Pfeiffer William P, Lightner David A
Apex International, Eden Prairie, MN 55344 USA.
Department of Chemistry, University of Nevada, Reno, Nevada, 89557-0216 USA.
Monatsh Chem. 2014 Nov;145(11):1777-1801. doi: 10.1007/s00706-014-1288-4.
Five new homorubin analogs of bilirubin with their two dipyrrinone components conjoined to (CH), (CH), and (CH) units were synthesized with propionic acid chains shortened to acetic and elongated to butyric, and examined by spectroscopy and molecular mechanics computations for an ability to form conformation-determining hydrogen bonds. With m designating the number of conjoining CH units and n indicating the number of CH units of the alkanoic acid chains of (m.n)-homorubins, (2.1), (3.2), (4.2), and (4.3) homorubins were prepared and compared with previously synthesized (2.2) and (2.3), which adopt intramolecularly hydrogen bonded conformations in CHCl.
合成了五种新的胆红素类同物，其两个二吡咯酮组分与(CH)、(CH)和(CH)单元相连，丙酸链缩短为乙酸链并延长为丁酸链，并通过光谱学和分子力学计算研究了它们形成决定构象的氢键的能力。用m表示连接CH单元的数量，n表示(m.n)-类胆红素链烷酸链中CH单元的数量，制备了(2.1)、(3.2)、(4.2)和(4.3)类胆红素，并与先前合成的(2.2)和(2.3)进行比较，(2.2)和(2.3)在CHCl中采用分子内氢键构象。
