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A new carbohydrate ester of cinnamic acid named gleditschiaside A was isolated from the methanolic extract of the leaves of Gleditschia australis Hemsl., (Caesalpiniaceae). Its structure was elucidated by means of ESI-mass spectrometry, 1 H-NMR, 13 C-NMR (CPD and DEPT), HSQC and HMBC spectra in comparison with the literature. | Journal of Chemistry Vol. 45 special issue P. 111 - 2007 GLEDITSCHIASIDE A A NEW CARBOHYDRATE ESTER OF CINNAMIC ACID FROM THE LEAVES OF GLEDITSCHIA AUSTRALIS HEMSL. Received 15 October 2007 PHAN VAN KIEM NGUYEN THI HONG VAN NGUYEN THE DUNG CHAU VAN MINH Institute of Natural Products Chemistry VAST SUMMARY A new carbohydrate ester of cinnamic acid named gleditschiaside A was isolated from the methanolic extract of the leaves of Gleditschia australis Hemsl. Caesalpiniaceae . Its structure was elucidated by means of ESI-mass spectrometry 1H-NMR 13C-NMR CPD and DEPT HSQC and HMBC spectra in comparison with the literature. I - INTRODUCTION In previous papers we have reported the isolation and the structural elucidation of the new cinnamic acid derivative 1 5-O-caffeoylquinic acid and cinnamic acid 2 and flavonoid constituents 3 from Gleditschia australis Hemsl. Caesalpiniaceae . This paper deals with the isolation and structural determination of a new carbohydrate ester of cinnamic acid named gleditschiaside A from the same source. Its structure was elucidated as 1-O-trans-cinnamoyl-a-L-rhamnopyranosyl- 1 6 - -D-glucopyranose 1 by means of ESI-mass spectrometry 1H-NMR 13C-NMR CPD and DEPT HSQC and HMBC spectra in comparison with the literature. II - EXPERIMENTAL 1. Plant material The leaves of G. australis Hemsl. were collected in Tam Dao Mountain Vinh Phuc province Vietnam and was identified by Dr Tran Huy Thai Institute of Ecology and Biological Resources VAST. The voucher of specimen was deposited at Institute of Natural Products Chemistry INPC VAST. 2. General experimental procedures Melting points were determined using an Electro thermal IA-9200. The IR spectra were obtained on a Hitachi 270-30 type spectrometer with KBr discs. Optical rotations were determined on a Jasco DIP-1000 KUY polari meter. The electrospray ionization ESI mass spectra were obtained using an AGILENT 1100 LC-MSD Trap spectrometer. The 1H-NMR 500 MHz and 13C-NmR 125 MHz spectra were recorded .
