Ergostine

From WikiMD's Food, Medicine & Wellness Encyclopedia

Ergostine is a chemical compound that belongs to the class of ergoline alkaloids. It is a naturally occurring substance found in various species of fungi, including the genus Claviceps. Ergostine is structurally related to a number of other ergoline alkaloids, such as ergotamine and ergonovine, which have significant pharmacological properties.

Chemistry[edit | edit source]

Ergostine, also known as ergobasine, is a lysergic acid derivative. Its chemical structure consists of a tetracyclic ergoline core, which is common to all ergoline alkaloids. The ergoline ring system is composed of three fused rings, a pyrrole ring and a double bond in the 9,10 position. Ergostine differs from other ergoline alkaloids in the substitution pattern on the ergoline core.

Biosynthesis[edit | edit source]

The biosynthesis of ergostine involves the condensation of tryptophan and dimethylallyl pyrophosphate, followed by a series of modifications including hydroxylation, cyclization, and oxidation. The biosynthetic pathway is similar to that of other ergoline alkaloids.

Pharmacology[edit | edit source]

Ergostine has been found to have uterotonic activity, meaning it can stimulate contractions of the uterus. This property is shared by several other ergoline alkaloids, including ergonovine and ergotamine. However, the pharmacological properties of ergostine are less well-studied than those of other ergoline alkaloids.

Toxicity[edit | edit source]

Like other ergoline alkaloids, ergostine can be toxic in high doses. Symptoms of ergotism, the condition caused by excessive exposure to ergot alkaloids, include hallucinations, severe gastrointestinal upset, a burning sensation in the limbs and extremities (St. Anthony's fire), and a host of other neurological and psychiatric symptoms.

See also[edit | edit source]

Ergostine Resources
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Contributors: Prab R. Tumpati, MD