Acretoside, a new sucrose ester fromAristolochia cretica

Abstract

A new sucrose ester, acretoside, was isolated from the roots of the Greek endemic species Aristolochia cretica and identified as 6-O-p-coumaroyl-beta-D-fructofuranosyl-(2 --> 1)-alpha-D-glucopyranoside (1). In addition, a known sucrose ester, identified as arillatose B, two phenylpropanoid glucose esters, and five derivatives of aristolochic acid were isolated. Their structures were elucidated on the basis of MS and NMR data.

Phenolic Antioxidants from the Leaves of Camellia pachyandra Hu.

“…The EtOAc and H 2 O fractions were separately subjected to repeated column chromatography over Diaion HP-20SS, Sephadex LH-20, MCI-gel CHP20P, and Toyopearl HW-40F to give 22 phenolic compounds. The known compounds were identified as nine hydrolyzable tannins {casuariin ( 1 ) , , 5-desgalloylstachyurin ( 2 ) , , 2,3- O -( S )-hexahydroxy- diphenoyl (HHDP)-β- d -glucopyranose ( 3 ) , gemin D ( 4 ) , pedunculagin ( 5 ) , 1- O -coumaroyl-β- d -glucopyranose ( 6 ) , 1,2,3,4,6- O -pentagalloyl-β- d -glucopyranose ( 7 ) , alnusnins B [2,3- O -( S )-HHDP-4,6- O -( S )-tergalloyl-β- d -glucopyranose] ( 8 ) , 1- O -galloyl-β- d -glucopyranose ( 9 ) }, 11 flavonol glycosides {[quercetin-3- O -α- l -rhamnopyranoside ( 10 ) , kaempferol-3- O -α- l -rhamnopyranoside ( 11 ) , 7- O -β- d -glucopyranosylquercetin-3- O -α- l -rhamnopyranoside ( 12) , kaempferol-3- O -(6- O -galloyl)-β- d -glucopyranoside ( 13 ) , kaempferol-3- O- rutinoside ( 14 ) , quercetin-3- O -β- d -glucopyranoside ( 15 ) , quercetin-3- O -(6- O -galloyl)-β- d -glucopyranoside ( 16 ) , and quercetin-3- O -(2- O -galloyl)-glucopyranoside ( 17 ) , quercetin-3- O -(6- O -galloyl)-β- d -galactopyranoside ( 18 ) , kaempferol-3- O -{[6- O- (3- O-β - d -xylopyranosyl)-α- l -rhamnopyranosyl][2- O-α -rhamnopyranosyl]}-β- d -galactopyranoside ( 19 ) , quercetin-4′- O-β - d -glucopyranoside ( 20 ) }, and two simple phenolics [syringic acid ( 21 ) and gallic acid ( 22 ) ], by comparison with authentic samples and of their spectroscopic and physical data with previously reported values (Figure ). Part of the spectroscopic data for known compounds 1 − 3 and 5 were first reported in detail, based on 2D NMR experiments.…”

“…The ellagitannin pedunculagin (5), reported with various bioactivities, e.g., inhibitory activity on human DNA topoisomerase II (31), fatty acid synthase (32), and reverse transcriptase in mouse leukemia virus-infected cells (33), was found to be the major constituent in C. pachyandra by co-HPLC analysis. The flavonol glycoside gallates (13,(16)(17)(18), reported to be antimicrobial compounds (34), as an inhibitor in inflammatory disorders (35) and of HIV-2 integrase (36), were isolated from the genus Camellia for the first time. Most of the isolates showed certain antioxidant activities by DPPH radical scavenging and tyrosinase inhibitory assays.…”