Four New Sulfated Polar Steroids from the Far Eastern Starfish Leptasterias ochotensis: Structures and Activities

Mar Drugs. 2015 Jul 16;13(7):4418-35. doi: 10.3390/md13074418.

Abstract

Three new sulfated steroid monoglycosides, leptaochotensosides A-C (1-3), and a new sulfated polyhydroxylated steroid (4) were isolated from the alcoholic extract of the Far Eastern starfish Leptasterias ochotensis. The structures of compounds 1-4 were established by extensive nuclear magnetic resonance (NMR) and electrospray ionization mass spectrometry (ESIMS) analyses and chemical transformations. Although the isolated compounds did not show any apparent cytotoxicity against melanoma RPMI-7951 and breast cancer T-47D cell lines, leptaochotensoside A (1) demonstrated inhibition of T-47D cell colony formation in a soft agar clonogenic assay at nontoxic doses. In addition, this compound decreased the epidermal growth factor (EGF)-induced colony formation of mouse epidermal JB6 Cl41 cells. The cancer preventive action of 1 is realized through regulation of mitogen-activated protein kinase (MAPK) signaling pathway.

Keywords: Leptasterias ochotensis; MAPK; cytotoxicity; glycosides; neoplastic cell transformation; starfish; steroids; sulfated steroids.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Animals
  • Antineoplastic Agents / pharmacology
  • Breast Neoplasms / drug therapy
  • Cell Line, Tumor
  • Cell Proliferation / drug effects
  • Female
  • Magnetic Resonance Spectroscopy
  • Mice
  • Saponins / chemistry
  • Saponins / isolation & purification*
  • Saponins / pharmacology
  • Spectrometry, Mass, Electrospray Ionization
  • Starfish / chemistry*

Substances

  • Antineoplastic Agents
  • Saponins
  • leptaochotensoside A