Faculty of Chemistry, Yerevan State University, 1 Alex Manoogian Str., Yerevan 0025, Armenia.
Department of Chemistry, M.V. Lomonosov Moscow State University, 119991 Moscow, Russia.
Molecules. 2018 Nov 16;23(11):2991. doi: 10.3390/molecules23112991.
Natural L-carvone was utilized as a starting material for an efficient synthesis of some terpenyl-derived 1,2,3-triazoles. Chlorination of carvone, followed by nucleophilic substitution with sodium azide resulted in the preparation of 10-azidocarvone. Subsequent CuAAC click reaction with propargylated derivatives provided an efficient synthetic route to a set of terpenyl-derived conjugates with increased solubility in water. All investigated compounds exhibit high antioxidant activity, which is comparable with that of vitamin C. It was also found that serum albumin and the terpenyl-1,2,3-triazoles hybrids spontaneously undergo reversible binding driven by hydrophobic interactions, suggesting that serum albumin can transport the target triazoles.
天然香芹酮被用作一种起始材料，用于高效合成一些萜烯衍生的 1,2,3-三唑。香芹酮的氯化，随后与叠氮化钠进行亲核取代，得到 10-叠氮香芹酮。随后与丙炔基衍生物的 CuAAC 点击反应提供了一种高效的合成路线，用于合成一组萜烯衍生的共轭物，增加了在水中的溶解度。所有研究的化合物都表现出高抗氧化活性，与维生素 C 相当。还发现血清白蛋白和萜烯-1,2,3-三唑的混合物通过疏水相互作用自发地进行可逆结合，表明血清白蛋白可以运输目标三唑。
