新型含二氢酞嗪基的2,4-二氨基嘧啶对炭疽芽孢杆菌的活性评估：利用新型钳形配合物的改进合成方法
Evaluation of New Dihydrophthalazine-Appended 2,4-Diaminopyrimidines against Bacillus anthracis: Improved Syntheses Using a New Pincer Complex.
作者信息
Muddala Nagendra Prasad, Nammalwar Baskar, Selvaraju Subhashini, Bourne Christina R, Henry Mary, Bunce Richard A, Berlin K Darrell, Barrow Esther W, Barrow William W
机构信息
Department of Chemistry, Oklahoma State University, 107 Physical Sciences, Stillwater, OK 74078, USA.
Department of Chemistry and Biochemistry, University of Oklahoma, 101 Stephenson Parkway, Norman, OK 73019, USA.
出版信息
Molecules. 2015 Apr 21;20(4):7222-44. doi: 10.3390/molecules20047222.
The synthesis and evaluation of ten new dihydrophthalazine-appended 2,4-diaminopyrimidines as potential drugs to treat Bacillus anthracis is reported. An improved synthesis utilizing a new pincer catalyst, dichlorobis[1-(dicyclohexylphosphanyl)-piperidine]palladium(II), allows the final Heck coupling to be performed at 90 °C using triethylamine as the base. These milder conditions have been used to achieve improved yields for new and previously reported substrates with functional groups that degrade or react at the normal 140 °C reaction temperature. An analytical protocol for separating the S and R enantiomers of two of the most active compounds is also disclosed. Finally, the X-ray structure for the most active enantiomer of the lead compound, (S)-RAB1, is given.
报道了十种新的 appended 二氢酞嗪 2,4 - 二氨基嘧啶作为治疗炭疽芽孢杆菌潜在药物的合成与评价。利用新型钳形催化剂二氯双[1 -（二环己基膦基）哌啶]钯（II）改进的合成方法，使得最终的赫克偶联反应能够在90°C下以三乙胺作为碱进行。这些较温和的条件已用于提高具有在正常140°C反应温度下会降解或反应的官能团的新底物和先前报道的底物的产率。还公开了一种用于分离两种活性最高的化合物的S和R对映体的分析方法。最后，给出了先导化合物（S）-RAB1活性最高的对映体的X射线结构。
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