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Armochaetoglasins A-I: Cytochalasan alkaloids from fermentation broth of Chaetomium globosum TW1-1 by feeding L-tyrosine.
Phytochemistry. 2018 Dec; 156:106-115.P

Abstract

By feeding L-tyrosine into the culture medium, nine undescribed compounds, termed as armochaetoglasins A-I, together with three known analogues, namely armochaetoglobin E, chaetoglobosin V, and chaetoglobosin J, were isolated and identified from the medicinal terrestrial arthropod-derived fungus Chaetomium globosum TW1-1. Their structures were elucidated by means of NMR spectroscopy, single-crystal X-ray crystallography, and comparison of their electronic circular dichroism (ECD) spectra. Structurally, armochaetoglasin A represented the first tyrosine-derived cytochalasan alkaloid characterized by a 13-membered carbocyclic ring system; armochaetoglasins B and C possessed a rare 19,20-seco-chaetoglobosin skeleton. Armochaetoglasin B, chaetoglobosin V, and chaetoglobosin J showed weak cytotoxic activity with IC50 values ranging from 19.5 to 34.72 μM.

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Authors+Show Affiliations

Gao W
Hubei Key Laboratory of Natural Medicinal Chemistry and Resource Evaluation, School of Pharmacy, Tongji Medical College, Huazhong University of Science and Technology, Wuhan 430030, People's Republic of China.
Sun W
Hubei Key Laboratory of Natural Medicinal Chemistry and Resource Evaluation, School of Pharmacy, Tongji Medical College, Huazhong University of Science and Technology, Wuhan 430030, People's Republic of China.
Li F
Hubei Key Laboratory of Natural Medicinal Chemistry and Resource Evaluation, School of Pharmacy, Tongji Medical College, Huazhong University of Science and Technology, Wuhan 430030, People's Republic of China.
Chai C
Hubei Key Laboratory of Natural Medicinal Chemistry and Resource Evaluation, School of Pharmacy, Tongji Medical College, Huazhong University of Science and Technology, Wuhan 430030, People's Republic of China.
He Y
Tongji Hospital, Tongji Medical College, Huazhong University of Science and Technology, Wuhan 430030, People's Republic of China.
Wang J
Hubei Key Laboratory of Natural Medicinal Chemistry and Resource Evaluation, School of Pharmacy, Tongji Medical College, Huazhong University of Science and Technology, Wuhan 430030, People's Republic of China.
Xue Y
Hubei Key Laboratory of Natural Medicinal Chemistry and Resource Evaluation, School of Pharmacy, Tongji Medical College, Huazhong University of Science and Technology, Wuhan 430030, People's Republic of China.
Chen C
Hubei Key Laboratory of Natural Medicinal Chemistry and Resource Evaluation, School of Pharmacy, Tongji Medical College, Huazhong University of Science and Technology, Wuhan 430030, People's Republic of China.
Zhu H
Hubei Key Laboratory of Natural Medicinal Chemistry and Resource Evaluation, School of Pharmacy, Tongji Medical College, Huazhong University of Science and Technology, Wuhan 430030, People's Republic of China.
Hu Z
Hubei Key Laboratory of Natural Medicinal Chemistry and Resource Evaluation, School of Pharmacy, Tongji Medical College, Huazhong University of Science and Technology, Wuhan 430030, People's Republic of China. Electronic address: hzx616@126.com.
Zhang Y
Hubei Key Laboratory of Natural Medicinal Chemistry and Resource Evaluation, School of Pharmacy, Tongji Medical College, Huazhong University of Science and Technology, Wuhan 430030, People's Republic of China. Electronic address: zhangyh@mails.tjmu.edu.cn.

MeSH

AlkaloidsChaetomiumCytochalasinsFermentationMolecular ConformationTyrosine

Pub Type(s)

Journal Article

Language

eng

PubMed ID

30268043

Citation

Gao, Weixi, et al. "Armochaetoglasins A-I: Cytochalasan Alkaloids From Fermentation Broth of Chaetomium Globosum TW1-1 By Feeding L-tyrosine." Phytochemistry, vol. 156, 2018, pp. 106-115.
Gao W, Sun W, Li F, et al. Armochaetoglasins A-I: Cytochalasan alkaloids from fermentation broth of Chaetomium globosum TW1-1 by feeding L-tyrosine. Phytochemistry. 2018;156:106-115.
Gao, W., Sun, W., Li, F., Chai, C., He, Y., Wang, J., Xue, Y., Chen, C., Zhu, H., Hu, Z., & Zhang, Y. (2018). Armochaetoglasins A-I: Cytochalasan alkaloids from fermentation broth of Chaetomium globosum TW1-1 by feeding L-tyrosine. Phytochemistry, 156, 106-115. https://doi.org/10.1016/j.phytochem.2018.09.004
Gao W, et al. Armochaetoglasins A-I: Cytochalasan Alkaloids From Fermentation Broth of Chaetomium Globosum TW1-1 By Feeding L-tyrosine. Phytochemistry. 2018;156:106-115. PubMed PMID: 30268043.
* Article titles in AMA citation format should be in sentence-case
TY - JOUR T1 - Armochaetoglasins A-I: Cytochalasan alkaloids from fermentation broth of Chaetomium globosum TW1-1 by feeding L-tyrosine. AU - Gao,Weixi, AU - Sun,Weiguang, AU - Li,Fengli, AU - Chai,Chenwei, AU - He,Yan, AU - Wang,Jianping, AU - Xue,Yongbo, AU - Chen,Chunmei, AU - Zhu,Hucheng, AU - Hu,Zhengxi, AU - Zhang,Yonghui, Y1 - 2018/09/27/ PY - 2018/06/02/received PY - 2018/08/24/revised PY - 2018/09/21/accepted PY - 2018/9/30/pubmed PY - 2018/11/28/medline PY - 2018/9/30/entrez KW - Antibacterial activity KW - Chaetomiaceae KW - Chaetomium globosum TW1-1 KW - Cytochalasan alkaloids KW - Cytotoxic activity SP - 106 EP - 115 JF - Phytochemistry JO - Phytochemistry VL - 156 N2 - By feeding L-tyrosine into the culture medium, nine undescribed compounds, termed as armochaetoglasins A-I, together with three known analogues, namely armochaetoglobin E, chaetoglobosin V, and chaetoglobosin J, were isolated and identified from the medicinal terrestrial arthropod-derived fungus Chaetomium globosum TW1-1. Their structures were elucidated by means of NMR spectroscopy, single-crystal X-ray crystallography, and comparison of their electronic circular dichroism (ECD) spectra. Structurally, armochaetoglasin A represented the first tyrosine-derived cytochalasan alkaloid characterized by a 13-membered carbocyclic ring system; armochaetoglasins B and C possessed a rare 19,20-seco-chaetoglobosin skeleton. Armochaetoglasin B, chaetoglobosin V, and chaetoglobosin J showed weak cytotoxic activity with IC50 values ranging from 19.5 to 34.72 μM. SN - 1873-3700 UR - https://www.unboundmedicine.com/medline/citation/30268043/Armochaetoglasins_A_I:_Cytochalasan_alkaloids_from_fermentation_broth_of_Chaetomium_globosum_TW1_1_by_feeding_L_tyrosine_ DB - PRIME DP - Unbound Medicine ER -