Melanogenesis inhibitory pregnane glycosides from Cynanchum atratum

Bioorg Med Chem Lett. 2018 Apr 15;28(7):1252-1256. doi: 10.1016/j.bmcl.2018.01.004. Epub 2018 Jan 4.

Abstract

Bioassay-guided fractionation of the methanolic extract from the roots of Cynanchum atratum has resulted in the isolation of three new pregnane glycosides (1-3) along with four known compounds (4-7). Their structures were identified by analysis of the spectroscopic data including extensive 2D NMR. All of the isolates were evaluated for their potential to inhibit the melanin production in α-melanocyte stimulating hormone (α-MSH)-activated B16 melanoma cells. Of these, compounds 4-7 dose-dependently inhibited the melanin production with the IC50 values ranging from 4 μM to 33 μM.

Keywords: Asclepiadaceae; Cynanchum atratum; Melanogenesis inhibitor; Pregnane glycosides; α-MSH.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Antineoplastic Agents, Phytogenic / chemistry
  • Antineoplastic Agents, Phytogenic / isolation & purification
  • Antineoplastic Agents, Phytogenic / pharmacology*
  • Cell Line, Tumor
  • Cell Proliferation / drug effects
  • Cynanchum / chemistry*
  • Dose-Response Relationship, Drug
  • Drug Screening Assays, Antitumor
  • Glycosides / chemistry
  • Glycosides / isolation & purification
  • Glycosides / pharmacology*
  • Humans
  • Melanins / antagonists & inhibitors*
  • Melanins / biosynthesis
  • Melanoma, Experimental / drug therapy*
  • Melanoma, Experimental / metabolism
  • Melanoma, Experimental / pathology
  • Molecular Conformation
  • Plant Extracts / chemistry
  • Plant Extracts / isolation & purification
  • Plant Extracts / pharmacology*
  • Plant Roots / chemistry
  • Pregnanes / chemistry
  • Pregnanes / isolation & purification
  • Pregnanes / pharmacology*
  • Structure-Activity Relationship

Substances

  • Antineoplastic Agents, Phytogenic
  • Glycosides
  • Melanins
  • Plant Extracts
  • Pregnanes
  • pregnane glycoside