Investigation of bond topological and electrostatic properties of plumbagin molecule: an experimental and theoretical charge density study

TitleInvestigation of bond topological and electrostatic properties of plumbagin molecule: an experimental and theoretical charge density study
Publication TypeJournal Article
Year of Publication2020
AuthorsKalaiarasi, C, Sivanandam, M, Suganya, S, Christy, G, Gonnade, RG, Hathwar, VR, Kumaradhas, P
JournalJournal of Molecular Structure
Volume1220
Pagination128714
Date PublishedNOV
Type of ArticleArticle
ISSN0022-2860
KeywordsDipole moment, Electron density, Electrostatic potential, intermolecular interactions, Plumbagin
Abstract

Plumbagin is a naturally occurring derivative with several medicinal properties including antioxidants, antifungal, antimalarial, leprosy and antitumor properties; their structural and electrostatic properties are yet to be determined. The crystal structure of plumbagin has been solved; it shows that the compound crystallizes in P2(1)/c space group with two molecules in the asymmetric unit. The electron density distribution of both molecules have determined from multipole model refinement. Among all the C-O bonds of both molecules (I & II), the OH group connected C-O bond and the methyl group connected C-C bond exhibits less electron density and the negative Laplacian of electron density as well. Further, the electrostatic potential (ESP) surface of two plumbagin molecules show some difference in their electronegative regions. The carbonyl O-atoms exhibit high electronegative ESP regions which are the key reactive locations of plumbagin when bind with the active site of target protein and in the ESP map, an aromatic pi-cloud also observed in one of the molecule. The electron density distribution of O-H center dot center dot center dot O intermolecular interactions between the molecules I and II, reveals that these interactions are found very stronger than the other interactions in the crystal. (C) 2020 Elsevier B.V. All rights reserved.

DOI10.1016/j.molstruc.2020.128714
Type of Journal (Indian or Foreign)

Foreign

Impact Factor (IF)

2.463

Divison category: 
Center for Material Characterization (CMC)

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