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<p>A synthetic scheme for new triterpene A-azepano-oleananes with 19<i>β</i>,28-diol and 18(19)-ene fragments was demonstrated using modification of 28-oxo-allobetulone on rings A and E as an example. Cytotoxicity screening on an NCI-60 panel revealed activity for A-azepano-olean-19<i>β</i>,28-diol <b>5</b> against three types of human cancer cells with the highest activity against COLO 205 colon cancer. A-azepano-moradiol <b>10</b> was active against five types of cells with an inhibitory interval of 31.88–6.16%, while <i>N</i>-<i>tert</i>-butyloxycarbonyl-azepane <b>11</b> inhibited the growth of six types of cancer cells (from 31.84 to 14.32%), including MCF7 breast cancer, MDA-MB-468, and HCT-116 colon cancer cells.</p>

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Synthesis of A-azepano-moradiol and Related Compounds from 28-oxo-allobetulone

  • 期刊论文

  • 发表日期：

    2025年11月19日

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  • A. V. Terekhova,
  • O. B. Kazakova

摘要

A synthetic scheme for new triterpene A-azepano-oleananes with 19β,28-diol and 18(19)-ene fragments was demonstrated using modification of 28-oxo-allobetulone on rings A and E as an example. Cytotoxicity screening on an NCI-60 panel revealed activity for A-azepano-olean-19β,28-diol 5 against three types of human cancer cells with the highest activity against COLO 205 colon cancer. A-azepano-moradiol 10 was active against five types of cells with an inhibitory interval of 31.88–6.16%, while N-tert-butyloxycarbonyl-azepane 11 inhibited the growth of six types of cancer cells (from 31.84 to 14.32%), including MCF7 breast cancer, MDA-MB-468, and HCT-116 colon cancer cells.