Isothiocyanates and glucosinolates from Sisymbrium officinale (L.) Scop. (“the singers鈥?plant”): isolation and in vitro assays on the somatosensory and pain receptor TRPA1 channel was written by Borgonovo, Gigliola;Zimbaldi, Nathan;Guarise, Marta;De Nisi, Patrizia;De Petrocellis, Luciano;Moriello, Aniello Schiano;Bassoli, Angela. And the article was included in Molecules in 2019.Formula: C4H7NS The following contents are mentioned in the article:
Sisymbrium officinale (L.) Scop. is a wild common plant of the Brassicaceae family. It is known as “the singers鈥?plant” for its traditional use in treating aphonia and vocal disability. Despite its wide use in herbal preparations, the mol. mechanism of action of S. officinale extracts is not known. The plant is rich in glucosinolates and isothiocyanates, which are supposed to be its active compounds Some members of this family, in particular allylisothiocyanate, are strong agonists of the transient receptor potential ankyrin 1 (TRPA1) channel, which is involved in the somatosensory perception of pungency as well as in the nociception pathway of inflammatory pain. This study aims to isolate the glucosinolates and isothiocianates from fresh S. officinale to identify the major components and test their activity in in vitro assays with a cloned TRPA1 channel. Samples of cultivated S. officinale have been extracted and the active compounds isolated by column chromatog., HPLC and PTLC. The main components glucoputranjivin, isopropylisothiocyanate and 2-buthylisothiocianate have been tested on TRPA1. The glucosinolates glucoputranjivin and sinigrin turned out to be inactive, while isopropylisothiocyanate and 2-buthylisothiocyanate are potent agonists of TRPA1, with an EC50 in the range of the high potency natural agonists identified so far for this somatosensory channel. This study involved multiple reactions and reactants, such as Isopropylisothiocyanate (cas: 2253-73-8Formula: C4H7NS).
Isopropylisothiocyanate (cas: 2253-73-8) belongs to esters. Esters are widespread in nature and are widely used in industry. In nature, fats are in general triesters derived from glycerol and fatty acids. Esters are responsible for the aroma of many fruits, including apples, durians, pears, bananas, pineapples, and strawberries. Acyl chlorides and acid anhydrides alcoholysis is another way to produce esters. Acyl chlorides and acid anhydrides react with alcohols to produce esters. Anydrous conditions are recommended since both acyl chlorides and acid anhydrides react with water.Formula: C4H7NS
Referemce:
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics