Synthesis and Cytotoxic Activity of New Vindoline Derivatives Coupled to Natural and Synthetic Pharmacophores

被引:12
|
作者
Keglevich, Andras [1 ]
Danyi, Leonetta [1 ]
Rieder, Alexandra [1 ]
Horvath, Dorottya [1 ]
Szigetvari, Aron [2 ]
Dekany, Miklos [2 ]
Szantay, Csaba [2 ]
Latif, Ahmed Dhahir [3 ,4 ]
Hunyadi, Attila [3 ,5 ]
Zupko, Istvan [4 ,5 ]
Keglevich, Peter [1 ]
Hazai, Laszlo [1 ]
机构
[1] Budapest Univ Technol & Econ, Dept Organ Chem & Technol, Gellert Ter 4, H-1111 Budapest, Hungary
[2] Gedeon Richter Plc, Spectroscop Res Dept, POB 27, H-1475 Budapest 10, Hungary
[3] Univ Szeged, Interdisciplinary Excellence Ctr, Inst Pharmacognosy, Eotvos U 6, H-6720 Szeged, Hungary
[4] Univ Szeged, Interdisciplinary Excellence Ctr, Dept Pharmacodynam & Biopharm, Eotvos U 6, H-6720 Szeged, Hungary
[5] Univ Szeged, Interdisciplinary Ctr Nat Prod, Eotvos U 6, H-6720 Szeged, Hungary
来源
MOLECULES | 2020年 / 25卷 / 04期
关键词
organic synthesis; anticancer drugs; Vinca alkaloids; vindoline; pharmacophores; IC50; values; VINBLASTINE; VINCRISTINE; FEASIBILITY; ANTICANCER; INHIBITORS; ALKALOIDS; CHEMISTRY; INDOLE;
D O I
10.3390/molecules25041010
中图分类号
Q5 [生物化学]; Q7 [分子生物学];
学科分类号
071010 ; 081704 ;
摘要
New Vinca alkaloid derivatives were synthesized to improve the biological activity of the natural alkaloid vindoline. To this end, experiments were performed to link vindoline with various structural units, such as amino acids, a 1,2,3-triazole derivative, morpholine, piperazine and N-methylpiperazine. The structure of the new compounds was characterized by NMR spectroscopy and mass spectrometry (MS). Several compounds exhibited in vitro antiproliferative activity against human gynecological cancer cell lines with IC50 values in the low micromolar concentration range.
引用
收藏
页数:19
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