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- W2102083330 abstract "The anticancer activity of rhinacanthins and related naphthoquinone esters is quantitatively analyzed through Fujita-Ban and Hansch approaches. The analyses have helped to ascertain the role of different substituents in explaining the observed inhibitory actions of these compounds. From both approaches it appeared that naphthalene ring instead of benzene ring, dimethyl substitution at R1 and R2, and hydrogen-bond acceptor substituents at R3 (Figure ) are advantageous to improve the activity of a compound against KB cell lines. This in turn leads to the suggestion that the rhinacanthin-N scaffold is the structural entity that needs exploration for new potential compounds. Further, in the Fujita-Ban analysis, it is observed that the compounds bearing a OMe substitution, relative to H, at R4 have a slight positive contribution to pIC50 (KB) whereas the substituents H or OMe at R5, relative to OH, have negative contributions. In conformity with these findings, the Hansch approach revealed that a more hydrophobic group at R4 and a more hydrophilic group at R5 positions are beneficial in raising the activity. The two quantitative structure-activity relationship (QSAR) analyses, differing in parametric approach, therefore, provided the grounds for rationalizing the substituent selection to design more potent compounds of the series. Quantitative structure-activity relationship study of novel rhinacanthins and related naphthoquinone esters as anticancer agentsAll authorsB. K. Sharma, P. Singh, R. Kumar & Susheela Sharmahttps://doi.org/10.1080/14756360701408606Published online:04 October 2008Figure 1 Structures of rhinacanthin–M (1), –N (14), –Q (15) and related naphthoquinone esters (2–13, 16–42).Display full sizeFigure 1 Structures of rhinacanthin–M (1), –N (14), –Q (15) and related naphthoquinone esters (2–13, 16–42)." @default.
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- W2102083330 date "2008-01-01" @default.
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- W2102083330 title "Quantitative structure-activity relationship study of novel rhinacanthins and related naphthoquinone esters as anticancer agents" @default.
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- W2102083330 doi "https://doi.org/10.1080/14756360701408606" @default.
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