Hydroxypropyl-beta-cyclodextrin increases aqueous solubility and stability of anandamide.
Anandamide (arachidonylethanolamide; AEA) is an endogenous ligand for the cannabinoid receptor and its pharmacological effects are under intensive study. However, AEA has a low aqueous solubility and stability which may restrict its use and may eventually endanger the reliability of the obtained results. In the present study, it was found that AEA forms inclusion complexes with cyclodextrins (CDs), resulting in greater aqueous solubility and stability of AEA as AEA/CD complex. Aqueous solubility increased 1 000 to 30 000-fold, depending on the type of CD (10% solution) used. The half-life of AEA in aqueous hydroxypropyl-beta-cyclodextrin solution (10%) at 50 degree C was 2.9 years. These results suggest that CD-technology will be a very useful method to overcome the solubility and stability problems of AEA.
Jarho
P
P
Department of Pharmaceutical Chemistry, University of Kuopio, Finland.
Urtti
A
A
Järvinen
K
K
Pate
D W
DW
Järvinen
T
T
D000073738:2-Hydroxypropyl-beta-cyclodextrin; D001095:Arachidonic Acids / Q000737:chemistry*; D002186:Cannabinoids / Q000737:chemistry*; D055598:Chemical Phenomena; D002626:Chemistry, Pharmaceutical; D002627:Chemistry, Physical; D003505:Cyclodextrins / Q000737:chemistry*; D004347:Drug Interactions; D004355:Drug Stability; D063388:Endocannabinoids; D006863:Hydrogen-Ion Concentration; D053284:Polyunsaturated Alkamides; D012995:Solubility; D047392:beta-Cyclodextrins
D001095:Arachidonic Acids; D002186:Cannabinoids; D003505:Cyclodextrins; D063388:Endocannabinoids; D053284:Polyunsaturated Alkamides; D047392:beta-Cyclodextrins; D000073738:2-Hydroxypropyl-beta-cyclodextrin; C078814:anandamide