TAILIEUCHUNG - A new diterpene glycoside from the stem bark of acanthopanax trifoliatus

Acanthopanax trifoliatus (L.) Merr. (Aralia- ceae) is distributed in the North of Vietnam and tradi-tionally used in the South-East Asia (Loi, 2001; Chi, 1997) as a drug with a ginseng-like activity. Lupane-triterpene carboxylic acids and a lupane-triterpene glycoside were isolated from the leaves of A. trifoliatus (Ty et al., 1984; Leschewski et al., 1985; Yook et al., 1998). As part of an ongoing investigation of the chemical constituents of this plant, herein we describe the isolation and structure of a new diterpene glycoside ent-kauran-16 ,17-dihydroxy-19-oic acid 16-O- -D-glucopyranosyl ether 19-O- -D- glucopyranosyl ester. | Journal of Chemistry Vol. 42 3 P. 384 - 387 2004 A NEW PHENyLPROPANOID GLyCOSIDE FROM THE STEM BARK OF ACANTHOPANAX TRIFOLIATUS Received 19-8-2003 PHAN VAN KIEM1 CHAU VAN MINH1 NGUYEN TIEN DAT2 JUNG JQQN LEE3 AND YOUNG HQ KIM2 institute of Natural Products Chemistry VASC 2College of Pharmacy Chungnam National University Korea 3Korea Research Institute of Bioscience and Biotechnology Korea SUMMARY A new phenylpropanoid glycoside 1- f-D-glucopyranosyl- 1 6 -f-D-glucopyranosyl -2 6-dimethoxy-4-propenyl-benzene was isolated from the stem bark of Acanthopanax trifoliatus along with quecitrin. Their structures were established on the basis of spectral and chemical evidence. Key Words Acanthopanax trifoliatus Araliaceae Acantrifoside F. I - INTRODUCTION II - MATERIALS AND METHODS Acanthopanax trifoliatus L. Merr. Araliaceae is distributed in Northern Vietnam and used in the folk medicine of South-East Asia Chi 1997 Loi 2001 as a drug with ginseng-like activity. Lupane-triterpene carboxylic acids and a lupane-triterpene glycoside were reported from the leaves of A. trifoliatus Ty et al. 1984 1985 Lischewski et al. 1985 Yook et al. 1998 . During the course of our continuing work on Acanthopanax species we isolated and determined the structure of a new phenylpropanoid glycoside named acantrifoside F 1 along with a known compound 2 from the stem bark of Acanthopanax trifoliatus. Based on spectroscopic data the chemical structures of constituents were determined to be 1- p-D-glucopyranosyl- 1 6 -P-D-glucopyranosyl -2 6-dimethoxy-4-propenyl-benzene 1 and quercitrin 2 . 384 1. General experimental procedures Melting points were determined using a Kofler micro-hotstage. IR spectra were obtained on a Hitachi 270-30 type spectrometer from KBr discs. Optical rotations were determined on a JASCO DIP-1000 KUY polarimeter. EI-MS spectrum was obtained on a Hewlett Packard 5989 B-MS. FAB-MS spectrum was obtained using a JEOL JMS-DX 300 spectrometer. 1H-NMR 300 MHz and 13C-NMR 75 MHz were

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