Efficient mechanochemical complexation of various steroid compounds with α-, β- and γ-cyclodextrin

Steroids
Laura RinaldiGiancarlo Cravotto

Abstract

Mechanochemical technology enables solvent-free micronized solid dispersions and efficient molecular host-guest inclusion complexes to be formed in matrices which contain cyclodextrins (CDs). This type of complexation has been studied using α-, β- and γ-cyclodextrin with the dual aims of improving overall solubility and enhancing the bioavailability of common steroid compounds, such as cholic acids and β-sitosterols or lowering cholesterol content in products of animal origin. Several parameters have been studied and optimized: CD/compound molar ratio (1:1, 1:2, 2:1 and 3:1) in function of the cavity sizes of the three different CDs, milling time (from 5 to 40 min) and rotation speed (from 100 to 300 rpm). DSC (differential scanning calorimetry) analyses have revealed that inclusion complexes were efficiently formed after 40 min milling (200 rpm) for β-CD/cholesterol and β-CD/ugrsodeoxycholic acid (encapsulation efficiency 96% and 77% respectively). Besides steroid encapsulation/vehiculation, the mechanochemical technique may pave the way for new ideas in solventless steroid extraction from vegetal matrices with CDs.

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Citations

Jul 31, 2016·Carbohydrate Polymers·Pollyana S S LimaJullyana S S Quintans
Jan 15, 2017·Molecular Nutrition & Food Research·Rima H MistryUwe J F Tietge
Mar 25, 2017·Molecules : a Journal of Synthetic Chemistry and Natural Product Chemistry·László JicsinszkyGiancarlo Cravotto
Mar 16, 2016·Beilstein Journal of Organic Chemistry·Giancarlo CravottoKatia Martina
Oct 25, 2017·Beilstein Journal of Organic Chemistry·László JicsinszkyEvelina Colacino
Feb 2, 2017·Beilstein Journal of Organic Chemistry·Laszlo JicsinszkyGiancarlo Cravotto
Jun 12, 2021·Analytical Methods : Advancing Methods and Applications·Xinze WuYouhong Ai
May 23, 2015·The Journal of Organic Chemistry·Stéphane MenuelFrédéric Hapiot

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