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Design, Synthesis, molecular docking and biological evaluation of 1-(benzo[d]thiazol-2-ylamino)(phenyl)methyl)naphthalen-2-ol derivatives as anti proliferative agents

Author(s):

Sandhya Jonnala, Bhaskar Nameta*, Murthy Chavali*, Rajashaker Bantu, Pallavi Choudante, Sunil Misra, B. Sridhar, S. Dilip and B.V. Subba Reddy*  

Abstract:


A class of 1-((benzo[d]thiazol-2-ylamino)(phenyl)methyl)naphthalen-2-ol derivatives (4a–t) have been synthesized in good yields through a three component coupling reaction. The newly synthesized compounds were evaluated for their in vitro anti-proliferative activity against five cell lines such as DU145 (human prostate cancer), MDA-MB-B231(human breast cancer), SKOV3 (human ovarian cancer), B16- F10(mouse skin melanoma) and CHO-K1 (Chinese hamster ovary cells) a non-cancerous cell line. In vitro inhibitory activity indicates that compounds 4a, 4b, 4c, 4d, 4g, 4j, and 4o exhibited potent anti-proliferative behavior. Among them, compounds 4g, 4j and 4o found to be the most active members exhibiting remarkable growth inhibitory activity. Molecular docking facilitates to investigate the probable binding mode and key active site interactions in tubulins α and β proteins. The docking results are complementary to experimental results.

Keywords:

β-naphthol, 2-aminobenzothiazole, aldehydes, cytotoxicity, molecular docking

Affiliation:

Division of Chemistry, Department of Sciences & Humanities, Vignan`s Foundation for Science, Technology & Research (Deemed to be University), Vadlamudi, Guntur, Division of Chemistry, Department of Sciences & Humanities, Vignan`s Foundation for Science, Technology & Research (Deemed to be University), Vadlamudi, Guntur, Division of Chemistry, Department of Sciences & Humanities, Vignan`s Foundation for Science, Technology & Research (Deemed to be University), Vadlamudi, Guntur, Centre for Semiochemicals, CSIR-Indian Institute of Chemical Technology, Tarnaka, Hyderabad-500007, Pharmacology & Toxicology, CSIR-Indian Institute of Chemical Technology, Tarnaka, Hyderabad-500007, Pharmacology & Toxicology, CSIR-Indian Institute of Chemical Technology, Tarnaka, Hyderabad-500007, Centre for X-Ray Crystallography, CSIR-Indian Institute of Chemical Technology, Tarnaka, Hyderabad-500007, National Institute of Pharmaceutical Education & Research, Hyderabad, Centre for Semiochemicals, CSIR-Indian Institute of Chemical Technology, Tarnaka, Hyderabad-500007



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