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Two new bisindole alkaloids from Tabernaemontana macrocarpa Jack

Two new bisindole alkaloids, bisnaecarpamines A (1) and B (2), possessing a vobasine-sarpagine type skeleton were isolated from the bark of Tabernaemontana macrocarpa Jack. Their structures were elucidated by extensive spectroscopic methods and chemical correlation. The absolute configurations of co...

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Detalles Bibliográficos
Autores principales: Amelia, Puteri, Nugroho, Alfarius Eko, Hirasawa, Yusuke, Kaneda, Toshio, Tougan, Takahiro, Horii, Toshihiro, Morita, Hiroshi
Formato: Online Artículo Texto
Lenguaje:English
Publicado: Springer Singapore 2021
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC8021936/
https://www.ncbi.nlm.nih.gov/pubmed/33822287
http://dx.doi.org/10.1007/s11418-021-01510-4
Descripción
Sumario:Two new bisindole alkaloids, bisnaecarpamines A (1) and B (2), possessing a vobasine-sarpagine type skeleton were isolated from the bark of Tabernaemontana macrocarpa Jack. Their structures were elucidated by extensive spectroscopic methods and chemical correlation. The absolute configurations of compounds 1 and 2 were established using TDDFT-ECD calculation of the selected isomers. Bisnaecarpamine A exhibited potent antimalarial activity against Plasmodium falciparum 3D7 strain with IC(50) value of 28.8 µM. GRAPHIC ABSTRACT: [Image: see text] SUPPLEMENTARY INFORMATION: The online version contains supplementary material available at 10.1007/s11418-021-01510-4.