Novel synthesis of flavonoids of Scutellaria baicalensis Georgi.
A concise and efficient total synthesis of the flavonoids baicalein, oroxylin A and wogonin was described. Intramolecular oxidative cyclization followed by demethylation of chalcone 1, readily prepared from trimethoxyphenol, afforded, depending upon the controlled conditions, baicalein or oroxylin A in excellent yields. Demethylation of 1 yielded 3, which, by oxidation with I(2)/dimethyl sulfoxide (DMSO), was readily converted to oroxylin A and wogonin after column chromatography.
Huang
Wen-Hsin
WH
School of Pharmacy, National Defense Medical Center, Taiwan.
Chien
Pei-Yu
PY
Yang
Ching-Huey
CH
Lee
An-Rong
AR
D005419:Flavonoids / Q000138:chemical synthesis* / Q000737:chemistry; D031364:Scutellaria baicalensis
D005419:Flavonoids