新型带有糖主链的脲、硫脲和瓜环二肽非对映异构体的合成与生物评价。
Synthesis and biological evaluation of novel urea, thiourea and squaramide diastereomers possessing sugar backbone.
机构信息
Department of Chemistry, Kırıkkale University, 71450, Yahşihan, Kırıkkale, Turkey.
Department of Chemistry, Kırıkkale University, 71450, Yahşihan, Kırıkkale, Turkey.
出版信息
Carbohydr Res. 2020 Jun;492:107991. doi: 10.1016/j.carres.2020.107991. Epub 2020 Mar 29.
A series of novel chiral 14 urea, thiourea and squaramide stereoisomers possessing carbohydrate backbones as well as amide functional groups was synthesized and characterized by their, H NMR, C NMR, FT-IR, HRMS, optical rotation, and melting points. Their antiproliferative activities were investigated against HeLa and PC3 cell lines. The compounds 9, 11 and 12 showed better activities at 25 μM against PC3 cell line with respect to the standard 5-fluorouracil (5-FU). Especially, the compounds 9 and 11 showed higher activities than the standard 5-FU even at low concentration (5 μM) against HeLa cell line. IC results also confirm these activities. The compounds 9, 10 and 11 have the IC values of 1.10 μM, 1.51 μM and 1.02 μM, respectively while 5-FU has 2.51 μM. Moreover, their cytotoxicity tests have proven that their viabilities were in between 50% and 100%.
一系列新型的手性 14 脲、硫脲和瓜环酰胺立体异构体，具有糖骨架以及酰胺官能团，通过 1 H NMR、13 C NMR、FT-IR、HRMS、旋光度和熔点进行了合成和表征。研究了它们对 HeLa 和 PC3 细胞系的抗增殖活性。与标准 5-氟尿嘧啶（5-FU）相比，化合物 9、11 和 12 在 25 μM 时对 PC3 细胞系表现出更好的活性。特别是，化合物 9 和 11 在低浓度（5 μM）时对 HeLa 细胞系的活性甚至高于标准 5-FU。IC 结果也证实了这些活性。化合物 9、10 和 11 的 IC 值分别为 1.10 μM、1.51 μM 和 1.02 μM，而 5-FU 的 IC 值为 2.51 μM。此外，它们的细胞毒性试验证明其存活率在 50%到 100%之间。
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