Structure-activity relationships of the ultrapotent vanilloid resiniferatoxin (RTX): the homovanillyl moiety.

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Appendino G, Ech-Chahad A, Minassi A, Bacchiega S, De Petrocellis L, Di Marzo V

Structure-activity relationships of the ultrapotent vanilloid resiniferatoxin (RTX): the homovanillyl moiety.

Bioorg Med Chem Lett. 2007 Jan 1;17(1):132-5. Epub 2006 Sep 29.

PubMed ID

17046253 [View in PubMed

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Abstract

Starting from ROPA (2), analogues of RTX (1a) modified on the acyl side chain were prepared and evaluated for vanilloid activity in HEK-293 cells over-expressing the human recombinant TRPV1. The ROPA motif provided an enhancement of potency sufficient to expand the range of vanillyl surrogates to structural elements (e.g., an unsubstituted phenyl ring) that afford inactive analogues in compounds from the capsaicin series.

DrugBank Data that Cites this Article

Binding Properties

Drug	Target	Property	Measurement	pH	Temperature (°C)
Capsaicin	Transient receptor potential cation channel subfamily V member 1	EC 50 (nM)	40	N/A	N/A	Details