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Synthesis and vasodilative activity of tanshinone IIA derivatives

โœ Scribed by Yue-Feng Bi; Hai-Wei Xu; Xiao-Qing Liu; Xiao-Juan Zhang; Zhen-Ji Wang; Hong-Min Liu


Publisher
Elsevier Science
Year
2010
Tongue
English
Weight
280 KB
Volume
20
Category
Article
ISSN
0960-894X

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โœฆ Synopsis


A series of 2,2'-(substituted methylene)bis-(1,6,6-trimethyl-6,7,8,9-tetrahydrophenanthro[1,2-b]furan-10,11-dione) derivatives were synthesized by the reaction of tanshinone IIA (D(1)) and aromatic aldehyde in the presence of p-TsOH. Bromination derivative of D(1) and hydrolysis product of cryptotanshinone (D(2)) were also prepared in this work. Vasodilation activity in vitro of them was valuated on the contractile response of vascular thoracic aorta smooth muscle from Wistar rats for the first time. Most of them exhibited a concentration-dependent inhibition on the contractile response of norepinephrine.


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## Abstract 8,8โ€Dimethylโ€5,6,7,8โ€tetrahydrophenanthreneโ€3,4โ€dione (3) and 8,8โ€dimethylโ€2โ€(lโ€hydroxy ethyl)โ€5,6,7,8โ€tetrahydrophenanthreneโ€3,4โ€dione (4), two analogues of the antitumor active tanshinone, were synthesized from anisole. The synthesized compounds 3 and 4 were shown to be highly active