Year: 2016
Type: article
Abstract: New conjugated compounds containing the coumarin moiety attached to mono-or bis-heterocyles have been synthesized.In >100 new conjugates of five categories, some of them exhibit significant and appealing activity against Hepatitis C Virus (HCV).The heterocycles therein include adenine, benzimidazole, benzothiazole, benzoxazole, guanine, hypoxanthine, imidazole, imidazopyridine, and purine.Use of the thiomethylene (-SCH 2 -) linker to connect a coumarin moiety and a purine or imidazole nucleus leads to the conjugates with greater activity and selectivity than others.Various substituents, including CH 3 , F, Cl, Br, OCH 3 , OAc, CO 2 H, COPh, NO 2 , β-D-glucose, and β-D-ribofuranose, are also attached to the core nuclei.Incorporation of a halogen substituent (particularly the Br) onto the coumarin nucleus generally enhances the anti-HCV activity from double-digit to single-digit of µM potency.The structure-activity relationship is established, which is of value to the development of new anti-HCV drugs.
DOI: 10.36876/smjhrt.1009
Language: English
Subfield: Organic Chemistry
Field: Chemistry
Domain: Physical Sciences
Open Access status: diamond
OpenAlex ID: W2990862714