TAILIEUCHUNG - Contribution to the study on chemical constituents of hedyotis auricularia l. (rubiaceae)

From the whole plant of Hedyotis auricularia L., a new glycoside, 1’-deoxy-6’-O-(1- hydroxymethyl-2-hydroxy-1-methoxy)ethylglucopyranoside (1) was isolated along with 1’-O- ethyl- -D-galactopyranoside (2), 2-formyl-5-hydroxymethylfuran (3), stigmasta-5,22-diene-3-O- -D-glucopyranoside (4), ursolic acid (5) and oleanolic acid (6). Among them (1), (2), (3), (4) were the first time known to be present in this plant. | Journal of Chemistry Vol. 45 2 P. 233 - 236 2007 CONTRIBUTION TO THE STUDY ON CHEMICAL CONSTITUENTS OF HEDYOTIS AURICULARIA L. RUBIACEAE Received 30 May 2006 PHAM NGUYEN KIM TUYEN NGUYEN KIM PHI PHUNG PHAM DINH HUNG Department of Chemistry UNS National University - Ho Chi Minh City SUMMARY From the whole plant of Hedyotis auricularia L. a new glycoside 1 -deoxy-6 -O- 1-hydroxymethyl-2-hydroxy-1-methoxy ethylglucopyranoside 1 was isolated along with 1 -O-ethyl-fi-D-galactopyranoside 2 2-formyl-5-hydroxymethylfuran 3 stigmasta-5 22-diene-3-O- 3-D-glucopyranoside 4 ursolic acid 5 and oleanolic acid 6 . Among them 1 2 3 4 were the first time known to be present in this plant. I - INTRODUCTION Other authors had proved that Hedyotis auricularia L. contained auricularine stigmasterol -sitosterol ursolic and oleanolic acids 1 2 . However this plant has not yet been studied in Vietnam. In our research we isolated 1 -deoxy-6 -O- 1-hydroxymethyl-2- hydroxy-1-methoxy ethyl glucopyranoside 1 together with five other compounds 1 -O-ethyl-P-D-galactopyranoside 2 2-formyl-5-hydroxymethylfuran 3 stigmasta-5 22-diene-3-O-P-D-glucopyranoside 4 ursolic acid 5 and oleanolic acid 6 . Their chemical structures were elucidated by spectroscopic means. - H2 1 2CH2-OH h3c-o Cl CH2-OH O 5 O HO-Ho H 3 1 OH H 2 ________ HO-H2C O CHO 3 II - EXPERIMETAL 1. General IR spectra were measured in KBr. 1H- and 13C-NMR were recorded on Bruker Avance 500 MHz and 125 MHz respectively in pyridine-d5 or DMSO-d6 solutions. MS spectra were conducted on Agilent-MSD-Trap-SL. 2. Plant material Whole fresh plants of H. auricularia were collected in September 2003 in Binh Phuoc province. Identification of the plant specimen was performed by pharmacist Phan Duc Binh Magazine of Health and Medicine Ho Chi Minh City. 3. Extraction and isolation Dried and powdered whole plant of H. auricularia 1157 g was exhaustively extracted with ethanol at room temperature to yield the crude ethanolic extract 118 g . This .

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