Abstract
The poor aqueous solubility of 2-arachidonyl glyceryl ether (noladin ether) 2 hinders both pharmacological studies and pharmaceutical development. The synthesized mono- and diphosphate esters of noladin ether (4 and 6) considerably increased the aqueous solubility of noladin ether (>40000-fold), showed high stability against chemical hydrolysis in buffer solutions, and were rapidly converted to the parent drug via enzymatic hydrolysis. The monophosphate ester of noladin ether reduced intraocular pressure in normotensive rabbits.
Publication types
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Research Support, Non-U.S. Gov't
MeSH terms
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Animals
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Cannabinoid Receptor Modulators / metabolism*
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Endocannabinoids*
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Glycerides / chemical synthesis*
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Glycerides / chemistry
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Glycerides / pharmacology
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Hydrolysis
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Intraocular Pressure / drug effects*
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Ophthalmic Solutions
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Prodrugs / chemical synthesis*
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Prodrugs / chemistry
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Prodrugs / pharmacology
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Rabbits
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Solubility
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Structure-Activity Relationship
Substances
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Cannabinoid Receptor Modulators
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Endocannabinoids
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Glycerides
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Ophthalmic Solutions
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Prodrugs
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noladin ether