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

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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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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spelling th-cmuir.6653943832-72182014-08-30T03:51:42Z Phytochemical and Larvicidal Studies on Stemona curtisii: Structure of a New Pyrido[1,2-a]azepine Stemona Alkaloid Mungkornasawakul P. Pyne S.G. Jatisatienr A. Supyen D. Jatisatienr C. Lie W. Ung A.T. Skelton B.W. White A.H. 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). 2014-08-30T03:51:42Z 2014-08-30T03:51:42Z 2004 Article 01633864 10.1021/np034066u 15104502 JNPRD 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 English
institution Chiang Mai University
building Chiang Mai University Library
country Thailand
collection CMU Intellectual Repository
language English
description 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).
format Article
author Mungkornasawakul P.
Pyne S.G.
Jatisatienr A.
Supyen D.
Jatisatienr C.
Lie W.
Ung A.T.
Skelton B.W.
White A.H.
spellingShingle Mungkornasawakul P.
Pyne S.G.
Jatisatienr A.
Supyen D.
Jatisatienr C.
Lie W.
Ung A.T.
Skelton B.W.
White A.H.
Phytochemical and Larvicidal Studies on Stemona curtisii: Structure of a New Pyrido[1,2-a]azepine Stemona Alkaloid
author_facet Mungkornasawakul P.
Pyne S.G.
Jatisatienr A.
Supyen D.
Jatisatienr C.
Lie W.
Ung A.T.
Skelton B.W.
White A.H.
author_sort Mungkornasawakul P.
title Phytochemical and Larvicidal Studies on Stemona curtisii: Structure of a New Pyrido[1,2-a]azepine Stemona Alkaloid
title_short Phytochemical and Larvicidal Studies on Stemona curtisii: Structure of a New Pyrido[1,2-a]azepine Stemona Alkaloid
title_full Phytochemical and Larvicidal Studies on Stemona curtisii: Structure of a New Pyrido[1,2-a]azepine Stemona Alkaloid
title_fullStr Phytochemical and Larvicidal Studies on Stemona curtisii: Structure of a New Pyrido[1,2-a]azepine Stemona Alkaloid
title_full_unstemmed Phytochemical and Larvicidal Studies on Stemona curtisii: Structure of a New Pyrido[1,2-a]azepine Stemona Alkaloid
title_sort phytochemical and larvicidal studies on stemona curtisii: structure of a new pyrido[1,2-a]azepine stemona alkaloid
publishDate 2014
url 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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