A, B and D was found to be different from that of rugosin A (7), rugosin B (6) and rugosin D (18), and the orientations of this group in the tannins of both type were confirmed on the basis of the two-dimensional nuclear magnetic resonance spectrum (long-range ¹H-¹³C correlation spectrum) of rugosin A (7).

Original language	English
Pages (from-to)	3920-3927
Number of pages	8
Journal	Chemical and Pharmaceutical Bulletin
Volume	36
Issue number	10
DOIs	https://doi.org/10.1248/cpb.36.3920
Publication status	Published - 1988

Keywords

Hamamelidaceae
Liquidambar formosana
centrifugal partition chromatography
dimeric hydrolyzable tannin
ellagitannin
isorugosin A
isorugosin B
isorugosin D
rugosin A
tannin

ASJC Scopus subject areas

Chemistry(all)
Drug Discovery

Access to Document

10.1248/cpb.36.3920

Cite this

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title = "Tannins of Hamamelidaceous Plants. III.1) Isorugosins A, B and D, New Ellagitannins from Liquidambar formosana",

abstract = "A new dimeric hydrolyzable tannin named isorugosin D (11), and two new monomeric tannins of related structures, isorugosin A (10) and isorugosin B (1), were isolated from the leaf of Liquidambar formosana hance (hamamelidaceae). The orientation of the valoneoyl group at 0-4 and 0-6 of the glucose core in isorugosins A, B and D was found to be different from that of rugosin A (7), rugosin B (6) and rugosin D (18), and the orientations of this group in the tannins of both type were confirmed on the basis of the two-dimensional nuclear magnetic resonance spectrum (long-range 1H-13C correlation spectrum) of rugosin A (7).",

keywords = "Hamamelidaceae, Liquidambar formosana, centrifugal partition chromatography, dimeric hydrolyzable tannin, ellagitannin, isorugosin A, isorugosin B, isorugosin D, rugosin A, tannin",

author = "Tsutomu Hatano and Reimo Kira and Taeko Yasuhara and Takuo Okuda",

year = "1988",

doi = "10.1248/cpb.36.3920",

language = "English",

volume = "36",

pages = "3920--3927",

journal = "Chemical and Pharmaceutical Bulletin",

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publisher = "Pharmaceutical Society of Japan",

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T1 - Tannins of Hamamelidaceous Plants. III.1) Isorugosins A, B and D, New Ellagitannins from Liquidambar formosana

AU - Hatano, Tsutomu

AU - Kira, Reimo

AU - Yasuhara, Taeko

AU - Okuda, Takuo

PY - 1988

Y1 - 1988

N2 - A new dimeric hydrolyzable tannin named isorugosin D (11), and two new monomeric tannins of related structures, isorugosin A (10) and isorugosin B (1), were isolated from the leaf of Liquidambar formosana hance (hamamelidaceae). The orientation of the valoneoyl group at 0-4 and 0-6 of the glucose core in isorugosins A, B and D was found to be different from that of rugosin A (7), rugosin B (6) and rugosin D (18), and the orientations of this group in the tannins of both type were confirmed on the basis of the two-dimensional nuclear magnetic resonance spectrum (long-range 1H-13C correlation spectrum) of rugosin A (7).

AB - A new dimeric hydrolyzable tannin named isorugosin D (11), and two new monomeric tannins of related structures, isorugosin A (10) and isorugosin B (1), were isolated from the leaf of Liquidambar formosana hance (hamamelidaceae). The orientation of the valoneoyl group at 0-4 and 0-6 of the glucose core in isorugosins A, B and D was found to be different from that of rugosin A (7), rugosin B (6) and rugosin D (18), and the orientations of this group in the tannins of both type were confirmed on the basis of the two-dimensional nuclear magnetic resonance spectrum (long-range 1H-13C correlation spectrum) of rugosin A (7).

KW - Hamamelidaceae

KW - Liquidambar formosana

KW - centrifugal partition chromatography

KW - dimeric hydrolyzable tannin

KW - ellagitannin

KW - isorugosin A

KW - isorugosin B

KW - isorugosin D

KW - rugosin A

KW - tannin

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