Antioxidant and cytotoxic properties of novel spirocyclic benzothiazolines

Cihan-Ustundag G., Ozsoy N., Oztas E., Karali N. L., Capan G.

MARMARA PHARMACEUTICAL JOURNAL, vol.21, no.4, pp.978-986, 2017 (ESCI) identifier identifier

  • Publication Type: Article / Article
  • Volume: 21 Issue: 4
  • Publication Date: 2017
  • Doi Number: 10.12991/mpj.2017.33
  • Journal Name: MARMARA PHARMACEUTICAL JOURNAL
  • Journal Indexes: Emerging Sources Citation Index (ESCI), Scopus, TR DİZİN (ULAKBİM)
  • Page Numbers: pp.978-986
  • Istanbul University Affiliated: Yes

Abstract

In this work, we report the synthesis, structural characterization and evaluation of in vitro antioxidant and cytotoxic properties of novel spirobenzothiazolines (1a-e, 2a-e). 5-nonsubstituted spirobenzothiazolines (1a-e) demonstrated notable inhibitory capacity on lipid peroxidation (LPO), reducing power and scavinging effects on diphenylpicryl hydrazine (DPPH.) and 2,2'-azino-bis(3-ethylbenzthiazoline-6-sulphonic acid (ABTS. +) radicals, that were similar to that of alpha-tocopherol. The most potent antioxidant was compound 1a (incorporating an ethyl group on the cyclohexane ring) with an anti-LPO activity 2-fold higher than that of alpha-tocopherol. Compound 1a exhibited anti-LPO and DPPH. scavenging activities at concentrations lower than those cytotoxic for mouse normal fibroblast (NIH/3T3) cells and was also found to be slightly more selective for cancer cells (human prostat adenocarcinoma cell/PC-3) than normal mammalian cells.