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Cytotoxic isoferulic acidamide from Myricaria germanica (Tamaricaceae)

Tamgermanitin, a unique N-trans-Isoferuloyltyramine, together with the hitherto unknown polyphenolics, 2,4-di-O-galloyl-(α/β)-glucopyranose and kaempferide 3,7-disulphate have been isolated from the leaf aqueous ethanol extract of the false tamarisk, Myricaria germanica DESV. In addition, 18 known p...

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Autores principales: Nawwar, Mahmoud A., Swilam, Noha F., Hashim, Amani N., Al-Abd, Ahmed M., Abdel-Naim, Ashraf B., Lindequist, Ulrike
Formato: Online Artículo Texto
Lenguaje:English
Publicado: Landes Bioscience 2013
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC3745567/
https://www.ncbi.nlm.nih.gov/pubmed/23123452
http://dx.doi.org/10.4161/psb.22642
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author Nawwar, Mahmoud A.
Swilam, Noha F.
Hashim, Amani N.
Al-Abd, Ahmed M.
Abdel-Naim, Ashraf B.
Lindequist, Ulrike
author_facet Nawwar, Mahmoud A.
Swilam, Noha F.
Hashim, Amani N.
Al-Abd, Ahmed M.
Abdel-Naim, Ashraf B.
Lindequist, Ulrike
author_sort Nawwar, Mahmoud A.
collection PubMed
description Tamgermanitin, a unique N-trans-Isoferuloyltyramine, together with the hitherto unknown polyphenolics, 2,4-di-O-galloyl-(α/β)-glucopyranose and kaempferide 3,7-disulphate have been isolated from the leaf aqueous ethanol extract of the false tamarisk, Myricaria germanica DESV. In addition, 18 known phenolics were also separated and characterized. All structures were elucidated on the basis of detailed analysis of 1D- (1)H and (13)C NMR, COSY, HSQC, HMBC and HRFTESIMS spectral data. The extract, its chromatographic column fractions and the isolated isoferuloyltyramine, tamgermanetin demonstrated potential cytotoxic effect against three different tumor cell lines, namely liver (Huh-7), breast (MCF-7) and prostate (PC-3). The IC(50)''s were found to be substantially low with low-resistance possibility. DNA flow-cytometic analysis indicated that column fractions and tamgermanetin enhanced pre-G apoptotic fraction. Both materials showed inhibiting activity against PARP enzyme activity. In conclusion, we report the isolation and identification of a novel compound, tamgermanitin, from the aqueous ethanol extract of Myricaria germanica leaves. Further, different fractions of the extract and tamgermanitin exhibit potent cytotoxic activities which warrant further investigations.
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spelling pubmed-37455672013-08-29 Cytotoxic isoferulic acidamide from Myricaria germanica (Tamaricaceae) Nawwar, Mahmoud A. Swilam, Noha F. Hashim, Amani N. Al-Abd, Ahmed M. Abdel-Naim, Ashraf B. Lindequist, Ulrike Plant Signal Behav Research Paper Tamgermanitin, a unique N-trans-Isoferuloyltyramine, together with the hitherto unknown polyphenolics, 2,4-di-O-galloyl-(α/β)-glucopyranose and kaempferide 3,7-disulphate have been isolated from the leaf aqueous ethanol extract of the false tamarisk, Myricaria germanica DESV. In addition, 18 known phenolics were also separated and characterized. All structures were elucidated on the basis of detailed analysis of 1D- (1)H and (13)C NMR, COSY, HSQC, HMBC and HRFTESIMS spectral data. The extract, its chromatographic column fractions and the isolated isoferuloyltyramine, tamgermanetin demonstrated potential cytotoxic effect against three different tumor cell lines, namely liver (Huh-7), breast (MCF-7) and prostate (PC-3). The IC(50)''s were found to be substantially low with low-resistance possibility. DNA flow-cytometic analysis indicated that column fractions and tamgermanetin enhanced pre-G apoptotic fraction. Both materials showed inhibiting activity against PARP enzyme activity. In conclusion, we report the isolation and identification of a novel compound, tamgermanitin, from the aqueous ethanol extract of Myricaria germanica leaves. Further, different fractions of the extract and tamgermanitin exhibit potent cytotoxic activities which warrant further investigations. Landes Bioscience 2013-01-01 2012-11-03 /pmc/articles/PMC3745567/ /pubmed/23123452 http://dx.doi.org/10.4161/psb.22642 Text en Copyright © 2013 Landes Bioscience http://creativecommons.org/licenses/by-nc/3.0/ This is an open-access article licensed under a Creative Commons Attribution-NonCommercial 3.0 Unported License. The article may be redistributed, reproduced, and reused for non-commercial purposes, provided the original source is properly cited.
spellingShingle Research Paper
Nawwar, Mahmoud A.
Swilam, Noha F.
Hashim, Amani N.
Al-Abd, Ahmed M.
Abdel-Naim, Ashraf B.
Lindequist, Ulrike
Cytotoxic isoferulic acidamide from Myricaria germanica (Tamaricaceae)
title Cytotoxic isoferulic acidamide from Myricaria germanica (Tamaricaceae)
title_full Cytotoxic isoferulic acidamide from Myricaria germanica (Tamaricaceae)
title_fullStr Cytotoxic isoferulic acidamide from Myricaria germanica (Tamaricaceae)
title_full_unstemmed Cytotoxic isoferulic acidamide from Myricaria germanica (Tamaricaceae)
title_short Cytotoxic isoferulic acidamide from Myricaria germanica (Tamaricaceae)
title_sort cytotoxic isoferulic acidamide from myricaria germanica (tamaricaceae)
topic Research Paper
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC3745567/
https://www.ncbi.nlm.nih.gov/pubmed/23123452
http://dx.doi.org/10.4161/psb.22642
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