2-Carboxy-dihydrostilbene and flavan glycosides from Desmodium heterocarpon. (March 2017)

• Record Type: Journal Article
• Authors: Sahakitpichan, Poolsak; Chadmuk, Piyawadee; Chimnoi, Nitirat; Namsa-aid, Anucha; Ruchirawat, Somsak; Kanchanapoom, Tripetch
• Is Part Of: Phytochemistry letters. Volume 19(2017:Mar.)
• Page Start: 94
• Page End: 97
• Publication Date: 2017-03
• Subjects: Desmodium heterocarpon -- Fabaceae -- Dihydrostilbene -- Lunularic acid glucoside -- Flavan glycoside -- 2-carboxy-dihydrostilbene; Botanical chemistry -- Periodicals; Chimie végétale -- Périodiques; 572.205
• DOI: 10.1016/j.phytol.2016.12.011
• Languages: English
• ISSNs: 1874-3900

Abstract

Graphical abstract: 2-Carboxy-3, 5, 4′-trihydroxydihydrostilbene 3- O -β-d -glucopyranoside (1 ) and (2 S )-5, 7, 4′-trihydroxyflavan 7- O -β-d -apiofuranosyl-(1 → 6)- O -β-d -glucopyranoside (3 ) were isolated from Desmodium heterocarpon . Highlights: A new 2-carboxy-dihydrostilbene glucoside was isolated from Desmodium heterocarpon . A new flavan diglycosides was isolated from Desmodium heterocarpon . The presence of 2-carboxy-dihydrostilbenes from this plant added the data to the angiosperm. Abstract: A new 2-carboxy-dihydrostilbene glucoside, 2-carboxy-3, 5, 4′-trihydroxydihydrostilbene 3- O -β-d -glucopyranoside (1 ) and a new flavan diglycoside, (2 S )-5, 7, 4′-trihydroxyflavan 7- O -β-d -apiofuranosyl-(1 → 6)- O -β-d -glucopyranoside (3 ) were isolated from the aerial portion of Thai origin Desmodium heterocarpon together with five known compounds, lunularic acid 4′- O -β-d -glucopyranoside (2 ), vitexin (4 ), isovitexin (5 ), (−)- epi -catechin 3- O -β-d -glucopyranoside (6 ), and (−)- epi -afzelachin 3- O -β-d -glucopyranoside (7 ). The structure determinations were based on physical data and spectroscopic evidence including 1D- and 2D-NMR experiments. The presence of 2-carboxy-dihydrostilbene derivatives from this species added the information data of this compound-type to the plant kingdom.