1H-, 13C-, and 15N-NMR chemical shifts for selected glucosides and ribosides of aromatic cytokinins

Abstract

The (1)H and (13)C NMR resonances of 16 purine glucosides were assigned by a combination of one- and two-dimensional NMR experiments, including gs-COSY, gs-HSQC, and gs-HMBC, in order to characterize the effect of substituent and the position of glucose unit on the NMR chemical shifts. In addition, (15)N NMR chemical shifts for selected derivatives were investigated by using (1)H-(15)N chemical shift correlation techniques. To map the influence of sugar moiety on the directly bonded nitrogen atom, selected N(9)-glucosides and their ribose analogs were compared. Characteristic long-range (1)H-(15)N coupling constants, measured by using (1)H-(15)N gradient-selected single-quantum multiple bond correlation (GSQMBC), are also reported and discussed. All compounds investigated here belong to cytokinins, an important group of plant hormones.