# Phytochemical Analysis of Lipid Composition and Biological Activities in the Seeds of Evening Primrose from Bulgaria

**Authors:** Ana Zheleva, Zhana Petkova, Ginka Antova, Olga Teneva, Maria Angelova-Romova, Kaloyan D. Georgiev, Iliya Slavov, Petya Boycheva, Nadezhda Ivanova, Neli Ermenlieva, Velichka Andonova

PMC · DOI: 10.3390/ph19020225 · 2026-01-28

## TL;DR

This study analyzes the chemical composition and biological effects of oil from Bulgarian evening primrose seeds, finding it has strong antioxidant properties and potential for skin-related applications.

## Contribution

The study provides new data on the stability and biological activity of evening primrose seed oil from Bulgaria, including its antimicrobial and proliferative effects.

## Key findings

- The oil showed strong antioxidant capacity and antimicrobial activity against S. epidermidis and S. pyogenes.
- The oil increased cell proliferation in HaCaT cells, suggesting keratinocyte-stimulating potential.
- Linoleic acid remained stable at ~70%, while γ-linolenic acid varied between 7.1% and 13.7%.

## Abstract

Background/Objectives: The present study is aimed at evaluating the chemical profile and biological activity of the widespread species Oenothera biennis L. in Bulgaria, collected from its natural habitat. Methods: The seeds of the species were collected in 2023 and 2024, and the fatty acid and unsaponified (sterols, tocopherols, phospholipids) profile of the glyceride oil was investigated using standard chromatographic methods. The oil’s antimicrobial activity was evaluated using MBC/MFC assays, while its antioxidant capacity was assessed using the ORAC method. The proliferative effects of the oil were investigated using an MTT assay in human cell lines BJ, HaCaT, and MCF-12F. Results: The oil content of the seeds remained stable during the two years studied (16.7–16.9%). Variations were observed in the oil’s unsaponified fraction, including sterols, phospholipids, tocopherols, and several fatty acids. The primary fatty acid (linoleic acid) remained at almost the same value (~70%) during both periods, while γ-linolenic acid varied from 7.1% to 13.7%. β-sitosterol and phosphatidylcholine were the leading sterol and phospholipid components, while γ-tocopherol predominated among the tocopherols. The oil exhibited antimicrobial activity only against S. epidermidis and S. pyogenes and showed strong antioxidant capacity. MTT assays present sustained viability in BJ and MCF-12F cells and significantly increased proliferation in HaCaT cells. Conclusions: The oil demonstrated promising antioxidant potential, selective antimicrobial effects, and keratinocyte-stimulating activity, supporting its potential for diverse applications. However, to further confirm these findings, in vivo studies of the oil are needed.

## Linked entities

- **Chemicals:** linoleic acid (PubChem CID 5280450), γ-linolenic acid (PubChem CID 3453), β-sitosterol (PubChem CID 222284)
- **Species:** Staphylococcus epidermidis (taxon 1282), Streptococcus pyogenes (taxon 1314), Homo sapiens (taxon 9606)

## Full-text entities

- **Diseases:** skin infections (MESH:D007239), cytotoxic (MESH:D064420), dermatological ailments (MESH:D000168), impetigo (MESH:D007169), breast pain (MESH:D059373), atopic dermatitis (MESH:D003876), bacterial (MESH:D001424), mesothelioma (MESH:D008654), water loss (MESH:D000069578), malignant (MESH:D009369), inflammatory (MESH:D007249), injury to (MESH:D014947), Gram (MESH:D016908), skin problems (MESH:D012871), PMS (MESH:D011293), phototoxic (MESH:D017484)
- **Chemicals:** Fluorescein (MESH:D019793), MTT (MESH:C070243), amino acids (MESH:D000596), delta-tocopherol (MESH:C479072), starch (MESH:D013213), triterpenoids (MESH:D014315), phosphatidylcholine (MESH:D010713), gamma-linolenic acid (MESH:D017965), oil (MESH:D009821), Fatty Acids (MESH:D005227), acetone (MESH:D000096), carbohydrate (MESH:D002241), Tocopherols (MESH:D024505), phosphatidylserine (MESH:D010718), MUFA (MESH:D005229), eicosanoids (MESH:D015777), C18:3 (n-6)-gamma-Linolenic acid (-), 1,4-dioxane (MESH:C025223), beta-cyclodextrins (MESH:D047392), NO (MESH:D009614), phosphatidylethanolamine (MESH:C483858), potassium (MESH:D011188), Poloxamer 407 (MESH:D020442), gamma-tocopherol (MESH:D024504), PUFA (MESH:D005231), sodium (MESH:D012964), PBS (MESH:D007854), oleic acid (MESH:D019301), evening primrose oil (MESH:C028498), perchloric acid (MESH:C576518), cellulose (MESH:D002482), stigmasterol (MESH:D013265), DMSO (MESH:D004121), magnesium (MESH:D008274), CAS (MESH:D002118), sulfuric acid (MESH:C033158), peroxyl radicals (MESH:C049375), glyceride (MESH:D005989), phosphatidylethanolamines (MESH:D010714), CO2 (MESH:D002245), Lipid (MESH:D008055), ABTS (MESH:C002502), chloroform (MESH:D002725), palmitic acid (MESH:D019308), alpha-tocopherol (MESH:D024502), Sterol (MESH:D013261), 2,2'-azobis(2-amidinopropane) dihydrochloride (MESH:C046728), sitostanol (MESH:C021255), beta-sitosterol (MESH:C025473), brassicasterol (MESH:C003532), phosphatidic acids (MESH:D010712), essential fatty acid (MESH:D005228), DPPH (MESH:C004931), polymer (MESH:D011108), phytosterol (MESH:D010840), cefoxitin (MESH:D002440), Trolox (MESH:C010643), methanol (MESH:D000432), Linoleic acid (MESH:D019787), campesterol (MESH:C021273)
- **Species:** Staphylococcus aureus (species) [taxon 1280], Homo sapiens (human, species) [taxon 9606], Staphylococcus epidermidis (species) [taxon 1282], Escherichia coli ATCC 25922 (strain) [taxon 1322345], Oenothera rhombipetala (species) [taxon 690548], Pseudomonas aeruginosa (species) [taxon 287], Aspergillus niger (species) [taxon 5061], Klebsiella pneumoniae (species) [taxon 573], Candida albicans (species) [taxon 5476], Oenothera biennis (German evening primrose, species) [taxon 3942], Escherichia coli (E. coli, species) [taxon 562], Streptococcus pyogenes (species) [taxon 1314]
- **Cell lines:** HaCaT — Homo sapiens (Human), Spontaneously immortalized cell line (CVCL_0038), MCF-12F — Homo sapiens (Human), Spontaneously immortalized cell line (CVCL_3744), BJ — Homo sapiens (Human), Telomerase immortalized cell line (CVCL_6573)

## Figures

4 figures with captions in the complete paper: https://tomesphere.com/paper/PMC12944452/full.md

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Source: https://tomesphere.com/paper/PMC12944452