Martin-Luther-University Halle-Wittenberg, Organic Chemistry, Kurt-Mothes-Str. 2, D-06120 Halle (Saale), Germany.
Furtwangen University, Medical and Life Sciences Faculty, Jakob-Kienzle Str. 17, D-78054 Villingen-Schwenningen, Germany.
Bioorg Med Chem Lett. 2019 Apr 15;29(8):949-958. doi: 10.1016/j.bmcl.2019.02.020. Epub 2019 Feb 19.
Click reactions between alkynes and azides using the privileged scaffold of triterpenes have been of interest for biological chemistry. Many publications deal with the synthesis of novel bioactive molecules; these conjugates have also been used for bioanalytical and diagnostic purposes. As a result, conjugates of better physicochemical properties were obtained; even compounds of improved solubility in water and physiological fluids were made through the introduction of a triazol residue. "Hybrid-structures", i.e. molecules consisting of two independently bioactive subunits linked by a triazole residue were higher bioactive than their parent compounds but not as active as expected, and with a few exceptions the ultimate breakthrough has not yet been achieved. Only in the synthesis of compounds with anti-leishmanial activity some new and promising lead structures were found. As a consequence, triazole modified triterpenes seem to hold their greatest future prospect rather as diagnostic reagents and molecular probes than as drugs.
点击反应之间的炔和叠氮化物使用特权支架的三萜类化合物一直是生物学化学的兴趣。许多出版物涉及到新的生物活性分子的合成;这些缀合物也被用于生物分析和诊断目的。因此，获得了更好物理化学性质的缀合物;甚至通过引入三唑残基，使化合物在水中和生理液中的溶解度得到改善。“杂交结构”，即由通过三唑残基连接的两个独立的生物活性亚单位组成的分子，比其母体化合物具有更高的生物活性，但并不像预期的那样有效，除了少数例外，最终的突破尚未实现。只有在合成具有抗利什曼原虫活性的化合物时，才发现了一些新的有前途的先导结构。因此，三唑修饰的三萜类化合物似乎更有可能作为诊断试剂和分子探针，而不是作为药物，具有最大的未来前景。
