Two new monoterpene glycosides and a new (+)-jasmololone glucoside from Bidens parviflora Willd.

Abstract

Two new monoterpene glycosides named bidensmenthosides A, B and a new (+)-jasmololone glucoside, were isolated from the air-dried whole plant of Bidens parviflora Willd. Their structures were determined as (1S, 3S, 4R)-3-hydroxy-p-menth-6-one 3-O-β-d-glucopyranoside (1), (3R, 4R)-3-hydroxy-p-menth-1 (2)-en-6-one 3-O-β-d-glucopyranoside (2) and (4R)-hydroxy-3-methyl-2-(2 Z-pentenyl)-cyclopent-2-enone 4-O-β-d-glucopyranoside (3) based on spectroscopic analysis and physiochemical properties, respectively. The bidensmenthosides A, B and aglycone of 3 were found to reduce 2, 2-diphenyl-1-picrylhydrazyl (DPPH) radicals.

Keywords:

• Bidens parviflora Willd.
• (1S, 3S, 4R)-3-hydroxy-p-menth-6-one 3-O-β-d-glucopyranoside
• (3R, 4R)-3-hydroxy-p-menth-1 (2)-en-6-one 3-O-β-d-glucopyranoside
• (+)-Jasmololone glucoside
• CD analysis
• Radical scavenger

Acknowledgements

This study was financially supported by a Grant-in-Aid for Research on Eye and Ear Science, Allergy and Organ Transplantation from the Health Science Research Grants, for the Ministry of Health, Labour and Welfare, by Technology of Japan and for the promotion and mutual aid corporation for private school of Japan to Nihon University and by a Grant from the Ministry of Education, Culture, Sports, Science and Technology of Japan to promote multidisciplinary research projects.