Gause Institute of New Antibiotics, 11 B. Pirogovskaya Street, 119021 Moscow, Russia.
A.N. Nesmeyanov Institute of Organoelement Compounds, Russian Academy of Sciences, 28 Vavilov Str., 119991 Moscow, Russia.
Molecules. 2022 Jul 21;27(14):4658. doi: 10.3390/molecules27144658.
A series of novel cobalt bis(dicarbollide)-curcumin conjugates were synthesized. Two conjugates were obtained through the nucleophilic ring-opening reaction of the 1,4-dioxane and tetrahydropyran derivatives of cobalt bis(dicarbollide) with the OH group of curcumin, and using two equiv. of the oxonium derivatives, two other conjugates containing two cobalt bis(dicarbollide) units per molecule were obtained. In contrast to curcumin, the conjugates obtained were found to be non-cytotoxic against both tumor and normal cell lines. The analysis of the intracellular accumulation of the conjugates by flow cytometry showed that all cobalt bis(dicarbollide)-curcumin conjugates entered HCT116 colorectal carcinoma cells in a time-dependent manner. New non-cytotoxic conjugates contain a large amount of boron atoms in the biomolecule and can potentially be used for further biological research into boron neutron capture therapy (BNCT).
一系列新型钴双(二硼杂环戊烷)-姜黄素缀合物被合成。通过钴双(二硼杂环戊烷)的 1,4-二氧六环和四氢吡喃衍生物与姜黄素的 OH 基团的亲核开环反应，得到了两种缀合物，并用两个当量的氧鎓衍生物，得到了另外两种每个分子含有两个钴双(二硼杂环戊烷)单元的缀合物。与姜黄素不同，所得到的缀合物对肿瘤和正常细胞系均无细胞毒性。通过流式细胞术分析缀合物的细胞内积累，发现所有钴双(二硼杂环戊烷)-姜黄素缀合物均以时间依赖的方式进入 HCT116 结直肠癌细胞。新型非细胞毒性缀合物在生物分子中含有大量的硼原子，可潜在用于硼中子俘获治疗（BNCT）的进一步生物学研究。
