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Total Synthesis and the Biological Activities of (±)-Norannuradhapurine

The structure previously assigned to the phenolic noraporphine alkaloid, (-)-norannuradhapurine has been confirmed by a total synthesis of the racemic alkaloid in which the key step involved the formation of the C ring by a radical-initiated cyclization. although inactive against Staphylococcus aure...

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Detalles Bibliográficos
Autores principales: Nimgirawath, Surachai, Lorpitthaya, Rujee, Wanbanjob, Asawin, Taechowisan, Thongchai, Shen, Yue-Mao
Formato: Online Artículo Texto
Lenguaje:English
Publicado: Molecular Diversity Preservation International 2008
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6253887/
https://www.ncbi.nlm.nih.gov/pubmed/19127240
http://dx.doi.org/10.3390/molecules14010089
Descripción
Sumario:The structure previously assigned to the phenolic noraporphine alkaloid, (-)-norannuradhapurine has been confirmed by a total synthesis of the racemic alkaloid in which the key step involved the formation of the C ring by a radical-initiated cyclization. although inactive against Staphylococcus aureus ATCC25932, Escherichia coli ATCC10536 and Candida albicans ATCC90028, (±)-norannuradhapurine inhibits the production of NO, PGE(2), TNF-a, IL-1b and IL-6 and the expression of iNOS and COX-2 in RAW 264.7 macrophages stimulated with LPS in vitro.