Abstract
An easy and efficient route to partial synthesis of bioactive 28-hydroxy-3-oxolup-20(29)-en-30-al (1), starting from betulinic acid (2), has been developed (eight steps, 44% overall yield). Structures of all the compounds were determined by spectral studies (IR, (1)H, (13)C NMR, MS, NOESY, COSY, etc.). Compound 1 and the precursors (2, 3, 5, and 7) showed antiproliferative activities against human K562 leukemia, murine WEHI3 leukemia, and murine MEL erythroid progenitor.
Publication types
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Research Support, Non-U.S. Gov't
MeSH terms
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Animals
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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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Betulinic Acid
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Drug Screening Assays, Antitumor
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Humans
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K562 Cells
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Leukemia
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Mice
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Molecular Structure
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Nuclear Magnetic Resonance, Biomolecular
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Pentacyclic Triterpenes
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Triterpenes / chemical synthesis*
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Triterpenes / chemistry*
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Triterpenes / pharmacology*
Substances
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28-hydroxy-3-oxo-lup-20(29)-en-30-al
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Antineoplastic Agents, Phytogenic
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Pentacyclic Triterpenes
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Triterpenes
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Betulinic Acid