Department of Chemistry, Quaid-i-azam University, Islamabad 45320, Pakistan.
Molecules. 2011 Dec 14;16(12):10337-46. doi: 10.3390/molecules161210337.
The synthesis of some novel alkyl/aryl substituted tertiary alcohols was accomplished in two steps. The synthetic route involves preparation of Grignard reagents by treating alkyl/aryl bromides with magnesium turnings in dry ether. Then substituted chalcones were reacted with the Grignard reagents to afford alkyl/aryl substituted tertiary alcohols 1-10. The structures of the synthesized compounds were assigned on the basis of FT-IR, 1H-NMR, 13C-NMR and mass spectroscopic data. The in vivo anti-inflammatory activity of the synthesized compounds was evaluated using the carrageenan-induced hind paw edema method and was compared with that of ibuprofen. Some of the newly synthesized compounds showed promising anti-inflammatory activity. The tertiary alcohols 1-10 were also screened for antibacterial activity against ten bacterial strains using seven Gram-positive and three Gram-negative bacteria and for antifungal activity against Aspergillus Flavus, Aspergillus Niger and Aspergillus pterus. Tertiary alcohols 1-10 were found to exhibit good to excellent antimicrobial activities compared to levofloxacin and fluconazole used as standard drugs.
一些新型的烷基/芳基取代的叔醇是通过两步法合成的。合成路线包括用镁屑在干燥乙醚中处理烷基/芳基溴化物来制备格氏试剂。然后取代的查耳酮与格氏试剂反应得到烷基/芳基取代的叔醇 1-10。根据 FT-IR、1H-NMR、13C-NMR 和质谱数据确定了合成化合物的结构。通过角叉菜胶诱导的后爪水肿法评价了合成化合物的体内抗炎活性，并与布洛芬进行了比较。一些新合成的化合物表现出有希望的抗炎活性。叔醇 1-10 还针对十种细菌，使用七种革兰氏阳性菌和三种革兰氏阴性菌进行了抗菌活性筛选，以及针对黄曲霉、黑曲霉和棒曲霉进行了抗真菌活性筛选。与作为标准药物的左氧氟沙星和氟康唑相比，叔醇 1-10 表现出良好到优异的抗菌活性。
