Synthesis, Molecular Docking and In Vitro Antimicrobial Studies of New Hexahydroindazole Derivatives of Curcumin

Author(s): Dileep Kumar, Harish B.G, Mayank Gangwar, Manish Kumar, Dharmendra Kumar, RaginiTilak, Gopal Nath, Ashok kumar, Sushil Kumar Singh

Journal Name: Letters in Drug Design & Discovery

Volume 10 , Issue 2 , 2013


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Abstract:

A series of hexahydroindazole analogues of curcumin were synthesized and investigated for in vitro and in silico antimicrobial activity. The structures of synthesized compounds were identified on the basis of satisfactory analytical and spectral data (1H NMR, 13C NMR, EI-MASS techniques and elemental analysis). Synthesized compounds showed moderate to high activity against both bacterial and fungal strains. All compounds were docked computationally to the active site of enzyme L-glutamine: D-fructose-6-phosphate amido-transferase [GlcN-6-P] (EC 2.6.1.16). The autodock programme 4.0 was employed to perform automated molecular docking. (E)-1-(7-(3-methoxybenzylidene)-3-(3- methoxyphenyl)-3,3a,4,5,6,7-hexahydro-2H-indazol-2-yl)ethanone (A7) turned out to be the most potent analogue of the series, showing best activity against bacterial and fungal strains. Compound A7 showed minimum binding and docking energy and may be considered as good inhibitor of GlcN-6-P synthase. Further investigation and optimization of this lead could provide new antimicrobial molecules.

Keywords: Autodock 4.0, Bacterial strain, Fungal strains, GlcN-6-P synthase, Hexahydroindazole, In silico, cycloheaxanon, glacial acetic acid, ethlyl alcohol, Candida

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Article Details

VOLUME: 10
ISSUE: 2
Year: 2013
Page: [119 - 128]
Pages: 10
DOI: 10.2174/157018013804725161
Price: $65

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