title: Some like it pungent and vile. TRPA1 as a molecular target for the malodorous vinyl disulfides from asafoetida.
abstract: Ferula assa-foetida L. is a major source of asafoetida, a foul-smelling gum-resin of dietary and medicinal relevance. Investigation of the roots and latex of F. assa-foetida yielded various mixed vinyl disulfides, including two novel asadisulfide-type esters. The reactivity of asadisulfide was investigated in the cysteamine NMR assay, where it behaved as disulfide shuffling agents due to the high mobility of the vinyl sulfide moiety. In accordance with their transthiolation capacity, these compounds potently activated TRPA1, the target of mustard oil and the pungent sulfur compounds from onion and garlic, qualifying S-alkyl-S-alkenyldisulfides, a rare class of natural products, as a novel class of dietary TRPA1 activators. These observations provide a mechanistic basis for rationalizing some of the sensory properties and potential beneficial health claims associated to the use of asafoetida as a spice and as a medicine.
authors: Novel Drug Delivery Research Center, School of Pharmacy, Kermanshah University of Medical Sciences, Kermanshah, Iran; Department of Pharmacognosy and Biotechnology, School of Pharmacy, Kermanshah University of Medical Sciences, Kermanshah, Iran.
authors: Yalda
authors: Y
authors: Shokoohinia
authors: Giuseppina
authors: G
authors: Chianese
authors: Giovanni
authors: G
authors: Appendino
authors: Vincenzo
authors: V
authors: Di Marzo
authors: Luciano
authors: L
authors: De Petrocellis
authors: Alireza
authors: A
authors: Ghannadi
authors: Roshanak
authors: R
authors: Taghvayi
authors: Khadijeh
authors: K
authors: Fattahian
authors: Reza
authors: R
authors: Soltani
authors: Orazio
authors: O
authors: Taglialatela-Scafati
mesh_terms: D015220:Calcium Channels / Q000378:metabolism*; D004220:Disulfides / Q000494:pharmacology*; D005309:Ferula / Q000737:chemistry*; D057809:HEK293 Cells; D006801:Humans; D007840:Latex / Q000737:chemistry; D009419:Nerve Tissue Proteins / Q000378:metabolism*; D010936:Plant Extracts / Q000494:pharmacology*; D018517:Plant Roots / Q000737:chemistry; D012116:Resins, Plant / Q000737:chemistry; D000074025:TRPA1 Cation Channel; D050051:Transient Receptor Potential Channels / Q000378:metabolism*
chemical_list: D015220:Calcium Channels; D004220:Disulfides; D007840:Latex; D009419:Nerve Tissue Proteins; D010936:Plant Extracts; D012116:Resins, Plant; D000074025:TRPA1 Cation Channel; C473350:TRPA1 protein, human; D050051:Transient Receptor Potential Channels
keywords: Asafoetida; Cysteamine assay; Disulfides; TRPA1 activation