Five new diterpenoid glycosides, dongtingnoids A-E (1-5), two new diterpenoid aglycones, dongtingnoids F and G (6 and 7), and two known analogues, cotylenins E and J (8 and 9), belonging to the fusicoccane family, were isolated from the fungus Penicillium sp. DT10, which was derived from wetland soil from Dongting Lake. Their structures and absolute configurations were elucidated based on spectroscopic analyses, acid hydrolysis, ECD calculations, and X-ray crystallography. Dongtingnoid C (3) is the first 16-nor-fusicoccane diterpenoid glycoside reported and is proposed to form by oxidative demethylation. Compounds 1, 4, and 5 showed comparable seed-germination-promoting activities to that previously reported for the growth regulator cotylenin E (8).
seed germination, Penicillium, diterpenoid
NCBI PubMed ID: 30632752Publication DOI: 10.1021/acs.jnatprod.8b00694Journal NLM ID: 7906882Publisher: American Society of Pharmacognosy
Correspondence: Zhu H
; Zhang Y
Institutions: Hubei Key Laboratory of Natural Medicinal Chemistry and Resource Evaluation, School of Pharmacy, Tongji Medical College, Huazhong University of Science and Technology, Wuhan, China, Department of Pharmacy, Tongji Hospital, Tongji Medical College, Huazhong University of Science and Technology, Wuhan, China
Methods: 13C NMR, 1H NMR, IR, X-ray, TLC, acid hydrolysis, GC, UV, extraction, optical rotation measurement, CC, RP-HPLC, cell growth, melting point determination, HR-ESI-MS, cytotoxicity assay, derivatization, ECD