Synthesis and bioactivity studies of 1-aryl-3-(2-hydroxyethylthio)-1-propanones

UNLUER E., GÜL H. İ., DEMIRTAS A., SAKAGAMI H., UMEMURA N., TANC M., ...Daha Fazla

JOURNAL OF ENZYME INHIBITION AND MEDICINAL CHEMISTRY, cilt.31, ss.105-109, 2016 (SCI-Expanded) identifier identifier identifier

  • Yayın Türü: Makale / Tam Makale
  • Cilt numarası: 31
  • Basım Tarihi: 2016
  • Doi Numarası: 10.1080/14756366.2016.1209495
  • Dergi Adı: JOURNAL OF ENZYME INHIBITION AND MEDICINAL CHEMISTRY
  • Derginin Tarandığı İndeksler: Science Citation Index Expanded (SCI-EXPANDED), Scopus
  • Sayfa Sayıları: ss.105-109
  • Anahtar Kelimeler: Carbonic anhydrase inhibition, cytotoxicity, PARP, thiol addition, BIS MANNICH-BASES, CORRESPONDING AZINE DERIVATIVES, CARBONIC-ANHYDRASE INHIBITORS, DNA TOPOISOMERASE-I, JURKAT CELLS, CELLULAR GLUTATHIONE, CANCER CELLS, CYTOTOXICITY, PIPERIDINOLS, HYDROCHLORIDES
  • Atatürk Üniversitesi Adresli: Evet

Özet

A series of Mannich bases having piperidine moiety were reacted with 2-mercaptoethanol, leading to 1-aryl-3-piperidine-4-yl-1-propanone hydrochlorides. The cytotoxicity and carbonic anhydrase inhibitory activities of these new compounds were evaluated. Among the compounds, only one derivative, nitro substituent bearing EU9, showed an effective cytotoxicity, although weak tumor specificity against human oral malignant versus nonmalignant cells. The compound induced apoptosis in HSC-2 oral squamous cell carcinoma cells, but not in human gingival fibroblast. Chemical modifications of this lead are thus necessary to further investigate it as a drug candidate and to obtain compounds with a better activity profile.