Synthesis, characterization and cytotoxic investigations of novel bis(indole) analogues besides antimicrobial study

Praveen Choppara; M.S. Bethu; Y. Vara Prasad; J. Venkateswara Rao; T.J. Uday Ranjan; G.V. Siva Prasad; Rajitha Doradla; Y.L.N. Murthy

Arabian Journal of Chemistry (Dec 2019)

Synthesis, characterization and cytotoxic investigations of novel bis(indole) analogues besides antimicrobial study

Praveen Choppara,
M.S. Bethu,
Y. Vara Prasad,
J. Venkateswara Rao,
T.J. Uday Ranjan,
G.V. Siva Prasad,
Rajitha Doradla,
Y.L.N. Murthy

Affiliations

Praveen Choppara: Department of Organic Chemistry, Foods, Drugs & Water, Andhra University, Visakhapatnam 530 003, India; Department of Science & Humanities, Raghu Engineering College, Dakamarri, Visakhapatnam 531 162, India
M.S. Bethu: Biology Division, Indian Institute of Chemical Technology, Hyderabad 500 007, India
Y. Vara Prasad: Department of Organic Chemistry, Foods, Drugs & Water, Andhra University, Visakhapatnam 530 003, India
J. Venkateswara Rao: Biology Division, Indian Institute of Chemical Technology, Hyderabad 500 007, India
T.J. Uday Ranjan: Department of Marine Living Resources, Andhra University, Visakhapatnam 530 003, India
G.V. Siva Prasad: Department of Organic Chemistry, Foods, Drugs & Water, Andhra University, Visakhapatnam 530 003, India; Department of Science & Humanities, Raghu Engineering College, Dakamarri, Visakhapatnam 531 162, India
Rajitha Doradla: Department of Organic Chemistry, Foods, Drugs & Water, Andhra University, Visakhapatnam 530 003, India
Y.L.N. Murthy: Department of Organic Chemistry, Foods, Drugs & Water, Andhra University, Visakhapatnam 530 003, India; Corresponding author. Tel.: +91 9849229804; fax: +91 891 2713813.

Journal volume & issue: Vol. 12, no. 8
pp. 2721 – 2731

Abstract

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Two series of novel bis(indole) analogues viz., N′-((5-substituted-1H-indol-3-yl)methylene)-n-(1H-indol-3-yl)alkanehydrazides (7a–f) and N′-((5-substituted-1-(3-methylbut-2-enyl)-1H-indol-3-yl)methylene)-n-(1H-indol-3-yl)acetohydrazide (8a–f) were synthesized and characterized by spectral analysis. The target molecules were screened for their antimicrobial, anticancer activities and structure and activity relationship (SAR) was investigated. Compounds 7a, 7c and 8a were found to be active in antimicrobial screening. Anticancer screening reveals that Compound 7c was active against HeLa cell line with an IC50 of 43.1 μM and compound 7d was found to be interesting candidate with an IC50 of 26.0 and 30.2 μM against Colo-205 and Hep G2 cell lines respectively. Keywords: Indole-3-acylhydrazides, Indole-3-carboxaldehyde, N-prenylated indole-3-carboxaldehyde, Bis(indole) analogues, Antimicrobial activity, Anticancer activity

Published in Arabian Journal of Chemistry

ISSN: 1878-5352 (Print)
Publisher: Elsevier
Country of publisher: Netherlands
LCC subjects: Science: Chemistry
Website: http://www.journals.elsevier.com/arabian-journal-of-chemistry/

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