Arylquinolinecarboxamides: Synthesis, in vitro and in silico studies against Mycobacterium tuberculosis

Bokosi, Fostino R B; Beteck, Richard M; Jordaan, Audrey; Seldon, Ronnett; Warner, Digby F; Tshiwawa, Tendamudzimu; Lobb, Kevin A; Khanye, Setshaba D

Title: Arylquinolinecarboxamides: Synthesis, in vitro and in silico studies against Mycobacterium tuberculosis
Creator: Bokosi, Fostino R B
Creator: Beteck, Richard M
Creator: Jordaan, Audrey
Creator: Seldon, Ronnett
Creator: Warner, Digby F
Creator: Tshiwawa, Tendamudzimu
Creator: Lobb, Kevin A
Creator: Khanye, Setshaba D
Subject: To be catalogued
Date Issued: 2021
Date: 2021
Type: text
Type: article
Identifier: http://hdl.handle.net/10962/451064
Identifier: vital:75015
Identifier: xlink:href="https://doi.org/10.1002/jhet.4340"
Description: A series of fourteen 6-substituted-2-(methoxyquinolin-3-yl) methyl)-N-(pyridin-3-ylmethyl) benzamides was prepared from commercially available anilines infive simple and convenient synthetic steps. The structures of all new productswere confirmed by routine spectroscopic methods: IR,1Hand13 CNMR,andHRMS (electrospray ionization). The resulting arylquinolinecarboxamides weresubjected to biological screening assay forin vitroinhibitory activity againstMyco-bacterium tuberculosis (Mtb) H37Rv strain. Several compounds exhibited modestantitubercular activity with compounds8–11,15and19exhibiting MIC90valuesin the range of 32–85μM. The antitubercular data suggested that inhibition ofMtbcan be imparted by the introduction of a non-polar substituent on C-6 of thequinoline scaffold. Further, to understandthepossiblemodeofactionoftheseries, the reported compounds and bedaquiline were subjected toin silicodock-ing studies againstMtbATPase to determine their potential to interfere with themycobacterial adenosine triphosphate (ATP) synthase. The results showed thatthese compounds have the potential toserve as antimycobacterial agents.In silicoADME pharmacokinetic prediction results showed the ability of thesearylquinolinecarcboxamides to be absorbed, distributed, metabolized andexcreted efficiently.
Format: computer
Format: online resource
Format: application/pdf
Format: 1 online resource (12 pages)
Format: pdf
Publisher: Wiley
Language: English
Relation: Journal of Heterocyclic Chemistry
Relation: Bokosi, F.R., Beteck, R.M., Jordaan, A., Seldon, R., Warner, D.F., Tshiwawa, T., Lobb, K. and Khanye, S.D., 2021. Arylquinolinecarboxamides: Synthesis, in vitro and in silico studies against Mycobacterium tuberculosis. Journal of Heterocyclic Chemistry, 58(11), pp.2140-2151
Relation: Journal of Heterocyclic Chemistry volume 58 number 11 p. 2140 2021 1943-5193
Rights: Publisher
Rights: Use of this resource is governed by the terms and conditions of the Wiley Library Online Terms of Use Statement (https://onlinelibrary.wiley.com/terms-and-conditions)
Rights: Closed Access

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Khanye, David Setshaba (Associate Prof)

RU Department of Pharmacy

Lobb, Kevin Allan (Assoc Prof)

SDG 03. Good Health and Well-Being

RU Department of Chemistry

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