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Synthesis of Antiviral Tetrahydrocarbazole Derivatives by Photochemical and Acid-catalyzed C-H Functionalization via Intermediate Peroxides (CHIPS)
Published on: June 20, 2014
Synthesis and antiviral activities of some 4,4'- and 2,2'-dihydroxytriphenylmethanes
Nobuko Mibu1, Kazumi Yokomizo, Masaru Uyeda
1Faculty of Pharmaceutical Sciences, Fukuoka University; 8-19-1 Nanakuma, Jonan-ku, Fukuoka 862-0973, Japan.
Abstract:
We synthesized some 4,4'- and 2,2'-dihydroxytriphenylmethane derivatives 3a--e and 4a--c by condensation of phenol 1 and aromatic aldehyde 2 in moderate to good yields (30--83%). Most of them showed significant antiviral activity against herpes simplex virus type 1 (anti-HSV-1 activity) in a plaque reduction assay. The most potent antiviral activity (EC(50)=0.79 microg/ml) was observed in the 4,4'-dihydroxytriphenylmethane derivative 3b. This compound 3b showed lower cytotoxicity (CC(50)=30.2 microg/ml), compared to that of the prototype 3a.
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