Introduction: Mannich reaction is a typical example of a three-component condensation reaction and the chemistry of Mannich bases has been the matter of search by researchers. Here, an efficient procedure for the synthesis of some new Mannich derivatives of simple phenols is described. Methods: In this procedure, a microwave-assisted and solventless condensation was done between different phenols, secondary amines and paraformaldehyde. The reactions proceeded in the presence of the catalytic amount of nano ZnO and tetrabutylammonium bromide (TBAB) in excellent yields. Ten new compounds were synthesized (A₁-A₁₀). Chemical structures of all new compounds were confirmed by different spectroscopic methods. We optimized the chemical reactions in different conditions. Optimization reactions were done in the presence of different mineral oxides, different amounts of TBAB and also different solvents. Nano ZnO and TBAB in catalytic amounts and solvent-free conditions were the best conditions. All the synthesized compounds were screened for their antimicrobial activities. Antifungal and antibacterial activities of the synthesized compounds were evaluated against some Candida species, filaments fungi, gram-positive and gram-negative bacteria by the broth microdilution method as recommended by CLSI. Results: The result showed that compounds A₂, A₃ and A₄ against most of the tested Candida species and compounds A₅ and A₇ against C. parapsilosis and C. tropicalis exhibited considerable antifungal activities. Moreover, compounds A₈ and A₁₀ showed desirable antifungal activities against C. neoformance and C. parapsilosis, respectively. The antibacterial activities of the synthesized compounds were also evaluated. Compounds A₆ - A₁₀ against E. fecalis and compounds A₅, A₇, A₉ and A₁₀ against P. aeruginosa showed desirable antibacterial activities. Discussion: We have synthesized some new Mannich adducts of poly-hydroxyl phenols in the presence of nano- ZnO as a reusable catalyst, with the hope of discovering new lead compounds serving as potent antimicrobial agents. The advantages of this method are generality, high yields with short reaction times, simplicity, low cost and matching with green chemistry protocols. The antimicrobial studies of Mannich derivatives of phenols showed desirable results in vitro.

简介：曼尼希反应是三组分缩合反应的典型例子，曼尼希碱的化学性质一直是研究人员寻找的问题。在这里，描述了一种合成一些简单酚类新曼尼希衍生物的有效方法。方法：在该程序中，在不同的酚，仲胺和多聚甲醛之间进行了微波辅助的无溶剂缩合。反应在催化量的纳米ZnO和四丁基溴化铵（TBAB）的存在下进行，产率很高。合成了十个新化合物（A ₁ -A ₁₀）。所有新化合物的化学结构均通过不同的光谱方法确认。我们优化了不同条件下的化学反应。优化反应是在不同的无机氧化物，不同量的TBAB和不同溶剂的存在下进行的。催化量和无溶剂条件下的纳米ZnO和TBAB是最佳条件。筛选所有合成的化合物的抗菌活性。按照CLSI的建议，通过肉汤微稀释法评估了合成化合物对某些念珠菌，花丝真菌，革兰氏阳性和革兰氏阴性细菌的抗真菌和抗菌活性。结果：结果表明化合物A ₂，A ₃和A ₄对大多数测试的念珠菌属和化合物A ₅和A _7的抗副枝念珠菌和热带念珠菌均表现出相当大的抗真菌活性。此外，化合物A ₈和A _10分别显示出对新形成梭状芽胞杆菌和副C. parapsilosis的合乎要求的抗真菌活性。还评估了合成化合物的抗菌活性。对抗大肠杆菌的化合物A ₆ -A ₁₀和化合物A ₅，A ₇，A ₉和A ₁₀对铜绿假单胞菌显示出理想的抗菌活性。讨论：我们在作为可重复使用的催化剂的纳米ZnO的存在下合成了一些新的多羟基苯酚的曼尼希加合物，希望发现用作有效抗菌剂的新的铅化合物。该方法的优点是通用，反应时间短，产率高，简便，成本低以及与绿色化学方案相匹配。酚的曼尼希衍生物的抗微生物研究显示了理想的体外结果。