Abstract
A new polyoxygenated sterol, sterolic acid (1), three new breviane spiroditerpenoids, breviones I-K (2-4), and the known breviones (5-8), were isolated from the crude extract of a Penicillium sp. obtained from a deep sea sediment sample that was collected at a depth of 5115 m. The structures of 1-4 were elucidated primarily by NMR experiments, and 1 was further confirmed by X-ray crystallography. The absolute configurations of 2 and 3 were deduced by comparison of their CD spectra with those of the model compounds. Compounds 2 and 5 showed significant cytotoxicity against MCF-7 cells, which is comparable to the positive control cisplatin.
Keywords:
Penicillium sp.; cytotoxicity; deep sea sediment; spiroditerpenoids; sterol.
Publication types
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Research Support, Non-U.S. Gov't
MeSH terms
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Antibiotics, Antineoplastic / chemistry
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Antibiotics, Antineoplastic / isolation & purification
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Antibiotics, Antineoplastic / metabolism
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Antibiotics, Antineoplastic / pharmacology*
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Aquatic Organisms / isolation & purification
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Aquatic Organisms / metabolism*
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Breast Neoplasms / drug therapy
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Cell Line, Tumor
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Cell Proliferation / drug effects
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Diterpenes / chemistry
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Diterpenes / isolation & purification
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Diterpenes / metabolism
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Diterpenes / pharmacology*
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Drug Discovery
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Female
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Fermentation
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Geologic Sediments / microbiology
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Humans
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Inhibitory Concentration 50
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Lung Neoplasms / drug therapy
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Male
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Molecular Structure
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Pacific Ocean
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Penicillium / isolation & purification
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Penicillium / metabolism*
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Stereoisomerism
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Sterols / chemistry
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Sterols / isolation & purification
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Sterols / metabolism
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Sterols / pharmacology*
Substances
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Antibiotics, Antineoplastic
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Diterpenes
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Sterols
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sterolic acid