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Nine new cytochalasan alkaloids from Chaetomium globosum TW1-1 (Ascomycota, Sordariales).
Sci Rep. 2016 Jan 07; 6:18711.SR

Abstract

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 IC50 values ranging from 10.45 to 30.42 μM.

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Authors+Show Affiliations

Hubei Key Laboratory of Natural Medicinal Chemistry and Resource Evaluation, School of Pharmacy, Tongji Medical College, Huazhong University of Science and Technology, Wuhan 430030, China.

Hubei Key Laboratory of Natural Medicinal Chemistry and Resource Evaluation, School of Pharmacy, Tongji Medical College, Huazhong University of Science and Technology, Wuhan 430030, China.

Hubei Key Laboratory of Natural Medicinal Chemistry and Resource Evaluation, School of Pharmacy, Tongji Medical College, Huazhong University of Science and Technology, Wuhan 430030, China.

Hubei Key Laboratory of Natural Medicinal Chemistry and Resource Evaluation, School of Pharmacy, Tongji Medical College, Huazhong University of Science and Technology, Wuhan 430030, China.

Tongji Hospital Affliated to Tongji Medical College, Huazhong University of Science and Technology, Wuhan 430030, China.

Hubei Key Laboratory of Natural Medicinal Chemistry and Resource Evaluation, School of Pharmacy, Tongji Medical College, Huazhong University of Science and Technology, Wuhan 430030, China.

Hubei Key Laboratory of Natural Medicinal Chemistry and Resource Evaluation, School of Pharmacy, Tongji Medical College, Huazhong University of Science and Technology, Wuhan 430030, China.

Hubei Key Laboratory of Natural Medicinal Chemistry and Resource Evaluation, School of Pharmacy, Tongji Medical College, Huazhong University of Science and Technology, Wuhan 430030, China.

Hubei Key Laboratory of Natural Medicinal Chemistry and Resource Evaluation, School of Pharmacy, Tongji Medical College, Huazhong University of Science and Technology, Wuhan 430030, China.

First College of Clinical Medical Science, China Three Gorges University &Yichang Central People's Hospital, Yichang 443003, China.

Hubei Key Laboratory of Natural Medicinal Chemistry and Resource Evaluation, School of Pharmacy, Tongji Medical College, Huazhong University of Science and Technology, Wuhan 430030, China.

MeSH

AlkaloidsAntineoplastic AgentsBiological ProductsCell Line, TumorChaetomiumHumansMagnetic Resonance SpectroscopyModels, MolecularMolecular ConformationMolecular Structure

Pub Type(s)

Journal Article

Research Support, Non-U.S. Gov't

Language

eng

PubMed ID

26739896

Citation

Chen, Chunmei, et al. "Nine New Cytochalasan Alkaloids From Chaetomium Globosum TW1-1 (Ascomycota, Sordariales)." Scientific Reports, vol. 6, 2016, p. 18711.

Chen C, Tong Q, Zhu H, et al. Nine new cytochalasan alkaloids from Chaetomium globosum TW1-1 (Ascomycota, Sordariales). Sci Rep. 2016;6:18711.

Chen, C., Tong, Q., Zhu, H., Tan, D., Zhang, J., Xue, Y., Yao, G., Luo, Z., Wang, J., Wang, Y., & Zhang, Y. (2016). Nine new cytochalasan alkaloids from Chaetomium globosum TW1-1 (Ascomycota, Sordariales). Scientific Reports, 6, 18711. https://doi.org/10.1038/srep18711

Chen C, et al. Nine New Cytochalasan Alkaloids From Chaetomium Globosum TW1-1 (Ascomycota, Sordariales). Sci Rep. 2016 Jan 7;6:18711. PubMed PMID: 26739896.

* Article titles in AMA citation format should be in sentence-case

TY - JOUR T1 - Nine new cytochalasan alkaloids from Chaetomium globosum TW1-1 (Ascomycota, Sordariales). AU - Chen,Chunmei, AU - Tong,Qingyi, AU - Zhu,Hucheng, AU - Tan,Dongdong, AU - Zhang,Jinwen, AU - Xue,Yongbo, AU - Yao,Guangmin, AU - Luo,Zengwei, AU - Wang,Jianping, AU - Wang,Yanyan, AU - Zhang,Yonghui, Y1 - 2016/01/07/ PY - 2015/10/06/received PY - 2015/11/23/accepted PY - 2016/1/8/entrez PY - 2016/1/8/pubmed PY - 2016/12/15/medline SP - 18711 EP - 18711 JF - Scientific reports JO - Sci Rep VL - 6 N2 - 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 IC50 values ranging from 10.45 to 30.42 μM. SN - 2045-2322 UR - https://www.unboundmedicine.com/medline/citation/26739896/Nine_new_cytochalasan_alkaloids_from_Chaetomium_globosum_TW1_1__Ascomycota_Sordariales__ DB - PRIME DP - Unbound Medicine ER -