Heterocyclic Unit, Photochemistry Department, National Research Centre, Dokki, Giza 12622, Egypt.
Chemistry Department, Faculty of Science, Jazan University, Jazan 45142, Saudi Arabia.
Molecules. 2022 Jan 27;27(3):835. doi: 10.3390/molecules27030835.
The current work aims to design and synthesis a new series of isatin derivatives and greatly enhances their cytotoxic activity. The derivatives 3-((bromophenyl) imino)-1-(morpholino (pyridine) methyl) indolin-2-one, 2-((oxoindoline) amino) benzoic acid, 3-(thiazolo-imino) indolinone, ethyl-2-((oxoindolin-3-ylidene)amino)-benzothiophene-3-carboxylate, 1-(oxoindoline)-benzo[4,5] thieno [2,3-d]pyrimidin-4(1H)-one, ethyl-2-(2-oxoindoline) hydrazine-1-carboxylate, N-(mercapto-oxo-pyrimidine)-2-(oxoindoline) hydrazine-1-carboxamide, N-(oxo-thiazolo[3,2-a] pyrimidine)-2-(oxoindolin-ylidene) hydrazine-carboxamide, 3-((amino-phenyl) amino)-3-hydroxy- indolinone, 3-((amino-phenyl) imino)-indolinone, 2-(2-((oxoindoline) amino) phenyl) isoindolinone, 2-(oxoindoline) hydrazine-carbothioamide, 5'-thioxospiro[indoline-3,3'-[1,2,4]triazolidin]-one, 5'-amino-spiro[indoline-3,2'-[1,3,4]thiadiazol]-2-one and 3-((2-thioxo-imidazo[4,5-b]quinoxaline) imino) indolinone were synthesized from the starting material 1-(morpholino (pyridine) methyl) indoline-2,3-dione and evaluated for their in vitro cytotoxic activity against carcinogenic cells. The new chemical structures were evidenced using spectroscopy (IR, NMR and MS) and elemental analysis. The results show that compounds imidazo[4,5-b]quinoxaline-indolinone, thiazolopyrimidine-oxoindoline, pyrimidine-oxoindoline-hydrazine-carboxamide, spiro[indoline-3,2'-[1,3,4] thiadiazol]-one and spiro[indoline-3,3'-[1,2,4]triazolidin]-one have excellent anti-proliferative activities against different human cancer cell lines such as gastric carcinoma cells (MGC-803), breast adenocarcinoma cells (MCF-7), nasopharyngeal carcinoma cells (CNE2) and oral carcinoma cells (KB).
目前的工作旨在设计和合成一系列新的色胺衍生物，并大大提高其细胞毒性活性。衍生物 3-((溴苯基)亚氨基)-1-(吗啉基(吡啶基)甲基)吲哚啉-2-酮、2-((氧代吲哚啉)氨基)苯甲酸、3-(噻唑啉基)吲哚啉酮、乙基-2-((氧代吲哚啉-3-亚基)氨基)苯并噻吩-3-羧酸酯、1-(氧代吲哚啉)-苯并[4,5]噻吩并[2,3-d]嘧啶-4(1H)-酮、乙基-2-(2-氧代吲哚啉)肼-1-羧酸酯、N-(巯基-氧代嘧啶)-2-(氧代吲哚啉)肼-1-羧酸酰胺、N-(氧代噻唑啉[3,2-a]嘧啶)-2-(氧代吲哚啉亚基)肼-羧酰胺、3-((氨基-苯基)氨基)-3-羟基-吲哚啉酮、3-((氨基-苯基)亚氨基)-吲哚啉酮、2-(2-((氧代吲哚啉)氨基)苯基)异吲哚啉酮、2-(氧代吲哚啉)肼-硫代甲酰胺、5'-硫代亚磺酰基-螺[吲哚啉-3,3'-[1,2,4]三唑啶]-酮、5'-氨基-螺[吲哚啉-3,2'-[1,3,4]噻二唑]-2-酮和 3-((2-硫代-咪唑并[4,5-b]喹喔啉)亚氨基)吲哚啉酮是由起始原料 1-(吗啉基(吡啶基)甲基)吲哚啉-2,3-二酮合成的，并对其在体外对致癌细胞的细胞毒性活性进行了评估。新的化学结构通过光谱学（IR、NMR 和 MS）和元素分析得到证实。结果表明，咪唑并[4,5-b]喹喔啉-吲哚啉、噻唑并嘧啶-氧代吲哚啉、嘧啶-氧代吲哚啉-肼-羧酰胺、螺[吲哚啉-3,2'-[1,3,4]噻二唑]-1-酮和螺[吲哚啉-3,3'-[1,2,4]三唑啶]-1-酮对不同的人类癌细胞系具有极好的抗增殖活性，如胃癌细胞（MGC-803）、乳腺癌细胞（MCF-7）、鼻咽癌细胞（CNE2）和口腔癌细胞（KB）。
