Synthesis and biological evaluation of phorbol-resiniferatoxin (RTX) hybrids

Giovanni Appendino; Andrea Bertolino; Alberto Minassi; Rita Annunziata; Arpad Szallasi; Luciano De Petrocellis; Vincenzo Di Marzo

doi:10.1002/ejoc.200400122

Synthesis and biological evaluation of phorbol-resiniferatoxin (RTX) hybrids

Giovanni Appendino, Andrea Bertolino, Alberto Minassi, Rita Annunziata, Arpad Szallasi, Luciano De Petrocellis, Vincenzo Di Marzo

Department of Pharmaceutical Sciences

Research output: Contribution to journal › Article › peer-review

Abstract

Phorboid 20-homovanillates modified on ring C to mimic the constitution and conformation of the ultrapotent vanilloid resiniferatoxin (RTX) and on the AB ring system to suppress the tumour-promoting potential of the terpenoid core were prepared. Several unexpected reactions were discovered, and the structure-activity relationships for this class of vanilloid ligands were expanded.

Original language	English
Pages (from-to)	3413-3421
Number of pages	9
Journal	European Journal of Organic Chemistry
Issue number	16
DOIs	https://doi.org/10.1002/ejoc.200400122
Publication status	Published - 13 Aug 2004

Keywords

Natural products
Phorbol
Resiniferatoxin
Terpenoids
Vanilloids

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10.1002/ejoc.200400122

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abstract = "Phorboid 20-homovanillates modified on ring C to mimic the constitution and conformation of the ultrapotent vanilloid resiniferatoxin (RTX) and on the AB ring system to suppress the tumour-promoting potential of the terpenoid core were prepared. Several unexpected reactions were discovered, and the structure-activity relationships for this class of vanilloid ligands were expanded.",

keywords = "Natural products, Phorbol, Resiniferatoxin, Terpenoids, Vanilloids",

author = "Giovanni Appendino and Andrea Bertolino and Alberto Minassi and Rita Annunziata and Arpad Szallasi and {De Petrocellis}, Luciano and {Di Marzo}, Vincenzo",

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AU - Appendino, Giovanni

AU - Bertolino, Andrea

AU - Minassi, Alberto

AU - Annunziata, Rita

AU - Szallasi, Arpad

AU - De Petrocellis, Luciano

AU - Di Marzo, Vincenzo

PY - 2004/8/13

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AB - Phorboid 20-homovanillates modified on ring C to mimic the constitution and conformation of the ultrapotent vanilloid resiniferatoxin (RTX) and on the AB ring system to suppress the tumour-promoting potential of the terpenoid core were prepared. Several unexpected reactions were discovered, and the structure-activity relationships for this class of vanilloid ligands were expanded.

KW - Natural products

KW - Phorbol

KW - Resiniferatoxin

KW - Terpenoids

KW - Vanilloids

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U2 - 10.1002/ejoc.200400122

DO - 10.1002/ejoc.200400122

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JO - European Journal of Organic Chemistry

JF - European Journal of Organic Chemistry

IS - 16

ER -

Synthesis and biological evaluation of phorbol-resiniferatoxin (RTX) hybrids

Abstract

Keywords

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