4.6 Article

Neutrophil Immunomodulatory Activity of (-)-Borneol, a Major Component of Essential Oils Extracted from Grindelia squarrosa

期刊

MOLECULES
卷 27, 期 15, 页码 -

出版社

MDPI
DOI: 10.3390/molecules27154897

关键词

borneol; calcium influx; chemotaxis; essential oils; Grindelia squarrosa; monoterpene; neutrophil

资金

  1. National Institutes of Health IDeA Program [GM115371, GM103474]
  2. USDA National Institute of Food and Agriculture Hatch project [1009546]
  3. Montana State University Agricultural Experiment Station
  4. Tomsk Polytechnic University Development Program [Priority-2030-NIP/IZ-009-0000-2022]

向作者/读者索取更多资源

This study investigated the chemical composition and immunomodulatory activity of essential oils from Grindelia squarrosa. The main components of the oils were alpha-pinene, limonene, and borneol. The oils were found to activate human neutrophils and inhibit their responses to agonists.
Grindelia squarrosa (Pursh) Dunal is used in traditional medicine for treating various diseases; however, little is known about the immunomodulatory activity of essential oils from this plant. Thus, we isolated essential oils from the flowers (GEO(Fl)) and leaves (GEO(Lv)) of G. squarrosa and evaluated the chemical composition and innate immunomodulatory activity of these essential oils. Compositional analysis of these essential oils revealed that the main components were alpha-pinene (24.7 and 23.2% in GEO(Fl) and GEO(Lv), respectively), limonene (10.0 and 14.7%), borneol (23.4 and 16.6%), p-cymen-8-ol (6.1 and 5.8%), beta-pinene (4.0 and 3.8%), bornyl acetate (3.0 and 5.1%), trans-pinocarveol (4.2 and 3.7%), spathulenol (3.0 and 2.0%), myrtenol (2.5 and 1.7%), and terpinolene (1.7 and 2.0%). Enantiomer analysis showed that alpha-pinene, beta-pinene, and borneol were present primarily as (-)-enantiomers (100% enantiomeric excess (ee) for (-)-alpha-pinene and (-)-borneol in both GEO(Fl) and GEO(Lv); 82 and 78% ee for (-)-beta-pinene in GEO(Fl) and GEO(Lv)), while limonene was present primarily as the (+)-enantiomer (94 and 96 ee in GEO(Fl) and GEO(Lv)). Grindelia essential oils activated human neutrophils, resulting in increased [Ca2+](i) (EC50 = 22.3 mu g/mL for GEO(Fl) and 19.4 mu g/mL for GEO(Lv)). In addition, one of the major enantiomeric components, (-)-borneol, activated human neutrophil [Ca2+](i) (EC50 = 28.7 +/- 2.6), whereas (+)-borneol was inactive. Since these treatments activated neutrophils, we also evaluated if they were able to down-regulate neutrophil responses to subsequent agonist activation and found that treatment with Grindelia essential oils inhibited activation of these cells by the N-formyl peptide receptor 1 (FPR1) agonist fMLF and the FPR2 agonist WKYMVM. Likewise, (-)-borneol inhibited FPR-agonist-induced Ca2+ influx in neutrophils. Grindelia leaf and flower essential oils, as well as (-)-borneol, also inhibited fMLF-induced chemotaxis of human neutrophils (IC50 = 4.1 +/- 0.8 mu g/mL, 5.0 +/- 1.6 mu g/mL, and 5.8 +/- 1.4 mu M, respectively). Thus, we identified (-)-borneol as a novel modulator of human neutrophil function.

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