Triazole-Diindolylmethane Conjugates as New Antitubercular Agents: Synthesis, Bioevaluation and Molecular Docking

Bapurao B Shingate; Ashruba Danne; Amit Choudhari; Shakti Chakraborty; Dhiman Sarkar; vijay khedkar

doi:10.1039/C8MD00055G

Triazole-Diindolylmethane Conjugates as New Antitubercular Agents: Synthesis, Bioevaluation and Molecular Docking

Bapurao B Shingate, Ashruba Danne, Amit Choudhari, Shakti Chakraborty, Dhiman Sarkar and vijay khedkar

Abstract

We have described the synthesis of novel triazole incorporated diindolylmethanes (DIMs) using molecular hybridization approach and their in vitro antitubercular activity against Mycobacterium tuberculosis H37Ra (ATCC 25177) both in active and dormant state. Among all the synthesized conjugates, the compounds 6b, 6f, 6l, 6n, 6q, 6r and 6s displayed good antitubercular activity against both active and dormant Mtb H37Ra strain. The compound 6l exhibited good antitubercular activity against Mtb H37Ra dormant with IC50 value 1 μg/mL and IC90 (MIC) value 3 μg/mL. The compounds 6b, 6l and 6r displayed good antitubercular activity against Mtb H37Ra active with IC50 values 2.19, 1.52 and 0.22 µg/mL respectively. The compounds 6b, 6h, 6l, and 6s displayed more than 70% inhibition towards B. subtilus strain against Gram-positive bacteria at 3µg/mL. The molecular docking study shows the binding modes of the titled compounds in active site of DprE1 enzyme and was helped to launch a structural basis for the inhibition of Mycobacteria.

Supplementary files

Publication details

The article was received on 30 Jan 2018, accepted on 09 Apr 2018 and first published on 11 Apr 2018

Article type: Research Article

DOI: 10.1039/C8MD00055G

Citation: Med. Chem. Commun., 2018, Accepted Manuscript

Request permissions
Triazole-Diindolylmethane Conjugates as New Antitubercular Agents: Synthesis, Bioevaluation and Molecular Docking

B. B. Shingate, A. Danne, A. Choudhari, S. Chakraborty, D. Sarkar and V. khedkar, Med. Chem. Commun., 2018, Accepted Manuscript , DOI: 10.1039/C8MD00055G
If you are not the author of this article and you wish to reproduce material from it in a third party non-RSC publication you must formally request permission using RightsLink. Go to our Instructions for using RightsLink page for details.

Authors contributing to RSC publications (journal articles, books or book chapters) do not need to formally request permission to reproduce material contained in this article provided that the correct acknowledgement is given with the reproduced material.

Reproduced material should be attributed as follows:
For reproduction of material from NJC:
Reproduced from Ref. XX with permission from the Centre National de la Recherche Scientifique (CNRS) and The Royal Society of Chemistry.

For reproduction of material from PCCP:
Reproduced from Ref. XX with permission from the PCCP Owner Societies.

For reproduction of material from PPS:
Reproduced from Ref. XX with permission from the European Society for Photobiology, the European Photochemistry Association, and The Royal Society of Chemistry.

For reproduction of material from all other RSC journals and books:
Reproduced from Ref. XX with permission from The Royal Society of Chemistry.
If the material has been adapted instead of reproduced from the original RSC publication "Reproduced from" can be substituted with "Adapted from".

In all cases the Ref. XX is the XXth reference in the list of references.

If you are the author of this article you do not need to formally request permission to reproduce figures, diagrams etc. contained in this article in third party publications or in a thesis or dissertation provided that the correct acknowledgement is given with the reproduced material.

Reproduced material should be attributed as follows:
For reproduction of material from NJC:
[Original citation] - Reproduced by permission of The Royal Society of Chemistry (RSC) on behalf of the Centre National de la Recherche Scientifique (CNRS) and the RSC

For reproduction of material from PCCP:
[Original citation] - Reproduced by permission of the PCCP Owner Societies

For reproduction of material from PPS:
[Original citation] - Reproduced by permission of The Royal Society of Chemistry (RSC) on behalf of the European Society for Photobiology, the European Photochemistry Association, and RSC

For reproduction of material from all other RSC journals:
[Original citation] - Reproduced by permission of The Royal Society of Chemistry
If you are the author of this article you still need to obtain permission to reproduce the whole article in a third party publication with the exception of reproduction of the whole article in a thesis or dissertation.

Information about reproducing material from RSC articles with different licences is available on our Permission Requests page.

MedChemComm

Triazole-Diindolylmethane Conjugates as New Antitubercular Agents: Synthesis, Bioevaluation and Molecular Docking

Abstract

Supplementary files

Publication details

Triazole-Diindolylmethane Conjugates as New Antitubercular Agents: Synthesis, Bioevaluation and Molecular Docking

Search articles by author

Spotlight

Advertisements