2. Academic Validation
  3. Chrysin-benzothiazole conjugates as antioxidant and anticancer agents

Chrysin-benzothiazole conjugates as antioxidant and anticancer agents

  • Bioorg Med Chem Lett. 2015 Dec 1;25(23):5561-5. doi: 10.1016/j.bmcl.2015.10.052.
Bhupendra M Mistry 1,  Rahul V Patel 2,  Young-Soo Keum 1,  Doo Hwan Kim 1
Affiliations

Affiliations

  • 1 Organic Research Laboratory, Department of Bioresources and Food Sciences, College of Life and Environmental Sciences, Konkuk University, Seoul, South Korea.
  • 2 Laboratory of Growth Regulators, Centre of the Region Haná for Biotechnological and Agricultural Research, Institute of Experimental Botany ASCR & Palacký University, Šlechtitelů 27, 783 71 Olomouc, Czech Republic. Electronic address: [email protected].
PMID: 26514745 DOI: 10.1016/j.bmcl.2015.10.052
Abstract

7-(4-Bromobutoxy)-5-hydroxy-2-phenyl-4H-chromen-4-one, obtained from chrysin with 1,4-dibromobutane, was combined with a wide range of 6-substituted 2-aminobenzthiazoles, which had been prepared from the corresponding anilines with potassium thiocyanate. Free radical scavenging efficacies of newer analogues were measured using DPPH and ABTS assays, in addition to the assessment of their Anticancer activity against cervical Cancer cell lines (HeLa and CaSki) and ovarian Cancer cell line (SK-OV-3) implementing the SRB assay. Cytotoxicity of titled compounds was checked using Madin-Darby canine kidney (MDCK) non-cancer cell line. Overall, 6a-r indicated remarkable antioxidant power as DPPH and ABTS(+) scavengers; particularly the presence of halogen(s) (6g, 6h, 6j-6l) was favourable with IC50 values comparable to the control ascorbic acid. Unsubstituted benzothiazole ring favored the activity of resultant compounds (6a and 6r) against HeLa cell line, whereas presence of chlorine (6g) or a di-fluoro group (6k) was a key to exert strong action against CaSki. Moreover, a mono-fluoro (6j) and a ketonic functionality (6o) were beneficial to display anticipated Anticancer effects against ovarian Cancer cell line SK-OV-3. The structural assignments of the new products were done on the basis of IR, (1)H NMR, (13)C NMR spectroscopy and elemental analysis.

Keywords

ABTS assay; Benzothiazole; Cervical cancer; Chrysin; DPPH assay; Ovarian cancer; SRB assay.

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