Aggarwal Ranjana, Sumran Garima, Garg Neelam, Aggarwal Ashok
Department of Chemistry, Kurukshetra University, Kurukshetra 136 119, India.
Eur J Med Chem. 2011 Jul;46(7):3038-46. doi: 10.1016/j.ejmech.2011.04.041. Epub 2011 Apr 22.
An efficient and environmental benign regioselective synthesis of some new pyrazol-1'-ylpyrazolo[1,5-a]pyrimidines (7b-h) has been accomplished via treatment of 3(5)-amino-5(3)-hydrazinopyrazole dihydrochloride (5) with several unsymmetrical 1,3-diketones (6b-h) using water as a solvent without any catalysts or additives. The structure of 7b-h was established on the basis of rigorous analysis of (1)H, (13)C NMR, IR spectral data and MS. Eight compounds (7a-h) were screened for their antibacterial activity against two gram-positive and two gram-negative bacteria and compounds (7a, b, d and e) for antifungal activity against four phytopathogenic fungi. Compounds 7c and 7e manifest rather broad antibacterial activity than standard antibiotics. One lead compound, 7a (10mg/ml and 200mg/ml) exhibited equipotent or more potent antifungal activity against all tested microorganisms than standard drug.
通过使用水作为溶剂，在无任何催化剂或添加剂的情况下，将3(5)-氨基-5(3)-肼基吡唑二盐酸盐(5)与几种不对称1,3-二酮(6b - h)进行反应，已实现了一些新型吡唑-1'-基吡唑并[1,5 - a]嘧啶(7b - h)的高效且环境友好的区域选择性合成。7b - h的结构是基于对¹H、¹³C NMR、IR光谱数据和质谱的严格分析确定的。筛选了八种化合物(7a - h)对两种革兰氏阳性菌和两种革兰氏阴性菌的抗菌活性，以及化合物(7a、b、d和e)对四种植物病原真菌的抗真菌活性。化合物7c和7e表现出比标准抗生素更广泛的抗菌活性。一种先导化合物7a(10mg/ml和200mg/ml)对所有测试微生物表现出与标准药物相当或更强的抗真菌活性。
