Synthesis, Computational Study, and Evaluation of In Vitro Antimicrobial, Antibiofilm, and Anticancer Activities of New Sulfanyl Aminonaphthoquinone Derivatives
LETTERS IN DRUG DESIGN & DISCOVERY, vol.14, no.6, pp.647-661, 2017 (SCI-Expanded, Scopus)
- Publication Type: Article / Article
- Volume: 14 Issue: 6
- Publication Date: 2017
- Doi Number: 10.2174/1570180813666161020164931
- Journal Name: LETTERS IN DRUG DESIGN & DISCOVERY
- Journal Indexes: Science Citation Index Expanded (SCI-EXPANDED), Scopus
- 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
- Istanbul University Affiliated: Yes
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).