Abstract
Retinoidal gamma-hydroxybutenolides 2a-d having various lengths of conjugated double bond were prepared in three steps from the corresponding aldehyde 4. Their biological activities were then measured. Of these compounds, only compound 2c possessing a structure similar to that of retinoic acid showed differentiation-inducing activity and very strong apoptosis-inducing activity in HL-60 cells.
MeSH terms
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4-Butyrolactone / analogs & derivatives*
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4-Butyrolactone / chemistry
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4-Butyrolactone / pharmacology
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Apoptosis / drug effects*
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Cell Differentiation / drug effects*
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Gene Expression Regulation, Neoplastic / drug effects
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HL-60 Cells
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Humans
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Hydrogen / chemistry*
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Molecular Structure
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Neoplasms / genetics
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Neoplasms / pathology*
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Transcription, Genetic / drug effects
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Tretinoin / chemistry*
Substances
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Tretinoin
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Hydrogen
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butenolide
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4-Butyrolactone