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Synthesis of Ring A ‐Modified Baicalein Derivatives
Author(s) -
Wang JunFei,
Ding Ning,
Zhang Wei,
Wang Peng,
Li YingXia
Publication year - 2011
Publication title -
helvetica chimica acta
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.74
H-Index - 82
eISSN - 1522-2675
pISSN - 0018-019X
DOI - 10.1002/hlca.201100162
Subject(s) - baicalein , chemistry , scutellaria baicalensis , stereochemistry , acylation , ring (chemistry) , combinatorial chemistry , organic chemistry , pharmacology , traditional chinese medicine , catalysis , medicine , alternative medicine , pathology
Baicalein, an important active constituent of the traditional Chinese herb Scutellaria baicalensis , exhibited antitumor activity and inhibitory activity against P‐gp 170. The syntheses of 25 baicalein derivatives, 2 – 26 ( Table ), are described here ( Scheme 1 ). These compounds were systematically modified with O ‐alkylation and O ‐acylation at HOC(5), HOC(6), and HOC(7), singly or in combination, on the ring A of baicalein in order to evaluate the effects of such modifications on their inhibitory activities against multidrug‐resistant tumor cell lines and P‐gp 170. Highly selective and efficient alkylations at HOC(7) of peracetylated baicalein were the key to the distinction between HOC(6) and HOC(7) of baicalein.