Walsogynes H–O from Walsura chrysogyne

Eight new limonoids, walsogynes H–O (1–8) were isolated from the barks of Walsura chrysogyne, and their structures were determined on the basis of the 1D and 2D NMR data. Walsogynes H–M (1–6) and O (8) were concluded to be 11,12-seco limonoids with a dodecahydro-1H-naphtho[1,8-bc:3,4-c′]difuran skel...

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Autores principales: Nugroho, Alfarius Eko, Nakajima, Saori, Wong, Chin Piow, Hirasawa, Yusuke, Kaneda, Toshio, Shirota, Osamu, Tougan, Takahiro, Horii, Toshihiro, Hadi, A. Hamid A., 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/PMC8341256/
https://www.ncbi.nlm.nih.gov/pubmed/34351584
http://dx.doi.org/10.1007/s11418-021-01556-4
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author Nugroho, Alfarius Eko
Nakajima, Saori
Wong, Chin Piow
Hirasawa, Yusuke
Kaneda, Toshio
Shirota, Osamu
Tougan, Takahiro
Horii, Toshihiro
Hadi, A. Hamid A.
Morita, Hiroshi
author_facet Nugroho, Alfarius Eko
Nakajima, Saori
Wong, Chin Piow
Hirasawa, Yusuke
Kaneda, Toshio
Shirota, Osamu
Tougan, Takahiro
Horii, Toshihiro
Hadi, A. Hamid A.
Morita, Hiroshi
author_sort Nugroho, Alfarius Eko
collection PubMed
description Eight new limonoids, walsogynes H–O (1–8) were isolated from the barks of Walsura chrysogyne, and their structures were determined on the basis of the 1D and 2D NMR data. Walsogynes H–M (1–6) and O (8) were concluded to be 11,12-seco limonoids with a dodecahydro-1H-naphtho[1,8-bc:3,4-c′]difuran skeleton, and walsogyne N (7) to be 11,12-seco limonoid sharing a unique dodecahydronaphtho[1,8-bc:5,4-b′c′]difuran skeleton. Walsogynes H–O (1–8) exhibited potent antimalarial activity against Plasmodium falciparum 3D7 strain with IC(50) value of 2.5, 2.6, 1.6, 2.5, 1.5, 2.6, 2.1, and 1.1 µM, respectively. GRAPHIC ABSTRACT: [Image: see text] SUPPLEMENTARY INFORMATION: The online version contains supplementary material available at 10.1007/s11418-021-01556-4.
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spelling pubmed-83412562021-08-06 Walsogynes H–O from Walsura chrysogyne Nugroho, Alfarius Eko Nakajima, Saori Wong, Chin Piow Hirasawa, Yusuke Kaneda, Toshio Shirota, Osamu Tougan, Takahiro Horii, Toshihiro Hadi, A. Hamid A. Morita, Hiroshi J Nat Med Original Paper Eight new limonoids, walsogynes H–O (1–8) were isolated from the barks of Walsura chrysogyne, and their structures were determined on the basis of the 1D and 2D NMR data. Walsogynes H–M (1–6) and O (8) were concluded to be 11,12-seco limonoids with a dodecahydro-1H-naphtho[1,8-bc:3,4-c′]difuran skeleton, and walsogyne N (7) to be 11,12-seco limonoid sharing a unique dodecahydronaphtho[1,8-bc:5,4-b′c′]difuran skeleton. Walsogynes H–O (1–8) exhibited potent antimalarial activity against Plasmodium falciparum 3D7 strain with IC(50) value of 2.5, 2.6, 1.6, 2.5, 1.5, 2.6, 2.1, and 1.1 µM, respectively. GRAPHIC ABSTRACT: [Image: see text] SUPPLEMENTARY INFORMATION: The online version contains supplementary material available at 10.1007/s11418-021-01556-4. Springer Singapore 2021-08-05 2022 /pmc/articles/PMC8341256/ /pubmed/34351584 http://dx.doi.org/10.1007/s11418-021-01556-4 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
Nugroho, Alfarius Eko
Nakajima, Saori
Wong, Chin Piow
Hirasawa, Yusuke
Kaneda, Toshio
Shirota, Osamu
Tougan, Takahiro
Horii, Toshihiro
Hadi, A. Hamid A.
Morita, Hiroshi
Walsogynes H–O from Walsura chrysogyne
title Walsogynes H–O from Walsura chrysogyne
title_full Walsogynes H–O from Walsura chrysogyne
title_fullStr Walsogynes H–O from Walsura chrysogyne
title_full_unstemmed Walsogynes H–O from Walsura chrysogyne
title_short Walsogynes H–O from Walsura chrysogyne
title_sort walsogynes h–o from walsura chrysogyne
topic Original Paper
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC8341256/
https://www.ncbi.nlm.nih.gov/pubmed/34351584
http://dx.doi.org/10.1007/s11418-021-01556-4
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