Quantum Insights Into Fatty Acids, Antioxidant Mechanisms, and Molecular Docking Studies in Anacamptis papilionacea

BASILI T., AYTAR E. C., Miranda M. L. D., Şentürk B., Kömpe Y. Ö.

Lipids, vol.60, no.5, pp.337-353, 2025 (SCI-Expanded, Scopus) identifier identifier

  • Publication Type: Article / Article
  • Volume: 60 Issue: 5
  • Publication Date: 2025
  • Doi Number: 10.1002/lipd.12448
  • Journal Name: Lipids
  • Journal Indexes: Science Citation Index Expanded (SCI-EXPANDED), Scopus, Analytical Abstracts, Aquatic Science & Fisheries Abstracts (ASFA), BIOSIS, CAB Abstracts, Chemical Abstracts Core, Food Science & Technology Abstracts, Veterinary Science Database
  • Page Numbers: pp.337-353
  • Keywords: Anacamptis papilionacea, antioxidant activity, cytotoxicity predictions, endocrine-disrupting properties, fatty acid composition, GC–MS, molecular docking
  • Uşak University Affiliated: Yes

Abstract

This study examines the antioxidant activities, fatty acid composition, cytotoxicity predictions, and endocrine-disrupting potential of metabolites from orchid methanolic-flower extracts. In silico analyses, including molecular docking, NCI-RDG, FMO, ELF, LOL, and MEP mapping, were conducted to explore noncovalent interactions, electronic properties, reactivity, and charge distribution of key metabolites, providing insights into their bioactivity and mechanisms of action. Antioxidant activity, evaluated via the DPPH assay, showed an IC50 value of 12.83 mg/mL for the methanolic extract, outperforming the positive control (BHT, IC50 = 18.00 mg/mL). High flavonoid content, expressed as quercetin equivalents, confirmed the presence of bioactive compounds, including quercetin and gallic acid. The fatty acid (FA) profile of Anacamptis papilionacea fixed oil, analyzed by GC–MS, revealed palmitic acid, α-linolenic acid, 8,11,14-eicosatrienoic acid, and docosahexaenoic acid as dominant FAs, constituting 79.47% of the total oil. Molecular docking showed strong binding interactions of these FAs with the human glucocorticoid receptor. Cytotoxicity predictions indicated promising activity against melanoma and lung carcinoma cells, particularly with 8,11,14-eicosatrienoic acid and docosahexaenoic acid. Endocrine-disrupting potential was evaluated through molecular binding with 14 nuclear receptors, showing varying affinities, particularly for estrogen, androgen, and glucocorticoid receptors. These findings highlight the bioactivity and therapeutic potential of A. papilionacea metabolites, emphasizing their antioxidant, cytotoxic, and receptor-binding capabilities. Further experimental studies are warranted for clinical validation.