TY - JOUR
T1 - Sesquiterpenoids from common ragweed (Ambrosia artemisiifolia L.), an invasive biological polluter
AU - Taglialatela-Scafati, Orazio
AU - Pollastro, Federica
AU - Minassi, Alberto
AU - Chianese, Giuseppina
AU - De Petrocellis, Luciano
AU - Di Marzo, Vincenzo
AU - Appendino, Giovanni
PY - 2012/9
Y1 - 2012/9
N2 - Allergy to common ragweed (Ambrosia artemisiifolia L.) is increasingly important from a clinical standpoint, but surprisingly, little is known on the secondary metabolites of this plant and their potential involvement in the severity of the allergic reactions induced by its pollen. Along with known compounds, eight novel sesquiterpenoids were isolated from the aerial parts of A. artemisiifolia, evidencing the presence of large amounts of electrophilic α,β-unsaturated carbonyl derivatives. Because compounds of this type were also present in pollen, their reactivity with thiols was investigated and correlated to the activation of TRPA1, a polymodal sensor highly expressed in the aerial pathways and involved in airways sensory irritation, a common complication of allergy to Ambrosia.
AB - Allergy to common ragweed (Ambrosia artemisiifolia L.) is increasingly important from a clinical standpoint, but surprisingly, little is known on the secondary metabolites of this plant and their potential involvement in the severity of the allergic reactions induced by its pollen. Along with known compounds, eight novel sesquiterpenoids were isolated from the aerial parts of A. artemisiifolia, evidencing the presence of large amounts of electrophilic α,β-unsaturated carbonyl derivatives. Because compounds of this type were also present in pollen, their reactivity with thiols was investigated and correlated to the activation of TRPA1, a polymodal sensor highly expressed in the aerial pathways and involved in airways sensory irritation, a common complication of allergy to Ambrosia.
KW - Lactones
KW - Michael addition
KW - Natural products
KW - Pollen allergy
KW - Terpenoids
UR - http://www.scopus.com/inward/record.url?scp=84866246689&partnerID=8YFLogxK
U2 - 10.1002/ejoc.201200650
DO - 10.1002/ejoc.201200650
M3 - Article
SN - 1434-193X
SP - 5162
EP - 5170
JO - European Journal of Organic Chemistry
JF - European Journal of Organic Chemistry
IS - 27
ER -