A novel benzimidazole and other constituents with antiproliferative and antioxidant properties from Thymelaea microphylla Coss. et Dur

Noman L., ÖKE ALTUNTAŞ F., Zellagui A., YAĞLIOĞLU A. Ş., DEMİRTAŞ İ., Cardoso S. M., ...More

NATURAL PRODUCT RESEARCH, vol.31, no.17, pp.2032-2041, 2017 (SCI-Expanded) identifier identifier identifier

  • Publication Type: Article / Article
  • Volume: 31 Issue: 17
  • Publication Date: 2017
  • Doi Number: 10.1080/14786419.2016.1274888
  • Journal Name: NATURAL PRODUCT RESEARCH
  • Journal Indexes: Science Citation Index Expanded (SCI-EXPANDED), Scopus
  • Page Numbers: pp.2032-2041
  • Keywords: Thymelaea microphylla, microphybenzimidazole, antiproliferative activity, HeLa, C6, antioxidant activity, WIKSTROEMIA-INDICA, GLYCOSIDES, APOPTOSIS, AGENTS, CELLS
  • Gazi University Affiliated: Yes

Abstract

A new compound (microphybenzimidazole, 7) along with the six known compounds matairesinol (1), prestegane B (2), umbelliferone (3), daphnoretin (4), microphynolide A (5) and microphynolide B (6) were isolated from Thymelaea microphylla. The structures of the pure compounds were elucidated by spectroscopic and mass-spectrometric analyses, including 1D-, 2D-NMR, and HPLC-TOF/MS. Compounds 2 and 4, as well as three fractions (F6, F6-C5, and F6-W42) obtained from a 50% (v:v) CH2Cl2:MeOH extract exhibited a selective activity against rat brain glioma cells (C6). Moreover, compound 1 and other fractions obtained from 50% (v:v) CH2Cl2:MeOH and 70% (v:v) MeOH:H2O extracts exhibited dose- and time-dependent effects on human cervical cancer cell (HeLa), as measured by xCELLigence assay. Compound 2 (IC50=14.0 +/- 0.2g/mL) and fraction F5 (IC50=12.4 +/- 0.1g/mL) showed higher radical scavenging ability than the synthetic agent butylated hydroxytoluene (BHT, IC50=22.7 +/- 0.6g/mL)