Arison B H, Chu M D, Ulick S
J Steroid Biochem. 1982 Nov;17(5):467-9. doi: 10.1016/0022-4731(82)90003-6.
Proton magnetic resonance spectroscopy played a crucial role in the identification of a new corticosteroid, 18-hydroxycortisol, recently isolated from the urine of a patient with an aldosterone-producing adenoma. Mass spectrometric analysis and chemical degradative studies demonstrated an empirical formula of C21 H30 O6 corresponding to a diketopregnenetetrol and placed three of the four hydroxyl groups at the 11 beta, 18 and 21 positions. The first suggestion that the locus of the fourth hydroxyl was 17 alpha came from the n.m.r. spectrum in the form of negative evidence for proton linked to the carbon atom bearing this fourth hydroxyl. The n.m.r. spectral features of the 18-hydroxy derivatives of cortisol and corticosterone are compared. Both were found to exist in the 20, 18 cyclic hemiketal form.
质子磁共振波谱在一种新的皮质类固醇——18-羟皮质醇的鉴定中发挥了关键作用。该皮质类固醇最近从一名醛固酮分泌性腺瘤患者的尿液中分离出来。质谱分析和化学降解研究表明其经验式为C21 H30 O6，对应一种二酮孕烯四醇，并将四个羟基中的三个置于11β、18和21位。关于第四个羟基位于17α位的首个线索来自核磁共振谱，以与带有该第四个羟基的碳原子相连的质子的负面证据形式呈现。对皮质醇和皮质酮的18-羟基衍生物的核磁共振谱特征进行了比较。发现两者均以20,18环状半缩酮形式存在。
