Synthesis, computational study, and evaluation of in vitro antimicrobial, antibiofilm, and anticancer activities of new sulfanyl aminonaphthoquinone derivatives


Bayrak N. , Yildirim H., Tuyun A. F. , Kara E. M. , Celik B. O. , Gupta G. K. , ...More

Letters in Drug Design and Discovery, vol.14, no.6, pp.647-661, 2017 (Journal Indexed in SCI Expanded) identifier identifier

  • Publication Type: Article / Article
  • Volume: 14 Issue: 6
  • Publication Date: 2017
  • Doi Number: 10.2174/1570180813666161020164931
  • Title of Journal : Letters in Drug Design and Discovery
  • Page Numbers: pp.647-661
  • Keywords: Naphthoquinones, aminoquinones, antibacterial activity, antifungal activity, antibiofilm activity, anticancer activity, NCI, colon cancer, docking study, NATIONAL-CANCER-INSTITUTE, 1,4-NAPHTHOQUINONE DERIVATIVES, BIOLOGICAL EVALUATION, CONTAINING HETERO-1,4-NAPHTHOQUINONES, SUBSTITUTED 1,4-NAPHTHOQUINONES, CHEMOSELECTIVE SYNTHESIS, CYTOTOXICITY EVALUATION, DRUG DISCOVERY, ANTIFUNGAL, ANTIBACTERIAL

Abstract

Background: A set of novel sulfanyl aminonaphthoquinone derivatives (5a-j) were synthesized starting from 2,3-dichloro-1,4-naphthoquinone (1). The amine substituents were introduced via a nucleophilic substitution at reflux temperature. Subsequent reactions of 2-chloro-3-arylamino-1,4-naphthoquinones (3a-d) with different thiols (4a-c) led to the formation of the desired amino-and thio-substituted products (5a-j).