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Design And Synthesis Of Glycosyl Naphthalimide Anticancer Compounds With Hepatic Targeting Potential

Posted on:2016-11-28Degree:MasterType:Thesis
Country:ChinaCandidate:X H JiangFull Text:PDF
GTID:2404330542495985Subject:Chemical engineering
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Non-sialinic acid glycoprotein receptor(ASGPR)on liver cell membrane can selectively identify galactosyl glycoprotein and acetyl amino-galactose protein in blood circulation,and they were metabolized in liver cell by endocytosis.Studies have shown that,active hepatic targeting function mediated by non-sialinic acid glycoprotein is the best.Who act as hepatic targeting group,galactose was connected to antihepatoma pharmacophore can make targeting treatment of liver cancer become a reality.Naphthalimide derivatives are excellent fluorescent carrier.when the 4-carbon atom of naphthalene ring in the molecular structure was connected to piperazine ring who acts as a hydrogen ion acceptor,under UV irradiation,it will emit strong yellow-green fluorescence confronting with acidic cancer cell,and can be used to detect tumor cell as a pH-sensitive fluorescent probe.Naphthalimide derivatives is a class of anticancer lead compound that aim at DNA and topoisomerase II,it can embed in G-C base pair of DNA and can destroy DNA or suppress DNA synthesis to accelerate hepatic carcinoma cell death.The unique N-heterocyclic ring structure of 1,2,4-triazole enable it to have a very strong antitumor activity.In recent years,As the main fraction,1,2,4-triazole is used to develop new antitumor drugs that was reported more and more,and enormous progress has been made.In summary,five pH-sensitive fluorescence hepatic targeting anticancer compounds were designed and synthesized in this paper,galactose as a hepatic targeting group,naphthalimide-piperazine and 1,2,4-triazole play the role of antitumor pharmacophore,and chloroacetyl chloride as the connection handle.Glucose was connected with antitumor pharmacophore to get five reference compounds which were used to contrast hepatic targeting effect and antitumor efficacy of galactose based anticancer compounds.1H NMR?MS and IR were used to confirm chemical structure of the new compounds that were synthsisezd in this article.
Keywords/Search Tags:Galactose, Hepatic targeting, Naphthalimide, Anticancer compounds, Synthesis
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