Salicin derivatives from Salix glandulosa and their biological activities

Fitoterapia. 2015 Oct:106:147-52. doi: 10.1016/j.fitote.2015.08.013. Epub 2015 Sep 4.

Abstract

Two new salicin derivatives, saliglandin (1) and 6'-O-(Z)-p-coumaroylsalicin (2), along with fourteen known analogues (3-16) were isolated from the twigs of Salix glandulosa Seemen. The structures of 1-16 were characterized by the use of NMR methods ((1)H and (13)C NMR, (1)H-(1)H COSY, HSQC and HMBC), chemical hydrolysis, and GC/MS. The full NMR data assignment of the known compounds 6, 13, and 14 are reported for the first time. Isolated compounds were evaluated for their nitric oxide (NO) inhibitory efficacy in lipopolysaccharide (LPS)-activated microglial cell (BV-2). Compounds 2, 5, 8-16 significantly inhibited NO production, compound 11 being the most efficacious (IC50 13.57 μM) respectively. Moreover, compound 16 dramatically increased the nerve growth factor (NGF) production (165.24 ± 11.1%) in C6 glioma cells. Taken together, these results revealed that salicin derivatives from Salix glandulosa might have potent effect as anti-neuroinflammatory agents.

Keywords: Nerve growth factor; Nitric oxide; Salicaceae; Salicin derivatives; Salix glandulosa.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Animals
  • Benzyl Alcohols / chemistry*
  • Benzyl Alcohols / isolation & purification
  • Cell Line, Tumor / drug effects
  • Cell Survival
  • Glioma
  • Glucosides / chemistry*
  • Glucosides / isolation & purification
  • Mice
  • Microglia / drug effects*
  • Molecular Structure
  • Nerve Growth Factor / biosynthesis
  • Neuroprotective Agents / chemistry*
  • Neuroprotective Agents / isolation & purification
  • Nitric Oxide / metabolism
  • Plant Extracts / chemistry
  • Rats
  • Salix / chemistry*

Substances

  • Benzyl Alcohols
  • Glucosides
  • Neuroprotective Agents
  • Plant Extracts
  • Nitric Oxide
  • salicin
  • Nerve Growth Factor