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Isothiazole Derivatives as Antiviral Agents

Authors: GAROZZO, Adriana; C. C. C. CUTRI; C. PANNECOUQUE; A. CASTRO; F. GUERRERA; E. DE CLERCQ;

Isothiazole Derivatives as Antiviral Agents

Abstract

We recently described the synthesis and antiviral activity of the compounds 5-phenyl-3-(4-cyano-5-phenylisothiazol-3-yl) disulphanyl-4-isothiazole-carbonitrile and S-(4-cyano-5-phenylisothiazol-3-yl)- O-ethyl thiocarbonate, which were found to be effective against both HIV-1 (IIIB) and HIV-2 (ROD). We have now evaluated these compounds against both RNA and DNA viruses, obtaining high selectivity indexes for poliovirus 1 (SI: 223 and 828, respectively) and Echovirus 9 (SI: 334 and 200, respectively). In our previous studies, 3-methylthio-5-(4- OBn-phenyl)-4-isothiazolecarbo-nitrile was found to exhibit a broad spectrum of action against picornaviruses, we therefore selected this compound and S-(4-cyano-5-phenylisothiazol-3-yl)- O-ethyl thiocarbonate as the model for the synthesis of a new isothiazole derivative, S-[4-cyano-5-(4- OBn-phenyl)isothiazol-3-yl]- O-ethyl thiocarbonate. This compound was evaluated against picornaviruses, measles virus, HIV-1 (IIIB) and HIV-2 (ROD), and some DNA viruses (adenovirus type 2 and herpes simplex virus type 1). The compound was shown to be active against rhinoviruses 2, 39, 86 and 89, Coxsackie B1 and measles virus.

Country
Italy
Keywords

Isothiazole derivatives; HIV; picornavirus, Molecular Structure, Cell Survival, Microbial Sensitivity Tests, Antiviral Agents, Cell Line, Psychiatry and Mental health, Mice, Structure-Activity Relationship, Thiazoles, Neuropsychology and Physiological Psychology, Chlorocebus aethiops, Viruses, Animals, Humans, Disulfides

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    popularity
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    influence
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citations
This is an alternative to the "Influence" indicator, which also reflects the overall/total impact of an article in the research community at large, based on the underlying citation network (diachronically).
BIP!Citations provided by BIP!
popularity
This indicator reflects the "current" impact/attention (the "hype") of an article in the research community at large, based on the underlying citation network.
BIP!Popularity provided by BIP!
influence
This indicator reflects the overall/total impact of an article in the research community at large, based on the underlying citation network (diachronically).
BIP!Influence provided by BIP!
impulse
This indicator reflects the initial momentum of an article directly after its publication, based on the underlying citation network.
BIP!Impulse provided by BIP!
8
Average
Average
Average
Green
gold