Synthesis and Cytotoxicities of 2-[4-hydroxy-(3,5-bis-aminomethyl)-benzylidene]-indan-1-ones

TUĞRAK M., GÜL H. İ., Sakagami H.

LETTERS IN DRUG DESIGN & DISCOVERY, cilt.12, sa.10, ss.806-812, 2015 (SCI-Expanded) identifier identifier

  • Yayın Türü: Makale / Tam Makale
  • Cilt numarası: 12 Sayı: 10
  • Basım Tarihi: 2015
  • Doi Numarası: 10.2174/1570180812666150430002002
  • Dergi Adı: LETTERS IN DRUG DESIGN & DISCOVERY
  • Derginin Tarandığı İndeksler: Science Citation Index Expanded (SCI-EXPANDED), Scopus
  • Sayfa Sayıları: ss.806-812
  • Anahtar Kelimeler: Indan-1-one, phenol, bis-Mannich bases, cytotoxicity, synthesis, tumour selectivity, chalcone analogue, BIS MANNICH-BASES, CORRESPONDING AZINE DERIVATIVES, DNA TOPOISOMERASE-I, CANCER CELLS, JURKAT CELLS, ANTIINFLAMMATORY ACTIVITY, ANTIFUNGAL EVALUATION, CELLULAR GLUTATHIONE, BIOLOGICAL-ACTIVITY, HYDROCHLORIDES
  • Atatürk Üniversitesi Adresli: Evet

Özet

Chalcones and Mannich bases are bioactive compounds and known with their cytotoxicities. alpha,beta-Unsaturated ketones are reported with their alkylating potential to cellular thiols thereby inducing cytotoxicities. In this study; Mannich bases (MT2-MT7), which may generate two additional alkylating centers comparing with starting compound 2-(4-hydroxybenzylidene)-2,3-dihydroinden-1-one MT1, were designed and synthesized expecting the increased cytotoxicities in bis Mannich bases. Their cytotoxicities were tested against Ca9-22, HSC-2, HSC-3, and HSC-4 human oral squamous cell carcinoma as tumour cell lines and HGF, HPC, and HPLF human normal oral cells as non tumour cell lines. Amine parts were changed as N-methylpiperazine (MT2), pyrrolidine (MT3), morpholine (MT4), piperidine (MT5), dimethylamine (MT6), and dipropylamine (MT7).