Studies On The Synthesis And Antitumor Activity Of Novel Pyridone Derivatives Containing Thiazole

The Pyridone compound and its derivatives have already become the hot points of the pharmaceutical industry,the pesticide industry and the chemical industry in rencent years,due to its singnifincant biological activity and many important pharmaceutical intermediates.Pharmacological studies suggest that: these compounds exhibit good biological activities,such as good anti-tumor activity,treatment and prevention of Alzheimer's disease(Alzheimer,disease,AD,Alzheimer's),anti-bacterial,antiviral,antiparasitic and prevention of hepatic fibrosis and so on,which are widely used in medical research.Otherwise,pyridine and its derivatives also have been widely used in dyes,thermochromic materials and photographic materials with the development of functional materials in recent years.Such as pyridone is introduced in dye,coupled with aromatic amine or its derivatives diazonium salt,the dye will be bright.Otherwise,we can make a good clinical application prospect by slightly modifying the structure of pyridine ketone compounds.Thiazole compounds are a kind of five membered heterocyclic compound containing N and S heteroatom.A large number of literatures show that,the compounds containing thiazole heterocyclic compounds have good biological activity,which can be used in the fields of organic synthesis reagents,medicine,green pesticides,rubber accelerators and dyes.According to the principle of superposition of the drug,we have synthesized 12 novel 5,6-disubstituted phenylamino-3-(4-methyl-5-ethylthiazol-2-yl)hydrazono pyridin-2-one compounds combined thiazole with pyridine ketone.And the synthesis conditions were optimized to obtain the optimum conditions of synthesis.Their structures were characterized by IR,1HNMR,13 CNMR,MS.Meanwhile,the anti-cancer activity of novel 5,6-disubstituted phenylamino-3-(4-methyl-5-ethylthiazol-2-yl)hydrazono pyridin-2-one were assayed,and the results showed some compounds exhibited good anti-cancer activity.The main results are shown as follows:1.12 novel of 5,6-disubstituted-2,3-pyridinedione compounds were prepared according to the literature method,their structures were characterized by IR,m.p.The results just like the report of the literature.2.According to the related synthetic method of thiosemicarbazone compounds,in acidic conditions,using 5,6-disubstituted-2,3-pyridinedione compounds react with thiosemicarbazide,12 kinds of 5,6-disubstituted-2,3-pyridinedione compounds were synthesized and structures were characterized,the results just like the report of the literature.3.According to relevant literatur,in acidic conditions,5,6-disubstituted-2,3-pyridinedion thiosemicarbazone react with 3-chloride-2,4-pentanedione,and get the target product 5,6-disubstituted phenylamino-3-(4-methyl-5-ethylthiazol-2-yl)Hydrazono pyridin-2-one.The optimum synthesis conditions were obtained such as the materials ratio,the reaction time,the reation temperature and the amount and option of catalyst.Namely: using ethanol as solvent,molar ratio for 1:2.0,amount of catalyst acetic acid is 0.30 m L,the reaction time is 3.5 hour,the reaction temperature is set to 65?.4.The antitumor activity of novel 5,6-disubstituted phenylamino-3-(4-methyl-5-ethylthiazol-2-yl)hydrazono pyridin-2-one compounds were assayed,and the results showed some compounds exhibited good activity against rectal cancer HCT116,human gastric carcinoma cell MGC-803,liver cancer Huh7.