Abstract
The (4R)-hydroxylated analogues of annonaceous acetogenin mimicking compound 2 were designed and synthesized structurally on the basis of the naturally occurring annonaceous acetogenin bullatacin, which was discovered as a typical member of the novel family of polyketides with potent cytotoxicity, antitumoral, and other biological activities. The preliminary screenings show that the IC(50) values of 2 were 1.6 x 10(-3) and 8 x 10(-2) microg/mL against HT-29 and HCT-8, respectively. A remarkable enhancement effect was observed by the activity comparison of 1c and its (4R)-hydroxylated analogue 2.
Publication types
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Research Support, Non-U.S. Gov't
MeSH terms
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Annonaceae / chemistry*
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Antineoplastic Agents, Phytogenic* / chemical synthesis
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Antineoplastic Agents, Phytogenic* / chemistry
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Antineoplastic Agents, Phytogenic* / pharmacology
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Cells, Cultured / drug effects
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Colonic Neoplasms
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Dose-Response Relationship, Drug
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Doxorubicin / pharmacology
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Drug Screening Assays, Antitumor
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Furans* / chemical synthesis*
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Furans* / chemistry
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Furans* / pharmacology
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Humans
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Inhibitory Concentration 50
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Intestines
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Molecular Mimicry
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Molecular Structure
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Stereoisomerism
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Tumor Cells, Cultured / drug effects
Substances
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3-((2R,13S)-2,13-dihydroxy-14-(2-(2S)-hydroxydodecyloxy)ethoxy)tetradecyl-5-methyl-5H-furan-2-one
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Antineoplastic Agents, Phytogenic
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Furans
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bullatacin
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Doxorubicin