Five new alkaloidal metabolites cordycepamides A-E (1-5), and one glycoside metabolite cordyglycoside A (6), together with six known compounds (7-12) were isolated from the entomopathogenic fungus Cordyceps sp. (LB1.18060004) from unidentified insect collected in Baoshan City, Yunnan Province, People's Republic of China. The structures were characterized by NMR and HRESIMS spectroscopic analyses. Cordycepamides A and B (1 and 2) were mixtures of two isomers in 5:4 ratio by integration of 1H NMR spectra. In additional, the structure of cordycepamide A (1) was further confirmed by X-ray crystallography as a pair of enantiomers. Absolute configurations of sugar moiety of cordyglycoside A (6) was confirmed by the acid hydrolysis and subsequent HPLC analysis. The isolated metabolites were evaluated for antimicrobial, cytotoxicity, and the DPPH scavenging assay, only 4 showed modest antioxidant effects in the DPPH scavenging assay (IC50 = 51.42 ± 3.08 μM).
Cordyceps sp., alkaloidal metabolite, enantiomer, entomopathogenic fungus
NCBI PubMed ID: 32092531Publication DOI: 10.1016/j.fitote.2020.104525Journal NLM ID: 16930290RPublisher: Elsevier
Correspondence: Liu X
; Zhang Y
Institutions: State Key Laboratory of Mycology, Institute of Microbiology, Chinese Academy of Sciences, Beijing, China, Institute of Biotechnology, Shanxi University, Taiyuan, China, School of Life Science, Shanxi University, Taiyuan, China, Department of Microbiology, College of Life Sciences, Nankai University, Tianjin, China
Methods: 13C NMR, 1H NMR, NMR-2D, IR, acid hydrolysis, extraction, optical rotation measurement, CC, RP-HPLC, cell growth, HR-ESI-MS, antioxidant activities, cytotoxicity assay, derivatization, antimicrobial assay, VLC
Found