Baeckeins A and B, Two Novel 6-Methylflavonoids from the Roots of Baeckea frutescens

A pair of novel isomeric 6‐methylflavonoids, named baeckeins A (1) and B (2), were isolated from the roots of Baeckea frutescens. The two compounds possess a unique C23 skeleton, resulting from the 6‐methylation and 8‐arylation of a flavonol (=3‐hydroxy‐2‐phenyl‐4H‐1‐benzopyran‐4‐one) framework and...

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Bibliographic Details
Published in:Helvetica chimica acta 2011-12, Vol.94 (12), p.2283-2288
Main Authors: Jia, Bei-Xi, Yang, Jie, Chen, Xiao-Qing, Cao, Yuan, Lai, Mao-Xiang, Wang, Qiang
Format: Article
Language:English
Subjects:
Baeckea frutescens
Baeckeins A and B
Flavonoids
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Summary:A pair of novel isomeric 6‐methylflavonoids, named baeckeins A (1) and B (2), were isolated from the roots of Baeckea frutescens. The two compounds possess a unique C23 skeleton, resulting from the 6‐methylation and 8‐arylation of a flavonol (=3‐hydroxy‐2‐phenyl‐4H‐1‐benzopyran‐4‐one) framework and the formation of an unusual lactone ring E. Their structures were elucidated by detailed spectroscopic analyses, including HR‐ESI‐MS and 1D‐ and 2D‐NMR data (HSQC, HMBC, and ROESY). A plausible biogenetic pathway for compounds 1 and 2 is also proposed (Scheme).
ISSN:0018-019X
1522-2675
DOI:10.1002/hlca.201100176