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Research Article

Isolation, characterization and evaluation of oxypeucedanin and osthol from local endemic Prangos aricakensis Behçet and Yapar root as antioxidant, enzyme inhibitory, antibacterial and DNA protection: molecular docking and DFT approaches

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Received 13 Sep 2023, Accepted 03 Jan 2024, Published online: 12 Jan 2024
 

Abstract

Prangos species were previously used against many disorders due to their chemical component. Prangos aricakensis Behçet & Yapar is a newly discovered local endemic species in Turkey’s eastern region, and there is no research on P. aricakensis in the literature. In this work, oxypeucedanin and osthol molecules have been isolated from the root part of P. aricakensis for the first time. Oxypeucedanin and osthol structures were elucidated by 1D and 2D NMR analysis. For the bioactivities determination, antioxidant (DPPH· and ABTS·+ scavenging), enzyme inhibition (AChE, BChE, tyrosinase, and urease), antibacterial and DNA protection activity studies were applied for both molecules and compared with standard drug molecules, after applying enzyme kinetic assays and in silico approaches to clarify the mechanism of action for both molecules with enzymes, using molecular docking and density functional theory (DFT). Oxypeucedanin (2.19 ± 0.38 µg/mL) and osthol (4.57 ± 1.28 µg/mL) exhibited better activity than standards in DPPH scavenging activity. Osthol (11.76 ± 0.59 µg/mL) showed a better tyrosinase inhibition effect than kojic acid (12.82 ± 0.91 µg/mL), and oxypeucedanin (3.03 ± 0.01 µg/mL) showed better urease inhibition effect than thiourea (5.37 ± 1.86 µg/mL). Our results showed that the osthol molecule was an excellent skin protective agent while the oxypeucedanin molecule could be a remarkable antiulcer agent. Therefore, although this study is the first in its field, it remained in the in vitro and in silico stages and is thought to pave the way for in vivo studies in the future.

Communicated by Ramaswamy H. Sarma

Acknowledgments

This work was supported by TUBITAK (The Scientific and Technological Research Council of Turkey) with the code 221Z330. Part of the DFT calculations disclosed in this article were completed at the High Performance and Grid Computing Center (TRUBA, Resources). In particular, thank Dr. Taşkın BASILI from Ondokuz Mayıs University, Department of Chemistry, for their valuable contribution and assistance in DFT calculations.

Disclosure statement

No potential conflict of interest was reported by the authors.

Additional information

Funding

This work was supported by TUBITAK (The Scientific and Technological Research Council of Turkey) with the code 221Z330

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