Melanogenesis inhibitory daphnane diterpenoids from the flower buds of Daphne genkwa

Bioorg Med Chem Lett. 2013 Jun 1;23(11):3334-7. doi: 10.1016/j.bmcl.2013.03.096. Epub 2013 Apr 4.

Abstract

Two new daphnane-type diterpene esters, daphneresiniferins A (1) and B (2), along with seven known diterpenes, yuanhuacine (3), yuanhuadine (4), yuanhuahine (5), genkwadaphnin (6), genkwanine A (7), genkwanine F (8), and genkwanine H (9), were isolated from the methanol extract of the flower buds of Daphne genkwa. Their structures were elucidated on the basis of spectroscopic methods, especially 2D NMR spectra such as HMQC, HMBC, and NOESY. All the isolates were evaluated for their inhibitory effects of the melanogenesis against α-melanocyte stimulating hormone (α-MSH)-activated B16 melanoma cells.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Animals
  • Cell Line, Tumor
  • Cell Survival / drug effects
  • Daphne / chemistry*
  • Diterpenes / chemistry*
  • Diterpenes / isolation & purification
  • Diterpenes / toxicity
  • Flowers / chemistry
  • Magnetic Resonance Spectroscopy
  • Melanins / metabolism*
  • Mice
  • Molecular Conformation
  • alpha-MSH / metabolism

Substances

  • Diterpenes
  • Melanins
  • daphneresiniferin B
  • alpha-MSH