Matches in SemOpenAlex for { <https://semopenalex.org/work/W2048466249> ?p ?o ?g. }
- W2048466249 endingPage "4669" @default.
- W2048466249 startingPage "4663" @default.
- W2048466249 abstract "Aromatic iodination ortho to the phenolic hydroxyl reverts the activity of the ultrapotent vanilloid agonist resiniferatoxin (RTX, 1a), generating the ultrapotent antagonist 5‘-iodoRTX (1b). To better understand the role of iodine in this remarkable switch of activity, a systematic investigation on the halogenation of vanillamides, a class of compounds structurally simpler than resiniferonoids, was carried out. The results showed that (a) the antagonistic activity depends on the site of halogenation and is maximal at C-6‘, (b) iodine is more efficient than chlorine and bromine at reverting the agonistic activity, and (c) iodine−carbon exchange decreases antagonist activity. Iodine-induced reversal of vanilloid activity was also observed in vanillamides more powerful than capsaicin, but a poor correlation was found between agonistic and antagonistic potencies, suggesting that differences exist in the way vanillamides and their 6‘-iodo derivatives bind to TRPV1.‘ ‘" @default.
- W2048466249 created "2016-06-24" @default.
- W2048466249 creator A5006010631 @default.
- W2048466249 creator A5007484138 @default.
- W2048466249 creator A5011475191 @default.
- W2048466249 creator A5033662911 @default.
- W2048466249 creator A5057768022 @default.
- W2048466249 creator A5076395210 @default.
- W2048466249 date "2005-06-10" @default.
- W2048466249 modified "2023-10-15" @default.
- W2048466249 title "The Taming of Capsaicin. Reversal of the Vanilloid Activity of <i>N</i>-Acylvanillamines by Aromatic Iodination" @default.
- W2048466249 cites W1527988408 @default.
- W2048466249 cites W1963889658 @default.
- W2048466249 cites W1968366571 @default.
- W2048466249 cites W1976267542 @default.
- W2048466249 cites W1982610952 @default.
- W2048466249 cites W1995953203 @default.
- W2048466249 cites W2004190033 @default.
- W2048466249 cites W2022734185 @default.
- W2048466249 cites W2023486326 @default.
- W2048466249 cites W2043588922 @default.
- W2048466249 cites W2052051137 @default.
- W2048466249 cites W2069758673 @default.
- W2048466249 cites W2072730289 @default.
- W2048466249 cites W2085842962 @default.
- W2048466249 cites W2106201634 @default.
- W2048466249 cites W2126227514 @default.
- W2048466249 cites W2137852743 @default.
- W2048466249 cites W2149293673 @default.
- W2048466249 cites W2179513397 @default.
- W2048466249 cites W2950165494 @default.
- W2048466249 doi "https://doi.org/10.1021/jm050139q" @default.
- W2048466249 hasPubMedId "https://pubmed.ncbi.nlm.nih.gov/16000002" @default.
- W2048466249 hasPublicationYear "2005" @default.
- W2048466249 type Work @default.
- W2048466249 sameAs 2048466249 @default.
- W2048466249 citedByCount "50" @default.
- W2048466249 countsByYear W20484662492013 @default.
- W2048466249 countsByYear W20484662492014 @default.
- W2048466249 countsByYear W20484662492015 @default.
- W2048466249 countsByYear W20484662492016 @default.
- W2048466249 countsByYear W20484662492017 @default.
- W2048466249 countsByYear W20484662492018 @default.
- W2048466249 countsByYear W20484662492019 @default.
- W2048466249 countsByYear W20484662492020 @default.
- W2048466249 countsByYear W20484662492021 @default.
- W2048466249 countsByYear W20484662492022 @default.
- W2048466249 crossrefType "journal-article" @default.
- W2048466249 hasAuthorship W2048466249A5006010631 @default.
- W2048466249 hasAuthorship W2048466249A5007484138 @default.
- W2048466249 hasAuthorship W2048466249A5011475191 @default.
- W2048466249 hasAuthorship W2048466249A5033662911 @default.
- W2048466249 hasAuthorship W2048466249A5057768022 @default.
- W2048466249 hasAuthorship W2048466249A5076395210 @default.
- W2048466249 hasConcept C155164980 @default.
- W2048466249 hasConcept C155647269 @default.
- W2048466249 hasConcept C160145004 @default.
- W2048466249 hasConcept C170493617 @default.
- W2048466249 hasConcept C178790620 @default.
- W2048466249 hasConcept C185592680 @default.
- W2048466249 hasConcept C2776354303 @default.
- W2048466249 hasConcept C2776885963 @default.
- W2048466249 hasConcept C2778938600 @default.
- W2048466249 hasConcept C2780051329 @default.
- W2048466249 hasConcept C505241676 @default.
- W2048466249 hasConcept C517835270 @default.
- W2048466249 hasConcept C539932907 @default.
- W2048466249 hasConcept C55493867 @default.
- W2048466249 hasConcept C65973085 @default.
- W2048466249 hasConcept C71240020 @default.
- W2048466249 hasConceptScore W2048466249C155164980 @default.
- W2048466249 hasConceptScore W2048466249C155647269 @default.
- W2048466249 hasConceptScore W2048466249C160145004 @default.
- W2048466249 hasConceptScore W2048466249C170493617 @default.
- W2048466249 hasConceptScore W2048466249C178790620 @default.
- W2048466249 hasConceptScore W2048466249C185592680 @default.
- W2048466249 hasConceptScore W2048466249C2776354303 @default.
- W2048466249 hasConceptScore W2048466249C2776885963 @default.
- W2048466249 hasConceptScore W2048466249C2778938600 @default.
- W2048466249 hasConceptScore W2048466249C2780051329 @default.
- W2048466249 hasConceptScore W2048466249C505241676 @default.
- W2048466249 hasConceptScore W2048466249C517835270 @default.
- W2048466249 hasConceptScore W2048466249C539932907 @default.
- W2048466249 hasConceptScore W2048466249C55493867 @default.
- W2048466249 hasConceptScore W2048466249C65973085 @default.
- W2048466249 hasConceptScore W2048466249C71240020 @default.
- W2048466249 hasIssue "14" @default.
- W2048466249 hasLocation W20484662491 @default.
- W2048466249 hasLocation W20484662492 @default.
- W2048466249 hasOpenAccess W2048466249 @default.
- W2048466249 hasPrimaryLocation W20484662491 @default.
- W2048466249 hasRelatedWork W1986012407 @default.
- W2048466249 hasRelatedWork W2017417965 @default.
- W2048466249 hasRelatedWork W2038631083 @default.
- W2048466249 hasRelatedWork W2076315294 @default.
- W2048466249 hasRelatedWork W2078158703 @default.
- W2048466249 hasRelatedWork W2093379263 @default.
- W2048466249 hasRelatedWork W2094558143 @default.