Bioactive metabolites from the desert plant-associated endophytic fungus Chaetomium globosum (Chaetomiaceae). (May 2021)

• Record Type: Journal Article
• Authors: Zhang, Xiao-Yan; Tan, Xiang-Mei; Yu, Meng; Yang, Jian; Sun, Bing-Da; Qin, Jian-Chun; Guo, Lan-Ping; Ding, Gang
• Is Part Of: Phytochemistry. Volume 185(2021)
• Publication Date: 2021-05
• Subjects: Desert plant -- Artemisia desterorum -- Asteraceae -- Endophytic fungus -- Chaetomium globosum -- Chaetomiaceae -- Globosumin -- Globosumone -- Bioactivities; Botanical chemistry -- Periodicals; Biochemistry -- Periodicals; Botany -- Periodicals; Chimie végétale -- Périodiques; 572.2
• DOI: 10.1016/j.phytochem.2021.112701
• Languages: English
• ISSNs: 0031-9422

Abstract

Abstract: Globosumin, an undescribed chromene-4, 7(4a H )-dione-tetramic acid PKS-PKS-NRPS hybrid, and globosumone, an undescribed azaphilone, together with ten known metabolites, were isolated from the desert plant-associated endophytic fungus Chaetomium globosum (Chaetomiaceae). The planar structures and relative configurations of globosumin and globosumone were determined by high-resolution ESI-MS and NMR data, and the absolute configurations of these two metabolites were determined by electronic circular dichroism (ECD) and circular dichroism (CD) combined with time-dependent density functional theory (TDDFT)-based quantum-chemical calculations. Chaetoglobosin A displayed biological effects against the seedling growth of Arabidopsis thaliana (Brassicaceae) in a dose-dependent manner, and this compound also exhibited biological activity against two cancer cell lines, A549 and HepG2, with IC50 values of 6.82 ± 2.34 and 38.62 ± 7.44 μ M, respectively. Graphical abstract: Globosumin, an undescribed chromene-4, 7(4a H )-dione-tetramic acid PKS-PKS-NRPS hybrid, and globosumone, an undescribed azaphilone, together with ten known metabolites, were isolated from the desert plant-associated endophytic fungus Chaetomium globosum (Chaetomiaceae). Image 1 Highlights: Twelve metabolites were isolated from the desert plant endophytic fungus Chaetomium globosum, in which globosumin possesses an undescribed chromene-4, 7(4a H )-dione-tetramic acid skeleton, and chaetoglobosin A displayed biological effects against the seedings growth of Arabidopsis thaliana and two cancer cell lines. Endophytic fungi inhabiting desert plants might be a new source to find metabolites with unique structures and potent bioactivities.