STUDIES ON THE PREPARATION OF BIOACTIVE LIGNANS BY OXIDATIVE COUPLINGREACTION .3. SYNTHESIS OF POLYPHENOLIC BENZOFURAN AND COUMESTAN DERIVATIVES BY OXIDATIVE COUPLING REACTION OF METHYL (E)-3-(4-HYDROXY-2-METHOXYPHENYL)PROPENOATE AND THEIR INHIBITORY EFFECT ON LIPID-PEROXIDATION

Authors
MAEDA S MASUDA H TOKOROYAMA T
Citation
S. Maeda et al., STUDIES ON THE PREPARATION OF BIOACTIVE LIGNANS BY OXIDATIVE COUPLINGREACTION .3. SYNTHESIS OF POLYPHENOLIC BENZOFURAN AND COUMESTAN DERIVATIVES BY OXIDATIVE COUPLING REACTION OF METHYL (E)-3-(4-HYDROXY-2-METHOXYPHENYL)PROPENOATE AND THEIR INHIBITORY EFFECT ON LIPID-PEROXIDATION, Chemical and Pharmaceutical Bulletin, 42(12), 1994, pp. 2536-2545
Citations number
15
Categorie Soggetti
Pharmacology & Pharmacy",Chemistry
Journal title
Chemical and Pharmaceutical Bulletin → ACNP
ISSN journal
00092363
Volume
42
Issue
12
Year of publication
1994
Pages
2536 - 2545
Database
ISI
SICI code
0009-2363(1994)42:12<2536:SOTPOB>2.0.ZU;2-J
Abstract
Three dihydrobenzofuran derivatives 11, 19, 22, a Pummerer's ketone 20 and a dimeric phenylpropanoid 24 were synthesized by oxidative coupli ng reaction of methyl (E)-3-(4-hydroxy-2-methoxyphenyl)propenoate 10, which was prepared from umbelliferone. The major product 11 was conver ted into its acetate 21 and schizotenuin D analogs 27, 28, 29. A new c oumestan derivative 13 was synthesized from 29. Ten synthetic compound s thus obtained were tested for inhibitory effects on lipid peroxidati on in rat brain homogenate.