The 1,2,3‐Triazole Ring as a Peptido‐ and Olefinomimetic Element: Discovery of Click Vanilloids and Cannabinoids | Zendy

Appendino Giovanni | Zendy; Bacchiega Sara | Zendy; Minassi Alberto | Zendy; Cascio Maria Grazia | Zendy; De Petrocellis Luciano | Zendy; Di Marzo Vincenzo | Zendy

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The 1,2,3‐Triazole Ring as a Peptido‐ and Olefinomimetic Element: Discovery of Click Vanilloids and Cannabinoids

Author(s) -

Appendino Giovanni,

Bacchiega Sara,

Minassi Alberto,

Cascio Maria Grazia,

De Petrocellis Luciano,

Di Marzo Vincenzo

Publication year - 2007

Publication title -

angewandte chemie international edition

Language(s) - English

Resource type - Journals

SCImago Journal Rank - 5.831

H-Index - 550

eISSN - 1521-3773

pISSN - 1433-7851

DOI - 10.1002/anie.200703590

Subject(s) - amide , chemistry , triazole , ring (chemistry) , click chemistry , alkene , stereochemistry , cannabinoid , combinatorial chemistry , receptor , biochemistry , organic chemistry , catalysis

Fooling nature : The replacement of amide and alkene groups in a biological setting with the 1,2,3‐triazole group led to the discovery of compounds with a unique vanilloid/cannabinoid mixed profile. For example, the natural amides (see picture, above) and their triazole mimics (below) exhibit similar agonistic (X=H) or antagonistic (X=I) activity towards the TRPV1 receptor; however, only the triazole derivatives also show cannabinomimetic activity.

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