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Structure–Activity Relationship Investigations Of Leishmanicidal N-Benzylcytisine Derivatives

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In vitro leishmanicidal activity of 16 N-benzylcytisine derivatives has been evaluated using Leishmania donovani axenic amastigotes. In general, halogen (bromo-, chloro-) derivatives appeared to be more toxic against parasites than their parent compounds. Quantum-chemical calculations helped to recognize certain patterns in the structure of frontier orbitals related to bioactivity of compounds. Thus, the presence of halogen atom is shown to have a significant effect on both distribution and the energy of LUMOs thereby on potent activity that was also confirmed by Quantitative-Structure Activity Relationship (QSAR) analysis. Experimentally and theoretically observed structure–cytotoxicity relationships are described.
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Keywords: Austin Model 1; LUMO; Leishmania donovani; N-benzylcytisines; QSAR

Document Type: Research Article

Affiliations: 1: Institute of Chemistry of Plant Substances, Mirzo Ulugbek Street, 77, Tashkent 100170, Uzbekistan 2: College of Pharmacy, The Ohio State University, Columbus, OH, USA

Publication date: July 1, 2011

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