Synthesis and antiproliferative evaluation of some 1,4-naphthoquinone derivatives against human cervical cancer cells

KAÇMAZ A., DENİZ N. G., AYDINLI S. G., Sayil C., Onay-Ucar E., Mertoglu E., ...Daha Fazla

OPEN CHEMISTRY, cilt.17, sa.1, 2019 (SCI-Expanded) identifier identifier

  • Yayın Türü: Makale / Tam Makale
  • Cilt numarası: 17 Sayı: 1
  • Basım Tarihi: 2019
  • Doi Numarası: 10.1515/chem-2019-0030
  • Dergi Adı: OPEN CHEMISTRY
  • Derginin Tarandığı İndeksler: Science Citation Index Expanded (SCI-EXPANDED), Scopus
  • Anahtar Kelimeler: Quinones, Amines, Thiols, Antiproliferative activity, HeLa cell, NAPHTHOQUINONE DERIVATIVES, BIOLOGICAL EVALUATION, ANTICANCER ACTIVITIES, SPECTRAL PROPERTIES, ANTIFUNGAL, AGENTS, ANTIOXIDANT, CHEMISTRY, QUINONES, NITROGEN
  • İstanbul Üniversitesi Adresli: Evet

Özet

In the course of biological properties of quinone derivatives, the N(H)-, S- and S,S-substituted-1,4-naphthoquinones were synthesized by reactions of 2,3-dichloro-1,4-naphthoquinone with different amines (2-morpholinoaniline, tert-butyl 4-aminobenzoate, 4-tert- butyl-benzylamine, N-(3-aminopropyl)-2-pipecoline, 2-amino-5,6-dimethylbenzothiazole, N,N'-diphenyl- p-phenylenediamine) and thiolat (sodium 2-methyl-2-propanethiolate). All new products were characterized by MS-ESL UV-Vis, FT-IR, H-1 NMR, C-13 NMR. The antiproliferative activities of these compounds on human cervical cancer (HeLa) cells were evaluated by MTT (3[4,5-dimethylthiazol-2-yl]-2,5-diphenyl tetrazolium bromide) assay. Although all derivatives inhibited cell growth, the most active compound was 2-(tert-butylthio)-3-chloronaphthalene-1,4-dione 5 (IC50 =10.16 mu M) against the HeLa cells.