The Raman and IR spectra and normal coordinate analysis of 3-(N-phenylacetylamino)-2,6-piperidinedione, Antineoplaston A10, the new antitumour drug

1993; Pergamon Press; Volume: 49; Issue: 3 Linguagem: Inglês

10.1016/0584-8539(93)80130-3

ISSN

1873-3824

Autores

Danuta Michalska,

Tópico(s)

Bioactive Compounds and Antitumor Agents

Resumo

The Raman and IR spectra of 3-(N-phenylacetylamino)-2,6-piperidinedione, Antineoplaston A10, the new antitumour drug and its N,N-dideuterated derivative have been recorded in the range 4000-30 cm−1. Vibrational assignments are given and are supported by normal coordinate calculations based on a general valence force field. The interaction force constants were transferred intact from the scaled ab initio force fields of structurally related molecules. The calculated frequencies are in very good agreement with the experiment. A striking similarity is noted for frequencies of the corresponding vibrations in Antineoplaston A10 and in uracil derivatives. The results obtained support previous theoretical predictions that the mechanism of action of A10 may be related to its structural and electronic resemblance with pyrimidine bases. The drug may act as their antagonist in the electrostatic interaction and hydrogen bonding formation with biological molecules.

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