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THE ANTI‐HIV ACTIVITIES OF PHOTOACTIVE TERTHIOPHENES
Author(s) -
Hudson J. B.,
Harris L.,
Marles R. J.,
Arnason J. T.
Publication year - 1993
Publication title -
photochemistry and photobiology
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.818
H-Index - 131
eISSN - 1751-1097
pISSN - 0031-8655
DOI - 10.1111/j.1751-1097.1993.tb09556.x
Subject(s) - side chain , chemistry , cytopathic effect , virus , trimethylsilyl , human immunodeficiency virus (hiv) , ultraviolet , virology , stereochemistry , organic chemistry , biology , polymer , materials science , optoelectronics
— Various synthetic analogues of the naturally occurring terthiophene, α‐terthienyl (αT), were evaluated for anti‐human immunodeficiency virus (HIV) activity. The compounds were incubated individually with a known amount of the virus, with or without UVA radiation (long‐wavelength ultraviolet) and residual virus was monitored for its ability to produce cytopathic effects in cell culture and the production of virus‐specific protein (p24). The basic terthiophene structure was essential for good anti‐HIV activity, although various side chains, such as alcohols, bromo, methyl, thiomethyl and trimethylsilyl groups, permitted retention of maximum activity. Under optimum conditions, as little as 12 ng/mL of these compounds ( i.e approximately 3 × 10 −8 M ) could inactivate 10 3 infectious virions. None of the compounds however were more active than αT itself. In all cases, UVA radiation was essential. Several side chains decreased the antiviral efficacy, and some side chains abrogated the activity.