具有潜在抗癌活性的新型吡啶并[4,3-e][1,2,4]三嗪并[3,2-c][1,2,4]噻二嗪6,6-二氧化物衍生物的合成

Sławiński Jarosław, Grzonek Aleksandra, Żołnowska Beata, Kawiak Anna

Department of Organic Chemistry, Medical University of Gdańsk, Al. Gen. J. Hallera 107, 80-416 Gdańsk, Poland.

Department of Biotechnology, Intercollegiate Faculty of Biotechnology, University of Gdańsk and Medical University of Gdańsk, Ul. Kładki 24, 80-822 Gdańsk, Poland.

Molecules. 2015 Dec 29;21(1):E41. doi: 10.3390/molecules21010041.

A series of novel 3-/2,3-substituted pyrido[4,3-e][1,2,4]triazino[3,2-c][1,2,4]thiadiazine 6,6-dioxides 4-28 have been synthesized by the reaction of 3-amino-2-(4-thioxo-1,4-dihydropyridin-3-yl-sulfonyl)guanidine with either 2-oxoalkanoic acids and its esters, or phenylglyoxylic hydrates in glacial acetic acid. Some of them exhibited reasonable or moderate anticancer activity toward human cancer cell lines, HCT-116, MCF-7 and HeLa. The structure of this novel heterocyclic ring system was confirmed by ¹D-NMR and ²D-NMR spectroscopic data including COSY, ROESY and HMBC, elemental analyses and MS spectrometry.

通过3-氨基-2-(4-硫代-1,4-二氢吡啶-3-基磺酰基)胍与2-氧代链烷酸及其酯或苯乙醛水合物在冰醋酸中反应，合成了一系列新型的3-/2,3-取代的吡啶并[4,3-e][1,2,4]三嗪并[3,2-c][1,2,4]噻二嗪6,6-二氧化物4-28。其中一些对人癌细胞系HCT-116、MCF-7和HeLa表现出合理或中等的抗癌活性。通过包括COSY、ROESY和HMBC的¹D-NMR和²D-NMR光谱数据、元素分析和质谱对这种新型杂环系统的结构进行了确证。