Abdallah Amira E M, Elgemeie Galal H
Department of Chemistry, Faculty of Science, Helwan University, Helwan, Cairo, Egypt.
Drug Des Devel Ther. 2018 Jun 20;12:1785-1798. doi: 10.2147/DDDT.S159310. eCollection 2018.
Over the years, pyrazolopyrimidine derivatives have been recognized as having antimicrobial activities. Recently, we reported different synthetic methods to prepare pyrazolopyrimidine derivatives as anticancer and antimicrobial agents. The studies showed that our previously reported 5-aminopyrazoles act as a building block for the preparation of a variety of interesting pyrazolopyrimidines as purine analogs.
The objective of this study was to describe the direct new method for preparation of novel pyrazolo[1,5-]pyrimidine derivatives and their corresponding cycloalkane ring-fused derivatives. Also, the new compounds were tested in vitro for their antibacterial and antifungal activity properties.
Pyrazolo[1,5-]pyrimidine derivatives were prepared by the reaction of our previously reported 5-aminopyrazoles with suitable sodium salts of (hydroxymethylene) cycloalkanones and sodium salts of unsaturated ketones.
The structures of the new compounds were characterized according to their mass spectroscopy, H NMR, IR and elemental analyses. Compounds , , , and were the most active compounds against Gram-positive and Gram-negative bacterial species. Compound with two moieties of 4-Br-CH revealed increased reactivity compared with ampicillin as standard reference.
About twenty two novel pyrazolo[1,5-]pyrimidine derivatives and their corresponding cycloalkane ring-fused derivatives were prepared through the reaction of 5-aminopyrazoles with different sodium salts of (hydroxymethylene) cycloalkanones and sodium salts of unsaturated ketones. The antibacterial and antifungal activities of the newly synthesized compounds were evaluated and revealed that compounds , , , and were the most active compounds against Gram-positive and Gram-negative bacterial strains.
多年来，吡唑并嘧啶衍生物已被公认为具有抗菌活性。最近，我们报道了不同的合成方法来制备作为抗癌和抗菌剂的吡唑并嘧啶衍生物。研究表明，我们之前报道的5-氨基吡唑可作为制备各种有趣的吡唑并嘧啶（作为嘌呤类似物）的构建单元。
本研究的目的是描述制备新型吡唑并[1,5 -]嘧啶衍生物及其相应的环烷烃环稠合衍生物的直接新方法。此外，对新化合物进行了体外抗菌和抗真菌活性测试。
通过我们之前报道的5-氨基吡唑与合适的（羟基亚甲基）环烷酮钠盐和不饱和酮钠盐反应制备吡唑并[1,5 -]嘧啶衍生物。
根据质谱、氢核磁共振、红外光谱和元素分析对新化合物的结构进行了表征。化合物、、、和是对革兰氏阳性和革兰氏阴性细菌种类最具活性的化合物。与作为标准参考的氨苄青霉素相比，具有两个4-Br-CH部分的化合物显示出更高的反应活性。
通过5-氨基吡唑与不同的（羟基亚甲基）环烷酮钠盐和不饱和酮钠盐反应，制备了约二十二种新型吡唑并[1,5 -]嘧啶衍生物及其相应的环烷烃环稠合衍生物。对新合成化合物的抗菌和抗真菌活性进行了评估，结果表明化合物、、、和是对革兰氏阳性和革兰氏阴性细菌菌株最具活性的化合物。
