Synthesis of Triazole‐Epothilones by Using Cu₂O Nanoparticles to Catalyze 1,3‐Dipolar Cycloaddition

Abstract

We report the total synthesis of a triazole-epothilone analogue 1. The key step to generate the macrocyclic ring and the triazole ring was to apply Cu 2 O nanoparticles (Cu 2 O-

Effects of Alkali Metal Ion Cationization on Fragmentation Pathways of Triazole-Epothilone

“…In summary, the compound of triazole-epothilone analogue reported previously [21] was analyzed with tandem mass spectrometry, and the CAD MS of the protonated and alkali metal cationized ions of the compound are presented here. For the protonated ions, the fragmentation pathway is characterized by the breaking of the O8-C1 bond in the compound and the loss of the unit of C 3 H 4 O 3 (88 Da).…”

“…Other materials used and the whole process can be found in our previous paper in detail [21]. Samples of NaCl, KCl, RbCl, and CsBr were purchased from Tianjin Guangfu Fine Chemical Research Institute, China.…”

“…Recently, chemical compounds with different macrocyclic rings inside themselves have attracted more interests in different research fields, including synthetic chemistry, natural products, and chemical biology [13][14][15][16][17][18][19][20][21]. For example, as one of the most attractive drugs for cancer therapy, epothilones and their relatives have evoked a vast research effort within academic and pharmaceutical research groups that include numerous total and partial syntheses and extensive structure-activity relationship studies [15][16][17][18][19][20][21].…”

“…For example, as one of the most attractive drugs for cancer therapy, epothilones and their relatives have evoked a vast research effort within academic and pharmaceutical research groups that include numerous total and partial syntheses and extensive structure-activity relationship studies [15][16][17][18][19][20][21]. Surely, it will be very important to know how the cationation by metal ions can affect structures and functions of these types of drugs.…”

“…However, this kind of interaction has seldom been studied. Recently, we have reported the effective synthesis of a triazole-epothilone analogue ( Figure 1) with Cu 2 O nanoparticle catalyzed azide-alkyne cycloaddition reaction [21]. The compound is characterized by a macrocyclic ring and an included triazole ring.…”