1. Phytochemical and larvicidal studies on Stemona curtisii: structure of a new pyrido[1,2-a]azepine Stemona alkaloid.
- Author
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Mungkornasawakul P, Pyne SG, Jatisatienr A, Supyen D, Jatisatienr C, Lie W, Ung AT, Skelton BW, and White AH
- Subjects
- Alkaloids chemistry, Alkaloids pharmacology, Animals, Azepines chemistry, Azepines pharmacology, Crystallography, X-Ray, Furans chemistry, Furans pharmacology, Inhibitory Concentration 50, Molecular Structure, Thailand, Alkaloids isolation & purification, Anopheles drug effects, Azepines isolation & purification, Furans isolation & purification, Larva drug effects, Stemonaceae chemistry
- Abstract
A new pentacyclic Stemona alkaloid, stemocurtisinol (3), with a pyrido[1,2-a]azepine A,B-ring system, and the known pyrrolo[1,2-a]azepine alkaloid oxyprotostemonine (4) have been isolated from a root extract of S. curtisii. The structure and relative stereochemistry of stemocurtisinol was determined by spectral data interpretation and X-ray crystallography. This compound is a diastereoisomer of oxystemokerrin and has the opposite configuration at C-4 and C-19. The individual alkaloid components showed significant larvicidal activity (IC(50) 4-39 ppm) on mosquito larvae (Anopheles minimus HO).
- Published
- 2004
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