Abstract
Synthesis of 3-deoxy-3a-homo-3a-aza-derivatives of betulin and erythrodiol from betulonic and oleanonic acids was carried out. The most antineoplastic activity with a wide range of action at in vitro testing showed 3-deoxy-3a-homo-3a-aza-28-hydroxy-12(13)-oleanene, which by results of profound studying could be recommended for in vivo investigation. Its modification in the C28 position by introduction of amethoxycinnamoyl fragment led to a loss of antineoplastic activity. 3-Deoxy-3a-homo-3a-aza-derivatives of betulin (3-(aminopropyl)-, 28-(2-carboxyethyl)carboxy-, and 28-cinnamoyloxy-) showed moderate antineoplastic activity in the case of Colon Cancer, Breast Cancer and Leukemia cell lines.
MeSH terms
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Adamantane / chemical synthesis
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Adamantane / chemistry
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Antineoplastic Agents / administration & dosage
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Antineoplastic Agents / chemical synthesis
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Antineoplastic Agents / chemistry
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Antiviral Agents / administration & dosage
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Antiviral Agents / chemistry
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Cell Line, Tumor
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Cell Proliferation / drug effects
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Drug Screening Assays, Antitumor
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Humans
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Neoplasms / drug therapy*
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Neoplasms / pathology
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Oleanolic Acid / analogs & derivatives*
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Oleanolic Acid / chemical synthesis
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Oleanolic Acid / chemistry
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Structure-Activity Relationship*
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Triterpenes / chemical synthesis*
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Triterpenes / chemistry
Substances
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Antineoplastic Agents
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Antiviral Agents
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Triterpenes
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oleanonic acid
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erythrodiol
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Oleanolic Acid
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betulin
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Adamantane