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Chaetomadrasins A and B, Two New Cytotoxic Cytochalasans from Desert Soil-Derived Fungus Chaetomium madrasense 375.
Molecules. 2019 Sep 05; 24(18)M

Abstract

Two new cytochalasans, Chaetomadrasins A (1) and B (2), along with six known analogues (3-8), were isolated from the solid-state fermented culture of desert soil-derived Chaetomium madrasense 375. Their structures were clarified by comprehensive spectroscopic analyses, and the absolute configurations of Compounds 1 and 2 were confirmed by electronic circular dichroism (ECD) and calculated ECD. For the first time, Chaetomadrasins A (1), which belongs to the chaetoglobosin family, is characterized by the presence of all oxygen atoms in the form of Carbonyl. Chaetomadrasin B (2) represents the first example of chaetoglobosin type cytochalasan characterized by a hydroxy unit and carbonyl group fused to the indole ring. Compounds 1 and 2 displayed moderate cytotoxicity against HepG2 human hepatocellular carcinoma cells.

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Authors+Show Affiliations

Guo QF
Henan Joint International Research Laboratory of Drug Discovery of Small Molecules, Zhengzhou Key Laboratory of Synthetic Biology of Natural Products, Huanghe Science and Technology College, Zhengzhou, Henan 450063, China. guoqf.2008@163.com.
Yin ZH
Henan Joint International Research Laboratory of Drug Discovery of Small Molecules, Zhengzhou Key Laboratory of Synthetic Biology of Natural Products, Huanghe Science and Technology College, Zhengzhou, Henan 450063, China. yinzhenhua1000@126.com.
Zhang JJ
Henan Joint International Research Laboratory of Drug Discovery of Small Molecules, Zhengzhou Key Laboratory of Synthetic Biology of Natural Products, Huanghe Science and Technology College, Zhengzhou, Henan 450063, China. zhangjuan8908@163.com.
Kang WY
Henan Joint International Research Laboratory of Drug Discovery of Small Molecules, Zhengzhou Key Laboratory of Synthetic Biology of Natural Products, Huanghe Science and Technology College, Zhengzhou, Henan 450063, China. Kangweny@hotmail.com.
Wang XW
Institute of Microbiology, Chinese Academy of Science, Beijing 100101, China. wangxw@im.ac.cn.
Ding G
Institute of Medicinal Plant Development, Chinese Academy of Medical Science and Union Medical College, Beijing 100193, China. gding@implad.ac.cn.
Chen L
Henan Joint International Research Laboratory of Drug Discovery of Small Molecules, Zhengzhou Key Laboratory of Synthetic Biology of Natural Products, Huanghe Science and Technology College, Zhengzhou, Henan 450063, China. lchenchina@163.com.

MeSH

Antineoplastic AgentsBiological ProductsCell LineChaetomiumCytochalasinsHumansModels, MolecularMolecular ConformationMolecular StructureSoil MicrobiologySpectrum Analysis

Pub Type(s)

Journal Article

Language

eng

PubMed ID

31492021

Citation

Guo, Qing-Feng, et al. "Chaetomadrasins a and B, Two New Cytotoxic Cytochalasans From Desert Soil-Derived Fungus Chaetomium Madrasense 375." Molecules (Basel, Switzerland), vol. 24, no. 18, 2019.
Guo QF, Yin ZH, Zhang JJ, et al. Chaetomadrasins A and B, Two New Cytotoxic Cytochalasans from Desert Soil-Derived Fungus Chaetomium madrasense 375. Molecules. 2019;24(18).
Guo, Q. F., Yin, Z. H., Zhang, J. J., Kang, W. Y., Wang, X. W., Ding, G., & Chen, L. (2019). Chaetomadrasins A and B, Two New Cytotoxic Cytochalasans from Desert Soil-Derived Fungus Chaetomium madrasense 375. Molecules (Basel, Switzerland), 24(18). https://doi.org/10.3390/molecules24183240
Guo QF, et al. Chaetomadrasins a and B, Two New Cytotoxic Cytochalasans From Desert Soil-Derived Fungus Chaetomium Madrasense 375. Molecules. 2019 Sep 5;24(18) PubMed PMID: 31492021.
* Article titles in AMA citation format should be in sentence-case
TY - JOUR T1 - Chaetomadrasins A and B, Two New Cytotoxic Cytochalasans from Desert Soil-Derived Fungus Chaetomium madrasense 375. AU - Guo,Qing-Feng, AU - Yin,Zhen-Hua, AU - Zhang,Juan-Juan, AU - Kang,Wen-Yi, AU - Wang,Xue-Wei, AU - Ding,Gang, AU - Chen,Lin, Y1 - 2019/09/05/ PY - 2019/07/08/received PY - 2019/08/26/revised PY - 2019/09/03/accepted PY - 2019/9/8/entrez PY - 2019/9/8/pubmed PY - 2020/1/28/medline KW - Chaetomium madrasense KW - cytochalasans KW - cytotoxicity KW - fungal alkaloids JF - Molecules (Basel, Switzerland) JO - Molecules VL - 24 IS - 18 N2 - Two new cytochalasans, Chaetomadrasins A (1) and B (2), along with six known analogues (3-8), were isolated from the solid-state fermented culture of desert soil-derived Chaetomium madrasense 375. Their structures were clarified by comprehensive spectroscopic analyses, and the absolute configurations of Compounds 1 and 2 were confirmed by electronic circular dichroism (ECD) and calculated ECD. For the first time, Chaetomadrasins A (1), which belongs to the chaetoglobosin family, is characterized by the presence of all oxygen atoms in the form of Carbonyl. Chaetomadrasin B (2) represents the first example of chaetoglobosin type cytochalasan characterized by a hydroxy unit and carbonyl group fused to the indole ring. Compounds 1 and 2 displayed moderate cytotoxicity against HepG2 human hepatocellular carcinoma cells. SN - 1420-3049 UR - https://www.unboundmedicine.com/medline/citation/31492021/Chaetomadrasins_A_and_B_Two_New_Cytotoxic_Cytochalasans_from_Desert_Soil_Derived_Fungus_Chaetomium_madrasense_375_ DB - PRIME DP - Unbound Medicine ER -