Planta Med 2016; 82(03): 273-278
DOI: 10.1055/s-0035-1558155
Natural Product Chemistry & Analytical Studies
Original Papers
Georg Thieme Verlag KG Stuttgart · New York

Unsaponifiable Fraction of Unripe Fruits of Olea europaea: An Interesting Source of Anti-inflammatory Constituents

Fabrizio Gelmini
1   Department of Pharmaceutical Sciences, Università degli Studi di Milano, Milan, Italy
,
Massimiliano Ruscica
2   Department of Pharmacological and Biomolecular Sciences, Università degli Studi di Milano, Milan, Italy
,
Chiara Macchi
2   Department of Pharmacological and Biomolecular Sciences, Università degli Studi di Milano, Milan, Italy
,
Viviana Bianchi
1   Department of Pharmaceutical Sciences, Università degli Studi di Milano, Milan, Italy
,
Roberto Maffei Facino
1   Department of Pharmaceutical Sciences, Università degli Studi di Milano, Milan, Italy
,
Giangiacomo Beretta
1   Department of Pharmaceutical Sciences, Università degli Studi di Milano, Milan, Italy
,
Paolo Magni
2   Department of Pharmacological and Biomolecular Sciences, Università degli Studi di Milano, Milan, Italy
› Author Affiliations
Further Information

Publication History

received 22 January 2015

accepted 12 September 2015

Publication Date:
06 November 2015 (online)

Abstract

The unsaponifiable fraction of olive oil from unripe fruits of Olea europaea at different stages of maturation (from 20 to 32 weeks after flowering) was analyzed by gas chromatography-mass spectrometry in order to select the time associated to the unsaponifiable fraction with the maximal yield in bioactive constituents. According to quantitative gas chromatography-mass spectrometry analysis, the unsaponifiable fraction (2.46 % of the total oil) from olive fruits at the 22nd week was found to contain the maximal yield in anti-inflammatory constituents. Its composition was lanosterol (2.60 mg/g oil), stigmasterol (2.15), cycloartanol acetate (2.04), stigmastan-3,5-diene (2.01), obtusifoliol (1.93), cholesta-4,6-dien-3-one (1.42), α-amyrin (1.42), α-tocopherol (1.32), squalene (1.02), β-amyrin (0.57), and β-sitosterol (0.22). At later times, there was a decrease in the quantitative unsaponifiable fraction yield and a qualitative shift in the bioactive constituents. The 22nd week unsaponifiable fraction was subsequently incorporated into a topical preparation to be utilized for a small pilot clinical study in five patients affected by osteoarthrosis. According to clinical observation, the application of the ointment (three times daily for three weeks) attenuated hand and knee joint inflammatory features in all patients and was not associated to any adverse reactions.

 
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