Abstract
Two new unusual dimeric selaginellins, diselaginellins A and B (1 and 2), along with two known derivatives, selaginellin (3) and selaginellin B (4), were isolated from Selaginella pulvinata. Their structures were elucidated by extensive NMR and high-resolution ESIMS data analysis. Compound 2 displayed apoptosis-inducing and antimetastatic activities against the human hepatocellular carcinoma cell line SMMC-7721. A microarray analysis revealed that genes related to metabolism, angiogenesis, and metastasis were altered by 2. The up- and down-regulation of the mRNA levels of related genes was confirmed by RT-qPCR. Metabolism modulation and metastasis inhibition might be the mechanisms of the antitumor properties of diselaginellin B (2).
Publication types
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Research Support, Non-U.S. Gov't
MeSH terms
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Antineoplastic Agents, Phytogenic / chemistry
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Antineoplastic Agents, Phytogenic / pharmacology
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Apoptosis / drug effects
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Biphenyl Compounds / chemistry*
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Biphenyl Compounds / pharmacology*
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Carcinoma, Hepatocellular / drug therapy*
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Carcinoma, Hepatocellular / pathology
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Cell Line, Tumor
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Cyclohexanones / chemistry*
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Cyclohexanones / pharmacology*
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Down-Regulation / drug effects
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Humans
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Liver Neoplasms / drug therapy*
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Liver Neoplasms / pathology
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Magnetic Resonance Spectroscopy / methods
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Neoplasm Metastasis
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Plant Extracts / chemistry
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Plant Extracts / pharmacology
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Selaginellaceae / chemistry*
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Up-Regulation / drug effects
Substances
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(R,S)-4-((4'-methoxy-4-(methyl)-3-((4-methoxyphenyl)ethynyl)biphenyl-2-yl)(4-methoxyphenyl)methylene)-2,5-cyclohexadien-1-one,
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Antineoplastic Agents, Phytogenic
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Biphenyl Compounds
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Cyclohexanones
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Plant Extracts