Use of cyclodextrins as a cosmetic delivery system for fragrance materials: linalool and benzyl acetate.
The aim of this study was to increase the stability and water solubility of fragrance materials, to provide controlled release of these compounds, and to convert these substances from liquid to powder form by preparing their inclusion complexes with cyclodextrins (CDs). For this purpose, linalool and benzyl acetate were chosen as the fragrance materials. The use of beta-cyclodextrin (beta CD) and 2-hydroxypropyl-beta-cyclodextrin (2-HP beta CD) for increasing the solubility of these 2 fragrance materials was studied. Linalool and benzyl acetate gave a B-type diagram with beta CD, whereas they gave an A(L)-type diagram with 2-HP beta CD. Therefore, complexes of fragrance materials with 2-HP beta CD at 1:1 and 1:2 molar ratios (guest:host) were prepared. The formation of inclusion complexes was confirmed using proton nuclear magnetic resonance ((1)H-NMR) spectroscopy and circular dichroism spectroscopy. The results of the solubility studies showed that preparing the inclusion complex with 2-HP beta CD at a 1:1 molar ratio increased the solubility of linalool 5.9-fold and that of benzyl acetate 4.2-fold, whereas the complexes at a 1:2 molar ratio increased the solubility 6.4- and 4.5-fold for linalool and benzyl acetate, respectively. The stability and in vitro release studies were performed on the gel formulations prepared using uncomplexed fragrance materials or inclusion complexes of fragrance materials at a 1:1 molar ratio. It was observed that the volatility of both fragrance materials was decreased by preparing the inclusion complexes with 2-HP beta CD. Also, in vitro release data indicated that controlled release of fragrances could be possible if inclusion complexes were prepared.
Numanoğlu
Ulya
U
Department of Pharmaceutical Technology, Faculty of Pharmacy, University of Ankara, 06100-Tandoğan, Turkey.
Sen
Tangül
T
Tarimci
Nilüfer
N
Kartal
Murat
M
Koo
Otilia M Y
OM
Onyüksel
Hayat
H
D000073738:2-Hydroxypropyl-beta-cyclodextrin; D000080462:Acyclic Monoterpenes; D001593:Benzyl Compounds / Q000737:chemistry*; D002851:Chromatography, High Pressure Liquid / Q000379:methods; D002942:Circular Dichroism; D003358:Cosmetics; D009682:Magnetic Resonance Spectroscopy; D039821:Monoterpenes / Q000737:chemistry*; D010476:Perfume; D011208:Powders; D015203:Reproducibility of Results; D012995:Solubility; D012996:Solutions; D012997:Solvents / Q000737:chemistry; D013997:Time Factors; D014835:Volatilization; D014867:Water / Q000737:chemistry; D047392:beta-Cyclodextrins / Q000737:chemistry*
D000080462:Acyclic Monoterpenes; D001593:Benzyl Compounds; D003358:Cosmetics; D039821:Monoterpenes; D010476:Perfume; D011208:Powders; D012996:Solutions; D012997:Solvents; D047392:beta-Cyclodextrins; D014867:Water; C046412:benzyl acetate; D000073738:2-Hydroxypropyl-beta-cyclodextrin; C018584:linalool