Gurumurthy Ch, Fatima Narjis, Reddy G Narender, Kumar C Ganesh, Sabitha Gowravaram, Ramakrishna K V S
Natural Products Chemistry Division, CSIR-Indian Institute of Chemical Technology, Hyderabad 500007, India; Academy of Scientific and Innovative Research (AcSIR), New Delhi, India.
Natural Products Chemistry Division, CSIR-Indian Institute of Chemical Technology, Hyderabad 500007, India.
Bioorg Med Chem Lett. 2016 Oct 15;26(20):5119-5125. doi: 10.1016/j.bmcl.2016.08.017. Epub 2016 Sep 1.
A diastereoselective synthesis of tetrahydro- and dihydro-pyrido[2,3-c]coumarin derivatives has been achieved via a one-pot three-component aza-Diels-Alder reaction of aromatic aldehydes, 3-aminocoumarin and dienophiles catalyzed by BiCl. NOE studies proved that exo-isomers were obtained in all cases with high selectivity. The reaction proceeded at room temperature providing good yields of products as well as applicability on a wide range of substrates. Among all the synthesized derivatives, compounds 4i and 4k showed promising DPPH radical scavenging activity as compared to other tested derivatives.
通过BiCl催化的芳香醛、3-氨基香豆素和亲双烯体的一锅三组分氮杂狄尔斯-阿尔德反应，实现了四氢和二氢吡啶并[2,3-c]香豆素衍生物的非对映选择性合成。NOE研究证明，在所有情况下均以高选择性获得外型异构体。该反应在室温下进行，产物收率良好，且适用于多种底物。在所有合成的衍生物中，与其他测试衍生物相比，化合物4i和4k表现出有前景的DPPH自由基清除活性。
