SPATIAL STRUCTURES OF [ILE3]-AND [PHE3]- RUBISCOLIN-5 MOLECULE ANALOGUES

Summary: Rubiscolin molecules belong to the class of opioids derived from food substances. To understand the various physiological functions they perform, to target them purposefully, and to synthesize artificial analogs that perform specific functions of the natural molecule, it is necessary to study their three-dimensional spatial structures. The spatial structures of rubiscolin molecules and their analogs were investigated using theoretical conformational analysis methods. The potential energy of the molecule was chosen as the sum of non-valent, electrostatic, torsion interaction energies and hydrogen bond energies. The spatial structures of [Ile3]- and [Phe3]-rubiskolin-5 molecules were studied in the context of the low-energy conformations of the natural rubiscolin molecule. The calculations revealed that the solid structure of both analogs is represented by eight lowenergy conformations, similar to those of the natural rubiskolin-5 molecule. It has been shown that the energy and geometric parameters of the molecules in both analogues are the same as in the natural rubiscolin-5 molecule, therefore it is not advisable to propose to synthesize both artificial analogues.