Supercritical extraction of volatile and fixed oils from Petroselinum crispum L. seeds: chemical composition and biological activity

Abstract The supercritical fluid extraction (SFE) of volatile and fixed oil from milled parsley (Petroselinum crispum L.) seeds, using CO2 as solvent, is presented in this study. Extraction experiments were carried out in two steps: at pressures of (90 or 300) bar and temperature of 40 °C. The first extraction step, performed at 90 bar, produced a volatile fraction mainly formed by apiole (82.1%) and myristicin (11.4%). The volatile oil yield was 2.6% by weight of the charge. The second extraction step, carried out at 300 bar produced a fixed oil at a yield of 0.4% by weight. The most represented fatty acids in P. crispum fixed oil were 18:1 n-12 (49.9%), 18:2 n-6 (18.2%), 18:1 n-9 (11.8%), and 16:0 (7.4%). In particular, the unsaturated fatty acids 18:1 n-12 and 18:1 n-9 averaged 182.2 mg/g and 92.1 mg/g of oil extract, respectively. The quality of the oils extracted by SFE, in terms of its chemical composition, was compared to the oils obtained by hydrodistillation (HD) in a Clevenger apparatus and by solvent extraction (SE) using n-hexane in a Soxhlet apparatus. The antioxidant properties were determined by means of the ABTS assay. The results indicated that the fixed oil possessed low antioxidant activity (EC50 = 0.4 mg/mL) and the volatile oil had no antioxidant activity. The total phenolic content, expressed as concentration of gallic acid (gallic acid equivalent, GAE), of the fixed oil was 1.5 mg/g. The fixed oil found to have inhibitory effects against α-glucosidase, the volatile oil is active on acetylcholinesterase (AChE), tyrosinase, and α-glucosidase. Both samples have weak inhibitory activity on α-amylase and no activity on butyrylcholinesterase (BChE). Graphical Abstract

[1]  M. Karimi,et al.  Plants adapted to arid areas: specialized metabolites , 2019, Natural product research.

[2]  C. Santos-Buelga,et al.  Phytochemical composition and the cholinesterase and xanthine oxidase inhibitory properties of seed extracts from the Washingtonia filifera palm fruit , 2019, RSC advances.

[3]  A. Fais,et al.  Supercritical CO 2 Extraction of Waste Citrus Seeds: Chemical Composition, Nutritional and Biological Properties of Edible Fixed Oils , 2019, European Journal of Lipid Science and Technology.

[4]  C. Santos-Buelga,et al.  Chemical composition and enzyme inhibition of Phytolacca dioica L. seeds extracts , 2019, Journal of enzyme inhibition and medicinal chemistry.

[5]  A. Singab,et al.  Chemical composition and antimicrobial activity of the essential oils of selected Apiaceous fruits , 2018, Future Journal of Pharmaceutical Sciences.

[6]  D. Piano,et al.  Selected Enzyme Inhibitory Effects of Euphorbia characias Extracts , 2018, BioMed research international.

[7]  A. Mert,et al.  Essential Oil and Fatty Acid Composition and Antioxidant Capacity and Total Phenolic Content of Parsley Seeds (Petroselinum crispum) Grown in Hatay Region , 2017 .

[8]  Zi-Tao Jiang,et al.  Composition Comparison of Essential Oils Extracted by Hydrodistillation and Microwave-assisted Hydrodistillation from Petroselinum crispum Grown in China , 2017 .

[9]  M. Farzaei,et al.  Parsley: a review of ethnopharmacology, phytochemistry and biological activities. , 2013, Journal of traditional Chinese medicine = Chung i tsa chih ying wen pan.

[10]  B. Marongiu,et al.  Extraction of the volatile oil from Carum carvi of Tunisia and Lithuania by supercritical carbon dioxide: chemical composition and antiulcerogenic activity , 2013, Natural product research.

[11]  B. Marongiu,et al.  Chemical composition and in vitro bioactivity of the volatile and fixed oils of Nigella sativa L. extracted by supercritical carbon dioxide , 2013 .

[12]  G. Oboh,et al.  Soybean phenolic-rich extracts inhibit key-enzymes linked to type 2 diabetes (α-amylase and α-glucosidase) and hypertension (angiotensin I converting enzyme) in vitro. , 2013, Experimental and toxicologic pathology : official journal of the Gesellschaft fur Toxikologische Pathologie.

[13]  B. Marongiu,et al.  Antiulcerogenic activity of Apium graveolens seeds oils isolated by supercritical CO2 , 2012 .

[14]  M. Kıralan,et al.  Essential oil composition and antiradical activity of the oil of Iraq plants , 2012, Natural product research.

[15]  F. Destaillats,et al.  Triacylglycerols of Apiaceae seed oils: Composition and regiodistribution of fatty acids , 2009 .

[16]  Feng Chen,et al.  Evaluation of antioxidant activity of parsley (Petroselinum crispum) essential oil and identification of its antioxidant constituents , 2006 .

[17]  A. Yarat,et al.  Effects of parsley (Petroselinum crispum) extract versus glibornuride on the liver of streptozotocin-induced diabetic rats. , 2006, Journal of ethnopharmacology.

[18]  A. Kurowská,et al.  Essential oil composition of the parsley seed of cultivars marketed in Poland , 2006 .

[19]  S. Bolkent,et al.  Effects of parsley (Petroselinum crispum) on the liver of diabetic rats: a morphological and biochemical study , 2004, Phytotherapy research : PTR.

[20]  M. Eddouks,et al.  Ethnopharmacological survey of medicinal plants used for the treatment of diabetes mellitus, hypertension and cardiac diseases in the south-east region of Morocco (Tafilalet). , 2002, Journal of ethnopharmacology.

[21]  N. Ochoa-Alejo,et al.  Compartive study of volatile components and fatty acids of plants and in vitro cultures of parsley (Petroselinum crispum (Mill) nym ex hill). , 1999, Journal of agricultural and food chemistry.

[22]  A. Ziyyat,et al.  Phytotherapy of hypertension and diabetes in oriental Morocco. , 1997, Journal of ethnopharmacology.