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新型多环:咪唑、噻嗪、氧硫杂环戊烷、吡咯并喹喔啉和噻吩并三氮唑嘧啶衍生物的设计、合成与抗癌活性。

Design, Synthesis and Anticancer Activity of New Polycyclic: Imidazole, Thiazine, Oxathiine, Pyrrolo-Quinoxaline and Thienotriazolopyrimidine Derivatives.

机构信息

Heterocyclic Unit, National Research Centre, Photochemistry Department, Dokki, Giza 12622, Egypt.

Chemistry Department, Faculty of Science, Jazan University, Jazan 45142, Saudi Arabia.

出版信息

Molecules. 2021 Apr 2;26(7):2031. doi: 10.3390/molecules26072031.

Abstract

In this article, we showed the synthesis of new polycyclic aromatic compounds, such as thienotriazolopyrimidinones, -(thienotriazolopyrimidine) acetamide, 2-mercapto-thienotriazolo-pyrimidinones, 2-(((thieno-triazolopyrimidine) methyl) thio) thieno-triazolopyrimidines, thieno-pyrimidotriazolo-thiazines, pyrrolo-triazolo-thienopyrimidines, thienopyrimido-triazolopyrrolo-quinoxalines, thienopyrimido-triazolo-pyrrolo-oxathiino-quinoxalinones, 1,4-oxathiino-pyrrolo- triazolothienopyrimidinones, imidazopyrrolotriazolothienopyrimidines and 1,2,4-triazoloimidazo- pyrrolotriazolothienopyrimidindiones, based on the starting material 2,3-diamino-6-benzoyl-5- methylthieno[2,3-d]pyrimidin-4(3)-one (). The chemical structures were confirmed using many spectroscopic ways (IR, H, C, -NMR and MS) and elemental analyses. A series of thiazine, imidazole, pyrrole, thienotriazolopyrimidine derivatives were synthesized and evaluated for their antiproliferative activity against four human cancer cell lines, i.e., (nasopharyngeal), (oral), (breast) and (gastric) carcinoma cells. The compounds , , , and showed significant cytotoxicity against types of human cancer cell lines.

摘要

在本文中,我们展示了新的多环芳香族化合物的合成,如噻吩并三唑嘧啶酮、-(噻吩并三唑嘧啶甲酰胺)、2-巯基噻吩并三唑嘧啶酮、2-(((噻吩并三唑嘧啶)甲基)硫代)噻吩并三唑嘧啶、噻吩并嘧啶并三唑噻嗪、吡咯并三唑噻吩并嘧啶、噻吩并嘧啶并三唑并吡咯并喹喔啉、噻吩并嘧啶并三唑并吡咯并[1,2,4]噻二嗪-4,6-二酮、1,4-氧硫杂吡咯并[1,2-a]噻吩并嘧啶并[4,5-d]嘧啶-2,4(3H,5H)-二酮、咪唑并吡咯并三唑噻吩并嘧啶和 1,2,4-三唑并咪唑并[1,2-a]噻吩并嘧啶并[4,5-d]嘧啶-2,4(3H,5H)-二酮,基于起始原料 2,3-二氨基-6-苯甲酰基-5-甲基噻吩并[2,3-d]嘧啶-4(3)-酮()。化学结构通过多种光谱方法(IR、H、C、-NMR 和 MS)和元素分析得到确认。合成了一系列噻嗪、咪唑、吡咯、噻吩并三唑嘧啶衍生物,并对其对四种人癌细胞系,即(鼻咽)、(口腔)、(乳腺)和(胃)癌细胞的抗增殖活性进行了评价。化合物、、、和对多种人癌细胞系表现出显著的细胞毒性。

https://cdn.ncbi.nlm.nih.gov/pmc/blobs/a978/8038178/44f389bcf8d7/molecules-26-02031-g001.jpg

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