Regulation of the 5-HT3A receptor-mediated current by alkyl 4-hydroxybenzoates isolated from the seeds of Nelumbo nucifera

Chem Biodivers. 2010 Sep;7(9):2296-302. doi: 10.1002/cbdv.200900393.

Abstract

Four known alkyl 4-hydroxybenzoates, i.e., methyl 4-hydroxybenzoate (1), ethyl 4-hydroxybenzoate (2), propyl 4-hydroxybenzoate (3), and butyl 4-hydroxybenzoate (4), were isolated from the seeds of Nelumbo nucifera Gaertner (Nymphaeaceae) for the first time. The structures of the isolates were identified by 1D- and 2D-NMR spectroscopy and comparison with published values. The compounds were evaluated for their effects on the 5-HT-stimulated inward current (I(5-HT)) mediated by the human 5-HT(3)A receptors expressed in Xenopus oocytes. Compounds 1 and 2 enhanced the I(5-HT), but 4 reduced it. These results indicate that 4 is an inhibitor of the 5-HT(3)A receptors expressed in Xenopus oocytes.

MeSH terms

  • Animals
  • Cells, Cultured
  • Dose-Response Relationship, Drug
  • Humans
  • Hydroxybenzoates / chemistry
  • Hydroxybenzoates / isolation & purification
  • Hydroxybenzoates / pharmacology*
  • Membrane Potentials / drug effects*
  • Molecular Structure
  • Nelumbo / chemistry*
  • Oocytes / metabolism
  • Receptors, Serotonin, 5-HT3 / genetics
  • Receptors, Serotonin, 5-HT3 / metabolism*
  • Seeds / chemistry
  • Serotonin 5-HT3 Receptor Agonists / chemistry
  • Serotonin 5-HT3 Receptor Agonists / isolation & purification
  • Serotonin 5-HT3 Receptor Agonists / pharmacology*
  • Serotonin 5-HT3 Receptor Antagonists / chemistry
  • Serotonin 5-HT3 Receptor Antagonists / isolation & purification
  • Serotonin 5-HT3 Receptor Antagonists / pharmacology*
  • Structure-Activity Relationship
  • Transfection
  • Xenopus laevis

Substances

  • Hydroxybenzoates
  • Receptors, Serotonin, 5-HT3
  • Serotonin 5-HT3 Receptor Agonists
  • Serotonin 5-HT3 Receptor Antagonists