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Synthesis of polyamides containing N-methylpyrrole and N-methylimidazole and their anticancer activity
Gu Yuan1, Junhua Xiao, Weiqiang Huang
1Department of Chemistry, Ministry of Education, College of Chemistry, Peking University, Beijing, PR China.
Archives of Pharmacal Research
|November 16, 2002
Abstract:
Three hairpin polyamides were designed and synthesized by a haloform reaction and DCC/HOBt coupling reaction without amino protection and deprotection. Their anticancer activity were investigated with three kinds of cell lines--hepatic carcinoma, lung carcinoma and gastric carcinoma, and the values of IC50 were at range of 10(-7) to approximately 10(-8) M.
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Physical Properties of Amines
Amines with low molecular weight are usually gaseous at room temperature, while those with high molecular weight are liquid or solids in nature. Usually, low molecular weight amines have a rotten fish-like smell. Diamines typically have a pungent smell. For instance, cadaverine and putrescine, depicted in Figure 1, are two molecules responsible for decaying tissue.
Basicity of Heterocyclic Aromatic Amines
Heterocyclic amines, where the N atom is a part of an alicyclic system, are similar in basicity to alkylamines. Interestingly, the heterocyclic amine having a nitrogen atom as part of an aromatic ring has much less basicity than its corresponding alicyclic counterpart. For this reason, as presented in Figure 1, piperidine (pKb = 2.8) is significantly more basic than pyridine (pKb = 8.8).