Sesquiterpenoids from Common Ragweed (Ambrosia artemisiifolia L.), an Invasive Biological Polluter

被引:27
|
作者
Taglialatela-Scafati, Orazio [1 ]
Pollastro, Federica [2 ]
Minassi, Alberto [2 ]
Chianese, Giuseppina [1 ]
De Petrocellis, Luciano [3 ]
Di Marzo, Vincenzo [4 ]
Appendino, Giovanni [2 ]
机构
[1] Univ Napoli, Dipartimento Chim Sostanze Nat, I-80131 Naples, Italy
[2] Dipartimento Sci Farmaco, I-28100 Novara, Italy
[3] CNR, Inst Cybernet, Endocannabinoid Res Grp, I-80078 Pozzuoli, NA, Italy
[4] CNR, Inst Biomol Chem, Endocannabinoid Res Grp, I-80078 Pozzuoli, NA, Italy
关键词
Natural products; Terpenoids; Pollen allergy; Michael addition; Lactones; NEUROGENIC INFLAMMATION; LACTONES; NMR; GERMACRANOLIDE; PRINCIPLE; CHANNELS; DAMSIN; POLLEN;
D O I
10.1002/ejoc.201200650
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
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 a,beta-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.
引用
收藏
页码:5162 / 5170
页数:9
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