A new polyketide derivative koninginin H (1), has been isolated from the fungus Emericella nidulans, together with koninginin E (2), koninginin A (3), trichodermatide B (4), citrantifidiol (5), (4S,5R)-4-hydroxy-5-methylfuran-2-one (6), the glycerol derivatives gingerglycolipid B (7), (2S)-bis[9Z,12Z]-1-O, 2-O-dilinoleoyl-3-O-[α-D-galactopyranosyl-(1"→6') β-D-galactopyranosyl]glycerol (8), (2S)-bis[9Z,12Z]-1-O, 2-O-dilinoleoyl-3-O-β-D-galactopyranosylglycerol (9), the cerebroside flavuside B (10), and the known sterols β-sitosterol glucoside and ergosta-5,7,22-trien-3-ol. Their structures were established by extensive NMR studies (1H NMR, 13C NMR, DEPT, 1H-1H COSY, HSQC, HMBC) and mass spectrometry. The antibacterial, antimalarial, antifungal and antileishmanial activities of compounds 1-10 were examined and the results indicated that compound 4 showed good antifungal activity against Cryptococcus neoformans with an IC50 value of 4.9 microg/mL.
cerebroside, Emericella nidulans, koninginin, galactolipids
NCBI PubMed ID: 24273867Journal NLM ID: 101477873Publisher: Natural Product Communications
Correspondence: cutler@olemiss.edu
Institutions: Department of Medicinal Chemistry, School of Pharmacy, The University of Mississippi, Oxford, USA, National Center for Natural Products Research, School of Pharmacy, The University of Mississippi, Oxford, USA, Departamento de Microbiologia, Instituto de Ciências Biológicas, Universidade Federal de Minas Gerais, Belo Horizonte, Brazil
Methods: 13C NMR, 1H NMR, NMR-2D, GC-MS, TLC, GC, HPLC, UV, extraction, optical rotation measurement, CC, antimicrobial assay, antimalarial assays, antileishmanial assays
Found