Rare Ophiuroid-Type Steroid 3β,21-, 3β,22-, and 3α,22-Disulfates from the Slime Sea Star Pteraster marsippus and Their Colony-Inhibiting Effects against Human Breast Cancer Cells
2024
Alla A. Kicha | Timofey V. Malyarenko | Alexandra S. Kuzmich | Olesya S. Malyarenko | Anatoly I. Kalinovsky | Roman S. Popov | Dmitriy K. Tolkanov | Natalia V. Ivanchina
Two new steroid 3&beta:,21-disulfates (1, 2) and two new steroid 3&beta:,22- and 3&alpha:,22-disulfates (3, 4), along with the previously known monoamine alkaloid tryptamine (5) were found in the ethanolic extract of the Far Eastern slime sea star Pteraster marsippus. Their structures were determined on the basis of detailed analysis of one-dimensional and two-dimensional NMR, HRESIMS, and HRESIMS/MS data. Compounds 1 and 2 have a &Delta:22-21-sulfoxy-24-norcholestane side chain. Compounds 3 and 4 contain a &Delta:24(28)-22-sulfoxy-24-methylcholestane side chain, which was first discovered in the polar steroids of starfish and brittle stars. The influence of substances 1&ndash:4 on cell viability, colony formation, and growth of human breast cancer T-47D, MCF-7, and MDA-MB-231 cells was investigated. It was shown that compounds 1 and 2 possess significant colony-inhibiting activity against T-47D cells, while compounds 3 and 4 were more effective against MDA-MB-231 cells.
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