Centaurea mersinensis phytochemical composition and multi-dimensional bioactivity properties supported by molecular modeling

Abstract

Various studies conducted on Centaurea species indicate that the relevant plant is good source of bioactive phytochemicals. In this study, in vitro studies were used to determine bioactivity properties of methanol extract of Centaurea mersinensis - endemic species in Turkey - on extensive basis. Furthermore, the interaction of target molecules, identified for breast cancer and phytochemicals in the extract, was investigated via in silico analyses to support findings received in vitro. Scutellarin, quercimeritrin, chlorogenic acid and baicalin were primary phytochemicals in the extract. Methanol extract and scutellarin had higher cytotoxic effects against MCF-7 (IC₅₀=22.17 µg/mL, and IC₅₀=8.25 µM, respectively), compared to other breast cancer cell lines (MDA-MB-231, SKBR-3). The extract had strong antioxidant properties and inhibited target enzymes, especially α-amylase (371.69 mg AKE/g extract). The results of molecular docking indicate that main compounds of extract show high-strength bonding to the c-Kit tyrosine among target molecules identified in breast cancer, compared to other target molecules (MMP-2, MMP-9, VEGFR2 kinase, Aurora-A kinase, HER2). The tyrosinase kinase (1T46)-Scutellarin complex showed considerable stability in 150 ns simulation as per MD findings, and it was coherent with optimal docking findings. Docking findings and HOMO-LUMO analysis results corresponds with in vitro experiments. Medicinal properties of phytochemicals, which was determined to be suitable for oral use along with ADMET, were found to be within normal limits except for their polarity properties. In conclusion, in vitro and in silico studies indicated that the relevant plant yields promising results regarding its potential to develop novel and effective medicational products.

Communicated by Ramaswamy H. Sarma

Keywords:

• Centaurea mersinensis
• enzyme inhibition
• anti-breast cancer activities
• molecular docking
• ADMET
• molecular dynamics

Disclosure statement

No potential conflict of interest was reported by the authors.

Acknowledgement

Method validation and LC-ESI-MS/MS analysis were conducted at Igdir University Research Laboratory Application and Research Center (ALUM).

Additional information

Funding

This study was supported by the Research Fund of Kırıkkale University (BAP 2017/029).