11-Methoxy-12-hydroxydehydrokavain

11-Methoxy-12-hydroxydehydrokavain is a naturally occurring kavalactone found in the roots of the kava plant, Piper methysticum. Kavalactones are a class of lactone compounds that are primarily responsible for the psychoactive effects of kava. This particular kavalactone is one of several that contribute to the pharmacological profile of kava.

Chemical Structure and Properties

11-Methoxy-12-hydroxydehydrokavain is characterized by its unique chemical structure, which includes a methoxy group at the 11th position and a hydroxy group at the 12th position on the dehydrokavain backbone. The presence of these functional groups influences its solubility and interaction with biological targets.

Molecular Formula

The molecular formula of 11-Methoxy-12-hydroxydehydrokavain is C15H14O4. It has a molar mass of approximately 258.27 g/mol.

Synthesis

While 11-Methoxy-12-hydroxydehydrokavain is naturally extracted from kava roots, synthetic methods have been developed to produce this compound in the laboratory. These methods typically involve the modification of the dehydrokavain structure through selective methylation and hydroxylation reactions.

Pharmacology

11-Methoxy-12-hydroxydehydrokavain, like other kavalactones, interacts with the central nervous system. It is believed to modulate GABAergic activity, which contributes to its anxiolytic and sedative effects. The exact mechanism of action is not fully understood, but it is thought to involve the enhancement of GABA receptor function.

Effects

The consumption of kava containing 11-Methoxy-12-hydroxydehydrokavain can lead to relaxation, reduced anxiety, and improved mood. However, excessive consumption may result in adverse effects such as hepatotoxicity, which has been a concern in some populations.

Safety and Toxicology

The safety profile of 11-Methoxy-12-hydroxydehydrokavain is similar to that of other kavalactones. While generally considered safe when consumed in traditional preparations, there have been reports of liver damage associated with kava use. It is important to monitor dosage and duration of use to minimize potential risks.

Research and Applications

Research into 11-Methoxy-12-hydroxydehydrokavain is ongoing, with studies focusing on its potential therapeutic applications in treating anxiety disorders and its role in the overall efficacy of kava as a herbal remedy.

Also see

• Kavalactone
• Piper methysticum
• GABA receptor
• Anxiolytic
• Hepatotoxicity