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Nine new cytochalasan alkaloids from Chaetomium globosum TW1-1 (Ascomycota, Sordariales)

Chemical investigation on the methanol extract of Chaetomium globosum TW1-1, a fungus isolated from the common pillbug (Armadillidium vulgare), has resulted in the isolation of nine new highly oxygenated cytochalasan alkaloids, armochaetoglobins S–Z (1 and 3–9) and 7-O-acetylarmochaetoglobin S (2),...

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Autores principales: Chen, Chunmei, Tong, Qingyi, Zhu, Hucheng, Tan, Dongdong, Zhang, Jinwen, Xue, Yongbo, Yao, Guangmin, Luo, Zengwei, Wang, Jianping, Wang, Yanyan, Zhang, Yonghui
Formato: Online Artículo Texto
Lenguaje:English
Publicado: Nature Publishing Group 2016
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC4703973/
https://www.ncbi.nlm.nih.gov/pubmed/26739896
http://dx.doi.org/10.1038/srep18711
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author Chen, Chunmei
Tong, Qingyi
Zhu, Hucheng
Tan, Dongdong
Zhang, Jinwen
Xue, Yongbo
Yao, Guangmin
Luo, Zengwei
Wang, Jianping
Wang, Yanyan
Zhang, Yonghui
author_facet Chen, Chunmei
Tong, Qingyi
Zhu, Hucheng
Tan, Dongdong
Zhang, Jinwen
Xue, Yongbo
Yao, Guangmin
Luo, Zengwei
Wang, Jianping
Wang, Yanyan
Zhang, Yonghui
author_sort Chen, Chunmei
collection PubMed
description Chemical investigation on the methanol extract of Chaetomium globosum TW1-1, a fungus isolated from the common pillbug (Armadillidium vulgare), has resulted in the isolation of nine new highly oxygenated cytochalasan alkaloids, armochaetoglobins S–Z (1 and 3–9) and 7-O-acetylarmochaetoglobin S (2), together with eight structurally related known analogues (10–17). Their structures and absolute configurations were elucidated by spectroscopic analyses. Among them, compound 2 presents to be the first member of chaetoglobosin family with an acetyl group, and compounds 3 represents the first chaetoglobosin characterized by an 2′,3′-epoxy-indole moiety. The discovery of these new compounds revealed the largely untapped chemical diversity of cytochalasans and enriched their chemical research. Compounds 1–9 were evaluated for their cytotoxic activities against five human cancer cell lines, and compounds 8 and 9 exhibited significant cytotoxic activities with IC(50) values ranging from 10.45 to 30.42 μM.
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spelling pubmed-47039732016-01-19 Nine new cytochalasan alkaloids from Chaetomium globosum TW1-1 (Ascomycota, Sordariales) Chen, Chunmei Tong, Qingyi Zhu, Hucheng Tan, Dongdong Zhang, Jinwen Xue, Yongbo Yao, Guangmin Luo, Zengwei Wang, Jianping Wang, Yanyan Zhang, Yonghui Sci Rep Article Chemical investigation on the methanol extract of Chaetomium globosum TW1-1, a fungus isolated from the common pillbug (Armadillidium vulgare), has resulted in the isolation of nine new highly oxygenated cytochalasan alkaloids, armochaetoglobins S–Z (1 and 3–9) and 7-O-acetylarmochaetoglobin S (2), together with eight structurally related known analogues (10–17). Their structures and absolute configurations were elucidated by spectroscopic analyses. Among them, compound 2 presents to be the first member of chaetoglobosin family with an acetyl group, and compounds 3 represents the first chaetoglobosin characterized by an 2′,3′-epoxy-indole moiety. The discovery of these new compounds revealed the largely untapped chemical diversity of cytochalasans and enriched their chemical research. Compounds 1–9 were evaluated for their cytotoxic activities against five human cancer cell lines, and compounds 8 and 9 exhibited significant cytotoxic activities with IC(50) values ranging from 10.45 to 30.42 μM. Nature Publishing Group 2016-01-07 /pmc/articles/PMC4703973/ /pubmed/26739896 http://dx.doi.org/10.1038/srep18711 Text en Copyright © 2016, Macmillan Publishers Limited http://creativecommons.org/licenses/by/4.0/ This work is licensed under a Creative Commons Attribution 4.0 International License. The images or other third party material in this article are included in the article’s Creative Commons license, unless indicated otherwise in the credit line; if the material is not included under the Creative Commons license, users will need to obtain permission from the license holder to reproduce the material. To view a copy of this license, visit http://creativecommons.org/licenses/by/4.0/
spellingShingle Article
Chen, Chunmei
Tong, Qingyi
Zhu, Hucheng
Tan, Dongdong
Zhang, Jinwen
Xue, Yongbo
Yao, Guangmin
Luo, Zengwei
Wang, Jianping
Wang, Yanyan
Zhang, Yonghui
Nine new cytochalasan alkaloids from Chaetomium globosum TW1-1 (Ascomycota, Sordariales)
title Nine new cytochalasan alkaloids from Chaetomium globosum TW1-1 (Ascomycota, Sordariales)
title_full Nine new cytochalasan alkaloids from Chaetomium globosum TW1-1 (Ascomycota, Sordariales)
title_fullStr Nine new cytochalasan alkaloids from Chaetomium globosum TW1-1 (Ascomycota, Sordariales)
title_full_unstemmed Nine new cytochalasan alkaloids from Chaetomium globosum TW1-1 (Ascomycota, Sordariales)
title_short Nine new cytochalasan alkaloids from Chaetomium globosum TW1-1 (Ascomycota, Sordariales)
title_sort nine new cytochalasan alkaloids from chaetomium globosum tw1-1 (ascomycota, sordariales)
topic Article
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC4703973/
https://www.ncbi.nlm.nih.gov/pubmed/26739896
http://dx.doi.org/10.1038/srep18711
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