TY - JOUR
T1 - Structure-activity relationships of the ultrapotent vanilloid resiniferatoxin (RTX)
T2 - The homovanillyl moiety
AU - Appendino, Giovanni
AU - Ech-Chahad, Abdellah
AU - Minassi, Alberto
AU - Bacchiega, Sara
AU - Petrocellis, Luciano De
AU - Marzo, Vincenzo Di
N1 - Funding Information:
We gratefully acknowledge Indena S.p.A. for financial support.
PY - 2007/1/1
Y1 - 2007/1/1
N2 - 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.
AB - 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.
KW - Capsaicin
KW - Resiniferatoxin (RTX)
KW - Structure-activity relationships
KW - TRPV1
KW - Vanilloids
UR - http://www.scopus.com/inward/record.url?scp=33845777090&partnerID=8YFLogxK
U2 - 10.1016/j.bmcl.2006.09.077
DO - 10.1016/j.bmcl.2006.09.077
M3 - Article
SN - 0960-894X
VL - 17
SP - 132
EP - 135
JO - Bioorganic and Medicinal Chemistry Letters
JF - Bioorganic and Medicinal Chemistry Letters
IS - 1
ER -