Microsphaerones A and B, two novel gamma-pyrone derivatives from the sponge-derived fungus Microsphaeropsis sp.
Two new metabolites, microsphaerones A (1) and B (2), were identified from the EtOAc extract of the culture of an undescribed fungus of the genus Microsphaeropsis, isolated from the Mediterranean sponge Aplysina aerophoba. Compounds 1 and 2 represent the first examples of gamma-pyrone derivatives of the fungal genus Microsphaeropsis. The structures of the compounds were elucidated on the basis of comprehensive spectral analysis ((1)H, (13)C, (1)H-(1)H COSY, HMQC, and HMBC NMR, as well as low- and high-resolution ESI and EIMS experiments). The (S)-2-methylsuccinic acid moiety present in 1 was established by GC-MS analysis of a hydrolysis product.
Wang
Chang-Yun
CY
Institut für Pharmazeutische Biologie, Heinrich-Heine-Universität Düsseldorf, Universitätsstrasse 1, Geb. 26.23, D-40225 Düsseldorf, Germany.
Wang
Bin-Gui
BG
Brauers
Gernot
G
Guan
Hua-Shi
HS
Proksch
Peter
P
Ebel
Rainer
R
D000818:Animals; D001156:Artemia / Q000187:drug effects; D002851:Chromatography, High Pressure Liquid; D004354:Drug Screening Assays, Antitumor; D005658:Fungi / Q000737:chemistry*; D008401:Gas Chromatography-Mass Spectrometry; D018922:HL-60 Cells / Q000187:drug effects; D006801:Humans; D006868:Hydrolysis; D007814:Larva / Q000187:drug effects; D015473:Leukemia, Promyelocytic, Acute; D008522:Mediterranean Sea; D015394:Molecular Structure; D019906:Nuclear Magnetic Resonance, Biomolecular; D011161:Porifera; D011753:Pyrones / Q000737:chemistry / Q000302:isolation & purification* / Q000494:pharmacology; D021241:Spectrometry, Mass, Electrospray Ionization; D013056:Spectrophotometry, Ultraviolet; D018411:Spodoptera / Q000187:drug effects; D014407:Tumor Cells, Cultured / Q000187:drug effects
D011753:Pyrones; C461741:microsphaerone A; C461743:microsphaerone B