Design, Synthesis, Molecular Docking and Biological Evaluation of 1-(benzo[d]thiazol-2-ylamino)(phenyl)methyl)naphthalen-2-ol Derivatives as Antiproliferative Agents

Author(s): Sandhya Jonnala , Bhaskar Nameta* , Murthy Chavali* , Rajashaker Bantu , Pallavi Choudante , Sunil Misra , B. Sridhar , S. Dilip , B.V. Subba Reddy* .

Journal Name: Letters in Organic Chemistry

Volume 16 , Issue 10 , 2019

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Abstract:

A class of 1-((benzo[d]thiazol-2-ylamino)(phenyl)methyl)naphthalen-2-ol derivatives (4a-t) has been synthesized in good yields through a three component coupling reaction. The newly synthesized compounds were evaluated for their in vitro antiproliferative 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 noncancerous 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, in vitro inhibitory activity.

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Article Details

VOLUME: 16
ISSUE: 10
Year: 2019
Page: [837 - 845]
Pages: 9
DOI: 10.2174/1570178616666190408101233
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