Phytochemical and Larvicidal Studies on Stemona curtisii: Structure of a New Pyrido[1,2-a]azepine Stemona Alkaloid

A new pentacyclic Stemona alkaloid, stemocurtisinol (3), with a pyrido[1,2-α]azepine A,B-ring system, and the known pyrrolo[1,2-α ]azepine alkaloid oxyprotostemonine (4) have been isolated from a root extract of S. curtisii. The structure and relative stereochemistry of stemocurtisinol was determine...

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Bibliographic Details
Main Authors: Mungkornasawakul P., Pyne S.G., Jatisatienr A., Supyen D., Jatisatienr C., Lie W., Ung A.T., Skelton B.W., White A.H.
Format: Article
Language:English
Published: 2014
Online Access:http://www.scopus.com/inward/record.url?eid=2-s2.0-2042428767&partnerID=40&md5=4f08db250324edbe327db28780b3b0cf
http://www.ncbi.nlm.nih.gov/pubmed/15104502
http://cmuir.cmu.ac.th/handle/6653943832/7218
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Institution: Chiang Mai University
Language: English
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Summary:A new pentacyclic Stemona alkaloid, stemocurtisinol (3), with a pyrido[1,2-α]azepine A,B-ring system, and the known pyrrolo[1,2-α ]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 (IC50 4-39 ppm) on mosquito larvae (Anopheles minimus HO).