Correlation of the solubility of several aromatics and terpenes in aqueous hydroxypropyl-beta-cyclodextrin with steric and hydrophobicity parameters.
The solubility isotherms of nineteen aromatics and terpenes in aqueous hydroxypropyl-beta-cyclodextrin were determined to be straight lines. This is explained by the host-guest complexation which is characteristic for the whole class of cyclodextrins and derivatives. The slopes of the solubility isotherms correlate with Sterimol L and log P(ow) as descriptors of the steric fit and hydrophobicity match, in accord with the qualitative representation of the phenomenon.
Demian
B A
BA
Philip Morris USA, Research Development and Engineering, Richmond, VA 23261-6583, USA. barbu.a.demian@pmusa.com
D000073738:2-Hydroxypropyl-beta-cyclodextrin; D003505:Cyclodextrins / Q000494:pharmacology*; D005421:Flavoring Agents / Q000737:chemistry; D006841:Hydrocarbons, Aromatic / Q000737:chemistry*; D012995:Solubility / Q000187:drug effects; D013329:Structure-Activity Relationship; D013696:Temperature; D013729:Terpenes / Q000737:chemistry*; D047392:beta-Cyclodextrins
D003505:Cyclodextrins; D005421:Flavoring Agents; D006841:Hydrocarbons, Aromatic; D013729:Terpenes; D047392:beta-Cyclodextrins; D000073738:2-Hydroxypropyl-beta-cyclodextrin