Раувоюнин С

Description

Rauvoyunine C is a monoterpene indole alkaloid of the picraline type. The structure is 17-O-ester of 11-methoxyburnamine with 3',4',5'-trimethoxybenzoic acid, which is reflected in the systematic name: 11-methoxyburnamine-17-O-3',4',5'-trimethoxybenzoate. The compound was isolated from the aerial parts of Rauvolfia yunnanensis Tsiang, a plant of the Apocynaceae family endemic to southwestern China.

Basic Attributes

• CAS No: 1211543-01-9
• Chemical Formula: C32H36N2O9
• Molecular weight: 592.6
• Exact weight: 592.24208073
• Melting point: 173–175 °C (recrystallization from acetone)

Origin and discovery

Rauvojunins B and C are described as new picraline-type alkaloids isolated from the aerial parts of Rauvolfia yunnanensis. The structures were determined by spectroscopic methods. In the same series of studies, rauvojunin A, a rare tetracyclic indole alkaloid of the macroline type, was identified. In local tradition, the roots of the plant are used against scabies.

Activity studied

• rauvojunins B and C tested for in vitro cytotoxicity against five human tumor cell lines
• an immunosuppressive effect has been described for Rauvolfia yunnanensis alkaloids - based on this feature, a bioactivity-directed isolation scheme was carried out

Application

• reference standard for chromatographic profiling of Rauvolfia alkaloids
• object of phytochemical and structural studies of indole alkaloids
• reagent for screening cytotoxic and immunomodulatory activity

Storage and handling

Product for research purposes, supplied in small quantities. Store in a tightly closed container, cool and dark. No hazard classification has been established for the substance; indole alkaloids of the genus Rauvolfia are generally biologically active, therefore contact with skin and mucous membranes is excluded; work is carried out with gloves and glasses with local extraction.