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The Preservation and Enantiomeric Selection of Linalool by Nanoencapsulation Using Cyclodextrins

School of Bio-Chemical Engineering and Technology (BCET), Sirindhorn International Institute of Technology (SIIT), Thammasat University, Pathum Thani 12120, Thailand
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Academic Editors: Roman B. Lesyk and Franz Bracher
Sci. Pharm. 2021, 89(3), 42; https://doi.org/10.3390/scipharm89030042
Received: 11 July 2021 / Revised: 6 August 2021 / Accepted: 31 August 2021 / Published: 3 September 2021
Linalool, a volatile terpene alcohol, is responsible for a characteristic aroma in food, beverages, and cosmetics. However, linalool’s low aqueous solubility and high volatility limit the applications and shelf life of linalool-containing products. Nanoencapsulation using beta-cyclodextrin (BCD), methyl-beta-cyclodextrin (MBCD) and hydroxypropyl-beta-cyclodextrin (HPBCD) was studied to improve the aqueous solubility and stability of linalool. Linalool has two enantiomers with distinct flavors and odors which affect product quality. The enantiomeric selectivity of the cyclodextrins (CDs) toward racemic linalool standard was evaluated. A computational simulation was performed to predict the conformations and interactions of the inclusion complexes. The 1:1 host-guest ratio from the computer simulation was implemented in the experimental study. Phase solubility study shows an improvement in linalool aqueous solubility after being encapsulated by CDs. The encapsulation efficiencies of linalool/BCD, linalool/MBCD, and linalool/HPBCD inclusion complexes are 66.30%, 51.38% and 32.31%, respectively. Nanoencapsulation by CDs can preserve linalool in the form of inclusion complexes compared to its free form. The amount of remaining linalool in linalool/BCD, linalool/MBCD, and linalool/HPBCD inclusion complexes are 89.57%, 87.07%, and 74.86%, respectively which are considerably larger than that of pure linalool (42.30%). CDs also show the enantiomeric selectivity toward (R)-linalool as evident from (R)-linalool percentage of 54.53% in the inclusion complex. View Full-Text
Keywords: linalool; stability improvement; enantiomeric selection; inclusion complex; molecular modeling linalool; stability improvement; enantiomeric selection; inclusion complex; molecular modeling
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MDPI and ACS Style

Poonphatanapricha, T.; Katanyutanon, S.; Jitapunkul, K.; Lawtrakul, L.; Toochinda, P. The Preservation and Enantiomeric Selection of Linalool by Nanoencapsulation Using Cyclodextrins. Sci. Pharm. 2021, 89, 42. https://doi.org/10.3390/scipharm89030042

AMA Style

Poonphatanapricha T, Katanyutanon S, Jitapunkul K, Lawtrakul L, Toochinda P. The Preservation and Enantiomeric Selection of Linalool by Nanoencapsulation Using Cyclodextrins. Scientia Pharmaceutica. 2021; 89(3):42. https://doi.org/10.3390/scipharm89030042

Chicago/Turabian Style

Poonphatanapricha, Tanaporn, Sasimas Katanyutanon, Kulpavee Jitapunkul, Luckhana Lawtrakul, and Pisanu Toochinda. 2021. "The Preservation and Enantiomeric Selection of Linalool by Nanoencapsulation Using Cyclodextrins" Scientia Pharmaceutica 89, no. 3: 42. https://doi.org/10.3390/scipharm89030042

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