65275-32-3Relevant articles and documents
Lysosomal Reacidification Ameliorates Vinyl Carbamate-Induced Toxicity and Disruption on Lysosomal pH
Chen, Wei,Cui, Sunliang,Hu, Dongwen,Li, Yuting,Qi, Jifeng
, p. 8951 - 8961 (2020/09/16)
Ethyl carbamate (EC) is a carcinogen toxicant, commonly found in fermented foods and beverages. The carcinogenic and toxic possibility of EC is thought to be related to its metabolite vinyl carbamate (VC). However, we found interesting mechanisms underlying VC-induced toxicity in this study, which were greatly different from EC. We first conducted a simple synthesis procedure for VC and found that VC possessed higher toxicity but failed to regulate levels of reactive oxygen species, glutathione, and autophagy. Notably, VC treatment resulted in upregulation of lysosomal pH, which was responsible for its cytotoxicity. Cyclic adenosine monophosphate (cAMP) pretreatment could enhance restoration of lysosomal acidity and ameliorate VC-induced damage. Inhibition of protein kinase A and cystic fibrosis transmembrane conductance regulator can block cAMP-induced cytoprotection. Together, our results provided the evidence for novel mechanisms of toxicity and possible protection method under VC exposure, which might give new perspectives on the study of EC-induced toxicity.
β-Phenylselenoethanol, an efficient reagent for the one-pot synthesis of aryl vinyl ethers
Fu, Gui-Yun,Yu, La-Mei,Mao, Xue-Chun,Wu, Dan
experimental part, p. 595 - 597 (2009/10/15)
β-Phenylselenoethanol was treated with phenols under Mitsunobu conditions and subsequent oxidation-elimination with 30% hydrogen peroxide furnished aryl vinyl ethers with good yields (85-90%) in a one-pot, two-step transformation.
Synthesis of selenium-containing polyphenolic acid esters and evaluation of their effects on antioxidation and 5-lipoxygenase inhibition
Lin, Chi-Fu,Chang, Tsu-Chung,Chiang, Chih-Chia,Tsai, Hou-Jen,Hsu, Ling-Yih
, p. 1402 - 1407 (2007/10/03)
Six novel selenium-containing polyphenolic acid esters were synthesized and evaluated as antioxidants and 5-lipoxygenase inhibitors. Synthesis of the title compounds involved the Mitsunobu reaction of polyphenolic acids (4-8, 14) with 2-phenylselenoethanol (3). Compounds 22, 23, and 25 were found to be very effective antioxidants and 5-lipoxygenase inhibitors with activity comparable to or better than caffeic acid (3,4-dihydroxycinnamic acid) phenethyl ester (CAPE).