4.3 Article

Synthesis and antiviral activities of some 4,4 '-dihydroxytriphenylmethanes

Journal

CHEMICAL & PHARMACEUTICAL BULLETIN
Volume 51, Issue 11, Pages 1325-1327

Publisher

PHARMACEUTICAL SOC JAPAN
DOI: 10.1248/cpb.51.1325

Keywords

triphenylmethane; antiviral activity; herpes simplex virus type 1 (HSV-1); plaque reduction assay; halogenated compound; condensation

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4,4'-Dihydroxytriphenylmethanes were synthesized using Bronsted acid or Lewis acid in yields of 24-86% as target compounds for developing antiviral agents. Most of the 4,4'-dihydroxytriphenylmethanes showed significant activity against herpes simplex virus type 1 (anti-HSV-1 activity) in a plaque reduction assay. Higher cytotoxicity was observed generally in halogenated 4,4'-dihydroxytriphenylmethanes (2a-d) than in non-halogenated derivatives. The non-halogenated derivative, 4,4',4-trihydroxy-3-methoxytriphenylmethane (3), showed remarkable antiviral activity with an EC50 value of 1.8 mug/ml.

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