Abstract
Two novel antitumor alkaloids, Stephacidin A and B, were isolated from the solid fermentation of Aspergillus ochraceus WC76466. Both alkaloids exhibit in vitro cytotoxicity against a number of human tumor cell lines; however, stephacidin B demonstrated more potent and selective antitumor activities, especially against prostate testeosterone-dependent LNCaP cells with IC50 value of 60 nM. The structures of stephacidin A and B were established on the basis of the NMR data and X-ray crystallography. With 15 rings and 9 chiral centers, stephacidin B represents one of the most structurally complex and novel alkaloids occurring in nature.
MeSH terms
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Antineoplastic Agents / chemistry*
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Antineoplastic Agents / isolation & purification
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Antineoplastic Agents / pharmacology*
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Aspergillus ochraceus / chemistry*
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Crystallography, X-Ray
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Drug Screening Assays, Antitumor
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Humans
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Indole Alkaloids
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Indoles / chemistry*
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Indoles / isolation & purification*
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Indoles / pharmacology
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Male
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Molecular Structure
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Neoplasms, Hormone-Dependent / drug therapy*
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Neoplasms, Hormone-Dependent / pathology
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Nuclear Magnetic Resonance, Biomolecular
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Prostatic Neoplasms / drug therapy*
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Prostatic Neoplasms / pathology
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Testosterone / physiology
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Tumor Cells, Cultured
Substances
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Antineoplastic Agents
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Indole Alkaloids
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Indoles
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stephacidin A
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stephacidin B
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Testosterone