Cargando…

Antileishmanial Metabolites from Geosmithia langdonii

[Image: see text] Antileishmanial bioassay guided fractionation of Geosmithia langdonii has resulted in the isolation and identification of two new compounds (1 and 2) together with 10 known compounds (3–12). The structures of the isolated metabolites were elucidated based on comprehensive 1D and 2D...

Descripción completa

Detalles Bibliográficos
Autores principales: Malak, Lourin G., Ibrahim, Mohamed Ali, Bishay, Daoud W., Abdel-baky, Afaf M., Moharram, Ahmed M., Tekwani, Babu, Cutler, Stephen J., Ross, Samir A.
Formato: Online Artículo Texto
Lenguaje:English
Publicado: American Chemical Society and American Society of Pharmacognosy 2014
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC4176393/
https://www.ncbi.nlm.nih.gov/pubmed/25084548
http://dx.doi.org/10.1021/np5000473
_version_ 1782336626908725248
author Malak, Lourin G.
Ibrahim, Mohamed Ali
Bishay, Daoud W.
Abdel-baky, Afaf M.
Moharram, Ahmed M.
Tekwani, Babu
Cutler, Stephen J.
Ross, Samir A.
author_facet Malak, Lourin G.
Ibrahim, Mohamed Ali
Bishay, Daoud W.
Abdel-baky, Afaf M.
Moharram, Ahmed M.
Tekwani, Babu
Cutler, Stephen J.
Ross, Samir A.
author_sort Malak, Lourin G.
collection PubMed
description [Image: see text] Antileishmanial bioassay guided fractionation of Geosmithia langdonii has resulted in the isolation and identification of two new compounds (1 and 2) together with 10 known compounds (3–12). The structures of the isolated metabolites were elucidated based on comprehensive 1D and 2D NMR spectroscopic data as well as mass spectrometry. The absolute configuration at C4, C5, and C6 of 2 was determined as R using a modified Mosher esterification method and NOESY correlations. The extracts and the isolated metabolites were evaluated for their antileishmanial activities. Compounds 3, 9, 11, and 12 were found to be active against Leishmania donovani with IC(50) values of 6.9, 3.3, 8.5, and 9.2 μM, respectively, while compounds 1, 5, and 10 showed lower activities against L. donovani with IC(50) values of 13.0, 47.3, and 34.0 μM, respectively.
format Online
Article
Text
id pubmed-4176393
institution National Center for Biotechnology Information
language English
publishDate 2014
publisher American Chemical Society and American Society of Pharmacognosy
record_format MEDLINE/PubMed
spelling pubmed-41763932015-08-01 Antileishmanial Metabolites from Geosmithia langdonii Malak, Lourin G. Ibrahim, Mohamed Ali Bishay, Daoud W. Abdel-baky, Afaf M. Moharram, Ahmed M. Tekwani, Babu Cutler, Stephen J. Ross, Samir A. J Nat Prod [Image: see text] Antileishmanial bioassay guided fractionation of Geosmithia langdonii has resulted in the isolation and identification of two new compounds (1 and 2) together with 10 known compounds (3–12). The structures of the isolated metabolites were elucidated based on comprehensive 1D and 2D NMR spectroscopic data as well as mass spectrometry. The absolute configuration at C4, C5, and C6 of 2 was determined as R using a modified Mosher esterification method and NOESY correlations. The extracts and the isolated metabolites were evaluated for their antileishmanial activities. Compounds 3, 9, 11, and 12 were found to be active against Leishmania donovani with IC(50) values of 6.9, 3.3, 8.5, and 9.2 μM, respectively, while compounds 1, 5, and 10 showed lower activities against L. donovani with IC(50) values of 13.0, 47.3, and 34.0 μM, respectively. American Chemical Society and American Society of Pharmacognosy 2014-08-01 2014-09-26 /pmc/articles/PMC4176393/ /pubmed/25084548 http://dx.doi.org/10.1021/np5000473 Text en Copyright © 2014 American Chemical Society and American Society of Pharmacognosy Terms of Use (http://pubs.acs.org/page/policy/authorchoice_termsofuse.html)
spellingShingle Malak, Lourin G.
Ibrahim, Mohamed Ali
Bishay, Daoud W.
Abdel-baky, Afaf M.
Moharram, Ahmed M.
Tekwani, Babu
Cutler, Stephen J.
Ross, Samir A.
Antileishmanial Metabolites from Geosmithia langdonii
title Antileishmanial Metabolites from Geosmithia langdonii
title_full Antileishmanial Metabolites from Geosmithia langdonii
title_fullStr Antileishmanial Metabolites from Geosmithia langdonii
title_full_unstemmed Antileishmanial Metabolites from Geosmithia langdonii
title_short Antileishmanial Metabolites from Geosmithia langdonii
title_sort antileishmanial metabolites from geosmithia langdonii
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC4176393/
https://www.ncbi.nlm.nih.gov/pubmed/25084548
http://dx.doi.org/10.1021/np5000473
work_keys_str_mv AT malaklouring antileishmanialmetabolitesfromgeosmithialangdonii
AT ibrahimmohamedali antileishmanialmetabolitesfromgeosmithialangdonii
AT bishaydaoudw antileishmanialmetabolitesfromgeosmithialangdonii
AT abdelbakyafafm antileishmanialmetabolitesfromgeosmithialangdonii
AT moharramahmedm antileishmanialmetabolitesfromgeosmithialangdonii
AT tekwanibabu antileishmanialmetabolitesfromgeosmithialangdonii
AT cutlerstephenj antileishmanialmetabolitesfromgeosmithialangdonii
AT rosssamira antileishmanialmetabolitesfromgeosmithialangdonii