Agouram Naima, El Hadrami El Mestafa, Bentama Abdeslem
Laboratory of Applied Organic Chemistry, Faculty of Science and Technology, Sidi Mohammed Ben Abdellah University, Immouzer Road, Fez 30050, Morocco.
Molecules. 2021 May 14;26(10):2937. doi: 10.3390/molecules26102937.
Natural peptides are an important class of chemical mediators, essential for most vital processes. What limits the potential of the use of peptides as drugs is their low bioavailability and enzymatic degradation in vivo. To overcome this limitation, the development of new molecules mimicking peptides is of great importance for the development of new biologically active molecules. Therefore, replacing the amide bond in a peptide with a heterocyclic bioisostere, such as the 1,2,3-triazole ring, can be considered an effective solution for the synthesis of biologically relevant peptidomimetics. These 1,2,3-triazoles may have an interesting biological activity, because they behave as rigid link units, which can mimic the electronic properties of amide bonds and show bioisosteric effects. Additionally, triazole can be used as a linker moiety to link peptides to other functional groups.
天然肽是一类重要的化学介质，对大多数生命过程至关重要。限制肽作为药物使用潜力的是其低生物利用度和在体内的酶促降解。为克服这一限制，开发模拟肽的新分子对于新型生物活性分子的开发具有重要意义。因此，用杂环生物电子等排体（如1,2,3-三唑环）取代肽中的酰胺键可被视为合成具有生物学相关性的拟肽的有效解决方案。这些1,2,3-三唑可能具有有趣的生物活性，因为它们表现为刚性连接单元，可模拟酰胺键的电子性质并显示生物电子等排效应。此外，三唑可用作连接部分，将肽与其他官能团连接起来。
