Atta F M
Chemistry Department, Faculty of Science, Assiut University, Egypt.
J Chem Technol Biotechnol. 1994 Nov;61(3):225-9. doi: 10.1002/jctb.280610308.
3-(2'-Chloroethyl)-2-methyl-3,4-dihydroquinazolin-4-one (I) was reacted with sodio (sodium thioglycolate) in dry dioxane and yielded compound II. By using thionyl chloride, this compound was converted to the corresponding acid chloride (III). The prepared acyl chloride (III) was allowed to interact with different alpha-amino acids such as Gly, L-Ala, L-B-Phe, DL-Asp, L-Glu, L-Thr and L-Val to give new amino acid derivatives (IVa-g). A selected C-terminal derivative of glycine (IVa) was converted into acid chloride (V). The acid chloride formed was reacted with L-Ala, L-B-Phe, DL-Asp, L-Glu, L-Thr and L-Val and yielded the new dipeptides VIa-f. The structures of the synthesized compounds were elucidated by elemental analysis and IR spectra. The prepared peptides were tested for their antimicrobial activities by comparison with tetra-cycline as a reference compound.
3-(2'-氯乙基)-2-甲基-3,4-二氢喹唑啉-4-酮（I）与巯基乙酸钠（硫代乙醇酸钠）在干燥的二氧六环中反应，生成化合物II。通过使用亚硫酰氯，该化合物被转化为相应的酰氯（III）。使制备的酰氯（III）与不同的α-氨基酸如甘氨酸、L-丙氨酸、L-β-苯丙氨酸、DL-天冬氨酸、L-谷氨酸、L-苏氨酸和L-缬氨酸相互作用，得到新的氨基酸衍生物（IVa-g）。甘氨酸的一个选定的C端衍生物（IVa）被转化为酰氯（V）。形成的酰氯与L-丙氨酸、L-β-苯丙氨酸、DL-天冬氨酸、L-谷氨酸、L-苏氨酸和L-缬氨酸反应，生成新的二肽VIa-f。通过元素分析和红外光谱对合成化合物的结构进行了阐明。通过与作为参考化合物的四环素比较，对制备的肽的抗菌活性进行了测试。
