Synthesis and investigation of cytotoxicity of new N- and S,S-substituted-1,4-naphthoquinone (1,4-NQ) derivatives on selected cancer lines

GÖKMEN Z., Onan M. E., DENİZ N. G., Karakas D., Ulukaya E.

SYNTHETIC COMMUNICATIONS, cilt.49, sa.21, ss.3008-3016, 2019 (SCI-Expanded, Scopus) identifier identifier

  • Yayın Türü: Makale / Tam Makale
  • Cilt numarası: 49 Sayı: 21
  • Basım Tarihi: 2019
  • Doi Numarası: 10.1080/00397911.2019.1655057
  • Dergi Adı: SYNTHETIC COMMUNICATIONS
  • Derginin Tarandığı İndeksler: Science Citation Index Expanded (SCI-EXPANDED), Scopus
  • Sayfa Sayıları: ss.3008-3016
  • Anahtar Kelimeler: 1, 4-Naphthoquinone (1, 4-NQ), heterocyclic thioether, cytotoxicity, anticancer agent, BREAKAGE-REUNION REACTION, 1,4-NAPHTHOQUINONE DERIVATIVES, BIOLOGICAL EVALUATION, ANTICANCER ACTIVITY, NAPHTHOQUINONE
  • İstanbul Üniversitesi-Cerrahpaşa Adresli: Evet

Özet

1,4-Naphthoquinones (1,4-NQ) have been reported to possess a variety of pharma-cological properties including antibacterial, antifungal, antiviral, anti-inflammatory, anti-artherosclerotic, and anticancer effects. In this study, new N- and S,S-substituted-1,4-NQ derivatives were synthesized in excellent yields and were completely characterized by spectroscopic analysis IR, NMR (H-1 and C-13), MS and microanalysis. The cytotoxic activities of 1,4-NQ derivatives were examined against to A-549, DU145, HCT-116 and MDA-MB-231 cancer cells. Among these compounds, 2-[4-(2-furoyl)piperazine-1-yl]-3-chloro-1,4-NQ 5 and 2,3-bis(cyclobuthylsulfanyl)-1,4-NQ 17 were identified as the most potent anticancer agents with cytotoxic activity against three cell lines (breast (MDA-MB-231), prostate (DU145), colorectal (HCT-116).