Synthetic studies of neoclerodane diterpenoids from Salvia splendens and evaluation of opioid receptor affinity

Giuseppe Savona, Gianfranco Fontana, Richard B. Rothman, Thomas E. Prisinzano, Christina M. Dersch, Benjamín Rodríguez

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28 Citazioni (Scopus)

Abstract

Salvinorin A (1), a neoclerodane diterpene from the hallucinogenic mint Salvia divinorum, is the onlyknown non-nitrogenous and specific k-opioid agonist. Several structural congeners of 1 isolated fromSalvia splendens (2–8) together with a series of semisynthetic derivatives (9–24), some of which possessa pyrazoline structural moiety (9, 19–22), have been tested for affinity at human m, d, and k opioid receptors.None of these compounds showed high affinity binding to these receptors. However, 10 showedmodest affinity for k receptors suggesting that other natural neoclerodanes from different Salvia speciesmay possess opioid affinity.
Lingua originaleEnglish
pagine (da-a)10041-10048
Numero di pagine8
RivistaTetrahedron
Volume64
Stato di pubblicazionePublished - 2008

All Science Journal Classification (ASJC) codes

  • Biochemistry
  • Drug Discovery
  • Organic Chemistry

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    Savona, G., Fontana, G., Rothman, R. B., Prisinzano, T. E., Dersch, C. M., & Rodríguez, B. (2008). Synthetic studies of neoclerodane diterpenoids from Salvia splendens and evaluation of opioid receptor affinity. Tetrahedron, 64, 10041-10048.