Secondary metabolites from Penicillium pinophilum SD-272, a marine sediment-derived fungus

Two new secondary metabolites, namely, pinodiketopiperazine A (1) and 6,7-dihydroxy-3-methoxy-3-methylphthalide (2), along with alternariol 2,4-dimethyl ether (3) and L-5-oxoproline methyl ester (4), which were isolated from a natural source for the first time but have been previously synthesized, w...

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Bibliographic Details
Published in:Marine drugs 2013-06, Vol.11 (6), p.2230-2238
Main Authors: Wang, Ming-Hui, Li, Xiao-Ming, Li, Chun-Shun, Ji, Nai-Yun, Wang, Bin-Gui
Format: Article
Language:English
Subjects:
Animals
Anti-Bacterial Agents - chemistry
Anti-Bacterial Agents - isolation & purification
Anti-Bacterial Agents - pharmacology
Artemia - drug effects
brine shrimp lethality
Geologic Sediments - microbiology
Lethal Dose 50
Magnetic Resonance Spectroscopy
Mass Spectrometry
Penicillium - metabolism
Penicillium pinophilum
secondary metabolite
sediment
Toxicity Tests - methods
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Summary:Two new secondary metabolites, namely, pinodiketopiperazine A (1) and 6,7-dihydroxy-3-methoxy-3-methylphthalide (2), along with alternariol 2,4-dimethyl ether (3) and L-5-oxoproline methyl ester (4), which were isolated from a natural source for the first time but have been previously synthesized, were characterized from the marine sediment-derived fungus Penicillium pinophilum SD-272. In addition, six known metabolites (5-10) were also identified. Their structures were elucidated by analysis of the NMR and mass spectroscopic data. The absolute configuration of compound 1 was determined by experimental and calculated ECD spectra. Compound 2 displayed potent brine shrimp (Artemia salina) lethality with LD₅₀ 11.2 μM.
ISSN:1660-3397
1660-3397
DOI:10.3390/md11062230