<p>Two monosulfated (3-OSO<sub>3</sub>-Oct and 26-OSO<sub>3</sub>-Oct) and one disulfated derivative (3,26-di-OSO<sub>3</sub>-Oct) were synthesized from (25S)-5<i>α</i>-cholestane-3<i>β</i>,4<i>β</i>,6<i>α</i>,7<i>α</i>,8,15<i>α</i>,16<i>β</i>,26-octaol (Oct) isolated from the starfish <i>Patiria pectinifera</i>. 3-OSO<sub>3</sub>-Oct at a nontoxic concentration of 20 μM possessed the most pronounced colony-inhibitory activity among the studied compounds; reduced the number of colonies of both 2D and 3D cultures of HT-29 colon carcinoma, SK-MEL-5 melanoma, and MDA-MB-231 breast cancer cells; and effectively prevented migration of SK-MEL-5 cells by 38% at the same concentration.</p>

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Preparation of Sulfated Derivatives of Steroidal (25S)-5α-cholestane-3β,4β,6α,7α,8,15α,16β,26-octaol from the Starfish Patiria pectinifera and Their Anticancer Activity in 2D and 3D Culture Models

  • T. V. Malyarenko,
  • O. S. Malyarenko,
  • S. A. Avilov,
  • A. A. Kicha,
  • A. I. Kalinovskii,
  • R. S. Popov,
  • N. V. Ivanchina

摘要

Two monosulfated (3-OSO3-Oct and 26-OSO3-Oct) and one disulfated derivative (3,26-di-OSO3-Oct) were synthesized from (25S)-5α-cholestane-3β,4β,6α,7α,8,15α,16β,26-octaol (Oct) isolated from the starfish Patiria pectinifera. 3-OSO3-Oct at a nontoxic concentration of 20 μM possessed the most pronounced colony-inhibitory activity among the studied compounds; reduced the number of colonies of both 2D and 3D cultures of HT-29 colon carcinoma, SK-MEL-5 melanoma, and MDA-MB-231 breast cancer cells; and effectively prevented migration of SK-MEL-5 cells by 38% at the same concentration.