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., ...Daha Fazla

LETTERS IN DRUG DESIGN & DISCOVERY, cilt.14, sa.6, ss.647-661, 2017 (SCI-Expanded) identifier identifier

  • Yayın Türü: Makale / Tam Makale
  • Cilt numarası: 14 Sayı: 6
  • Basım Tarihi: 2017
  • Doi Numarası: 10.2174/1570180813666161020164931
  • Dergi Adı: LETTERS IN DRUG DESIGN & DISCOVERY
  • Derginin Tarandığı İndeksler: Science Citation Index Expanded (SCI-EXPANDED), Scopus
  • Sayfa Sayıları: ss.647-661
  • Anahtar Kelimeler: 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
  • İstanbul Üniversitesi Adresli: Evet

Özet

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).