Design, Synthesis, Antimicrobial Evaluation, and Molecular Modeling Studies of Novel Indolinedione−Coumarin Molecular Hybrids

31 Pages Posted: 3 Feb 2020 Last revised: 6 Feb 2020

See all articles by Harmandeep Kaur Gulati

Harmandeep Kaur Gulati

Department of Pharmaceutical Sciences, Guru Nanak Dev University

Jyoti Bhagat

Department of Pharmaceutical Sciences, Guru Nanak Dev University

Harbinder Singh

Department of Pharmaceutical Sciences, Guru Nanak Dev University

PMS Bedi

Department of Pharmaceutical Sciences, Guru Nanak Dev University

Date Written: January 31, 2020

Abstract

Keeping in view various pharmacological of indole and coumarin derivatives, a new series of indolindione−coumarin molecular hybrids was rationally designed and synthesized. All synthesized hybrid molecules were evaluated for their antimicrobial potential against Gram negative bacterial strains (Escherichia coli and Salmonella enterica), Gram-positive bacterial strains (Staphylococcus aureus and Mycobacterium smegmatis), and four fungal strains (Candida albicans, Alternaria mali, Penicillium sp., and Fusarium oxysporum) by using the agar gel diffusion method. Among all synthetics, compounds K-1 and K-2 were found to be the best antimicrobial agents with the minimum inhibitory concentration values of 30 and 312 μg/mL, against Penicillium sp. and S. aureus, respectively. The biological data revealed some interesting facts about the structure−activity relationship which state that the electronic environment on the indolinedione moiety and carbon chain length between indolinedione and triazole moieties considerably affect the antimicrobial potential of the synthesized hybrids. Various types of binding interactions of K-2 within the active site of S. aureus dihydrofolate reductase were also streamlined by molecular modeling studies, which revealed the possible mechanism for potent antibacterial activity of the compound.

Keywords: Indolindione, coumarin, molecular modeling studies

Suggested Citation

Gulati, Harmandeep Kaur and Bhagat, Jyoti and Singh, Harbinder and Bedi, Preet Mohinder Singh, Design, Synthesis, Antimicrobial Evaluation, and Molecular Modeling Studies of Novel Indolinedione−Coumarin Molecular Hybrids (January 31, 2020). Available at SSRN: https://ssrn.com/abstract=3529215 or http://dx.doi.org/10.2139/ssrn.3529215

Harmandeep Kaur Gulati (Contact Author)

Department of Pharmaceutical Sciences, Guru Nanak Dev University ( email )

GT ROAD Amritsar
GT, ROAD AMRITSAR
Amritsar, Punjab 143005
India
7837600808 (Phone)

Jyoti Bhagat

Department of Pharmaceutical Sciences, Guru Nanak Dev University ( email )

department of pharmaceutical sciences
amritsar, punjab
AMRITSAR, ID 143001
India
9888507437 (Phone)

Harbinder Singh

Department of Pharmaceutical Sciences, Guru Nanak Dev University ( email )

G.T Road, Amritsar
same
AMRITSAR, KY 143005
India
9463148367 (Phone)

Preet Mohinder Singh Bedi

Department of Pharmaceutical Sciences, Guru Nanak Dev University ( email )

GT ROAD Amritsar
GT, ROAD AMRITSAR
Amritsar, Punjab 143005
India

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