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Eur J Med Chem ; 44(3): 1086-92, 2009 Mar.
Article in English | MEDLINE | ID: mdl-18708272

ABSTRACT

A series of 2-chloro-3-arylsulfanyl-[1,4]naphthoquinones (2), 2,3-bis-arylsulfanyl-[1,4]naphthoquinones (3) and 12H-benzo[b]phenothiazine-6,11-diones and their analogs 6-8 were synthesized and evaluated for their antiproliferative activity against human cervical cancer (HeLa) cells. Compounds 3a and 3b were found to possess most potent antiproliferative and cell killing ability. Compounds 1-8 were also evaluated for antifungal activities. The structure-activity relationship of these compounds was studied and the results show that compound 2a (MIC(50)=1.56 microg/mL) exhibited in vitro potent antifungal activity compared to the clinically useful antifungal drug Fluconazole (MIC(50)=2.0 microg/mL) against Sporothrix. schenckii. Compound 2a (MIC(50)=1.56 microg/mL) also exhibited same antifungal activity compared to clinically useful drug Amphotericin-B (MIC(50)=1.56 microg/mL) against Trichophyton. mentagraphytes.


Subject(s)
Antifungal Agents/pharmacology , Antineoplastic Agents/pharmacology , Cell Proliferation/drug effects , Hydroquinones/pharmacology , Phenothiazines/pharmacology , Antifungal Agents/chemical synthesis , Antifungal Agents/chemistry , Antineoplastic Agents/chemical synthesis , Antineoplastic Agents/chemistry , HeLa Cells , Humans , Hydroquinones/chemical synthesis , Hydroquinones/chemistry , Phenothiazines/chemical synthesis , Phenothiazines/chemistry , Sporothrix/drug effects , Structure-Activity Relationship
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