The synthesis of antamanide, retroantamanide, and perhydroantamanide has been effected. It has been shown that the inversion of the direction of acylation — the equilibrium interchange of the valine and alanine residues (retroantamanide) — lowers the stability of the complexes with sodium and potassium in ethanolic solutions, while the replacement of the phenyl groups by cyclohexyl groups has practically no effect on complex formation.
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Ovchinnikov, Y.A., Ivanov, V.T., Miroshnikov, A.I. et al. Synthesis and some physicochemical properties of antamanide, retroantamanide, and perhydroantamanide. Chem Nat Compd 7, 445–450 (1971). https://doi.org/10.1007/BF00564736
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