Cytotoxic 1,3-Thiazole and 1,2,4-Thiadiazole Alkaloids from Penicillium oxalicum: Structural Elucidation and Total Synthesis

Two new thiazole and thiadiazole alkaloids, penicilliumthiamine A and B (2 and 3), were isolated from the culture broth of Penicillium oxalicum, a fungus found in Acrida cinerea. Their structures were elucidated mainly by spectroscopic analysis, total synthesis and X-ray crystallographic analysis. B...

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Autores principales: Yang, Zheng, Huang, Nianyu, Xu, Bang, Huang, Wenfeng, Xie, Tianpeng, Cheng, Fan, Zou, Kun
Formato: Online Artículo Texto
Lenguaje:English
Publicado: MDPI 2016
Materias:
Article
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6273271/
https://www.ncbi.nlm.nih.gov/pubmed/26927049
http://dx.doi.org/10.3390/molecules21030232
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author Yang, Zheng
Huang, Nianyu
Xu, Bang
Huang, Wenfeng
Xie, Tianpeng
Cheng, Fan
Zou, Kun
author_facet Yang, Zheng
Huang, Nianyu
Xu, Bang
Huang, Wenfeng
Xie, Tianpeng
Cheng, Fan
Zou, Kun
author_sort Yang, Zheng
collection PubMed
description Two new thiazole and thiadiazole alkaloids, penicilliumthiamine A and B (2 and 3), were isolated from the culture broth of Penicillium oxalicum, a fungus found in Acrida cinerea. Their structures were elucidated mainly by spectroscopic analysis, total synthesis and X-ray crystallographic analysis. Biological evaluations indicated that compound 1, 3a and 3 exhibit potent cytotoxicity against different cancer cell lines through inhibiting the phosphorylation of AKT/PKB (Ser 473), one of important cancer drugs target.
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spelling pubmed-62732712018-12-28 Cytotoxic 1,3-Thiazole and 1,2,4-Thiadiazole Alkaloids from Penicillium oxalicum: Structural Elucidation and Total Synthesis Yang, Zheng Huang, Nianyu Xu, Bang Huang, Wenfeng Xie, Tianpeng Cheng, Fan Zou, Kun Molecules Article Two new thiazole and thiadiazole alkaloids, penicilliumthiamine A and B (2 and 3), were isolated from the culture broth of Penicillium oxalicum, a fungus found in Acrida cinerea. Their structures were elucidated mainly by spectroscopic analysis, total synthesis and X-ray crystallographic analysis. Biological evaluations indicated that compound 1, 3a and 3 exhibit potent cytotoxicity against different cancer cell lines through inhibiting the phosphorylation of AKT/PKB (Ser 473), one of important cancer drugs target. MDPI 2016-02-26 /pmc/articles/PMC6273271/ /pubmed/26927049 http://dx.doi.org/10.3390/molecules21030232 Text en © 2016 by the authors. Licensee MDPI, Basel, Switzerland. This article is an open access article distributed under the terms and conditions of the Creative Commons by Attribution (CC-BY) license (http://creativecommons.org/licenses/by/4.0/).
spellingShingle Article
Yang, Zheng
Huang, Nianyu
Xu, Bang
Huang, Wenfeng
Xie, Tianpeng
Cheng, Fan
Zou, Kun
Cytotoxic 1,3-Thiazole and 1,2,4-Thiadiazole Alkaloids from Penicillium oxalicum: Structural Elucidation and Total Synthesis
title Cytotoxic 1,3-Thiazole and 1,2,4-Thiadiazole Alkaloids from Penicillium oxalicum: Structural Elucidation and Total Synthesis
title_full Cytotoxic 1,3-Thiazole and 1,2,4-Thiadiazole Alkaloids from Penicillium oxalicum: Structural Elucidation and Total Synthesis
title_fullStr Cytotoxic 1,3-Thiazole and 1,2,4-Thiadiazole Alkaloids from Penicillium oxalicum: Structural Elucidation and Total Synthesis
title_full_unstemmed Cytotoxic 1,3-Thiazole and 1,2,4-Thiadiazole Alkaloids from Penicillium oxalicum: Structural Elucidation and Total Synthesis
title_short Cytotoxic 1,3-Thiazole and 1,2,4-Thiadiazole Alkaloids from Penicillium oxalicum: Structural Elucidation and Total Synthesis
title_sort cytotoxic 1,3-thiazole and 1,2,4-thiadiazole alkaloids from penicillium oxalicum: structural elucidation and total synthesis
topic Article
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6273271/
https://www.ncbi.nlm.nih.gov/pubmed/26927049
http://dx.doi.org/10.3390/molecules21030232
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