1,3-Benzoxathiol-2-one and 1,3-Benzothiazole Compounds as Potential Anticancer and Antimicrobial Agents



síntese orgânica, heterociclos, 1, 3-benzoxatiol-2-ona, 3-benzotiazol, anticâncer, antimicrobianos


Over the years, cancer and infectious diseases appear among the leading causes of death worldwide. These data highlight the need for new prototypes to design more potent and selective chemotherapeutics as well as new and non-traditional antimicrobial agents. The main goal of this work was to evaluate some 1,3-benzoxathiol-2-one and 1,3-benzothiazole derivatives for their anticancer, antibacterial and antifungal activities. Derivatives were screened for in vitro anticancer activity against melanoma (SKMEL-19), ascitic fluid (AGP-01) and breast (MCF-7) cancer cell lines by MTT assay. The toxicity profile against erythrocytes and normal cells human fibroblast (MRC-5) was also evaluated. Besides that, in vitro Antimicrobial Screening Test (AST), Minimum Inhibitory Concentration (MIC), Minimum Bactericidal Concentration (MBC) and Minimum Fungicidal Concentration (MFC) assays were performed against Gram-positive and Gram-negative bacteria as well as against Candida species. All tests were performed according to CLSI protocols, using vancomycin, ciprofloxacin and ketoconazole as reference drugs. Derivative 6-methoxy-benzo[d][1,3]oxathiol-2-one (7) exhibited considerable cytotoxic activity (IC50 = 3.3 μM) against SKMEL-19 and compound (E)-4-((2-(benzo[d]thiazol-2-yl)hydrazono)methyl)benzene-1,2,3-triol) (16m) showed good activity against all Candida species (MIC 8-32 µg mL-1). The ratio MBC/MIC of 16l and 16m derivatives classified them as bactericidal agents against Gram-positive bacteria. Compound 16m presented fungistatic profile against Candida albicans and non-albicans species evaluated. Overall, the in vitro results pointed to the potential of derivatives 7 and 16m as new anticancer and antifungal prototypes, respectively, to be further explored as they also presented low toxicity profile.

Biografia do Autor

Thatyana Rocha Alves Vasconcelos, Universidade Federal Fluminense

Professora associada do Departamento de Quimica Orgânica da UFF, atuando na área de Química Orgânica