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:
Original Paper
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
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author Amelia, Puteri
Nugroho, Alfarius Eko
Hirasawa, Yusuke
Kaneda, Toshio
Tougan, Takahiro
Horii, Toshihiro
Morita, Hiroshi
author_facet Amelia, Puteri
Nugroho, Alfarius Eko
Hirasawa, Yusuke
Kaneda, Toshio
Tougan, Takahiro
Horii, Toshihiro
Morita, Hiroshi
author_sort Amelia, Puteri
collection PubMed
description 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.
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spelling pubmed-80219362021-04-06 Two new bisindole alkaloids from Tabernaemontana macrocarpa Jack Amelia, Puteri Nugroho, Alfarius Eko Hirasawa, Yusuke Kaneda, Toshio Tougan, Takahiro Horii, Toshihiro Morita, Hiroshi J Nat Med Original Paper 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. Springer Singapore 2021-04-06 2021 /pmc/articles/PMC8021936/ /pubmed/33822287 http://dx.doi.org/10.1007/s11418-021-01510-4 Text en © The Japanese Society of Pharmacognosy 2021 This article is made available via the PMC Open Access Subset for unrestricted research re-use and secondary analysis in any form or by any means with acknowledgement of the original source. These permissions are granted for the duration of the World Health Organization (WHO) declaration of COVID-19 as a global pandemic.
spellingShingle Original Paper
Amelia, Puteri
Nugroho, Alfarius Eko
Hirasawa, Yusuke
Kaneda, Toshio
Tougan, Takahiro
Horii, Toshihiro
Morita, Hiroshi
Two new bisindole alkaloids from Tabernaemontana macrocarpa Jack
title Two new bisindole alkaloids from Tabernaemontana macrocarpa Jack
title_full Two new bisindole alkaloids from Tabernaemontana macrocarpa Jack
title_fullStr Two new bisindole alkaloids from Tabernaemontana macrocarpa Jack
title_full_unstemmed Two new bisindole alkaloids from Tabernaemontana macrocarpa Jack
title_short Two new bisindole alkaloids from Tabernaemontana macrocarpa Jack
title_sort two new bisindole alkaloids from tabernaemontana macrocarpa jack
topic Original Paper
url 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
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