Synthesis and antiviral activities of some 4,4'-dihydroxytriphenylmethanes.
4,4'-Dihydroxytriphenylmethanes were synthesized using Brønsted 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 EC(50) value of 1.8 microg/ml.
Faculty of Pharmaceutical Sciences, Fukuoka University, Jonan-ku, Fukuoka, Japan.
Nobuko
N
Mibu
Kazumi
K
Yokomizo
Masaru
M
Uyeda
Kunihiro
K
Sumoto
D000473:Alkanes / Q000138:chemical synthesis* / Q000494:pharmacology*; D000998:Antiviral Agents / Q000138:chemical synthesis* / Q000494:pharmacology*; D002470:Cell Survival / Q000187:drug effects; D055598:Chemical Phenomena; D002627:Chemistry, Physical; D018259:Herpesvirus 1, Human / Q000187:drug effects; D009682:Magnetic Resonance Spectroscopy; D013058:Mass Spectrometry; D011084:Polycyclic Aromatic Hydrocarbons / Q000138:chemical synthesis* / Q000494:pharmacology*; D013055:Spectrophotometry, Infrared; D010948:Viral Plaque Assay
D000473:Alkanes; D000998:Antiviral Agents; D011084:Polycyclic Aromatic Hydrocarbons