Mechanisms of photoinduced electron transfer reactions of lappaconitine with aromatic amino acids. Time-resolved CIDNP study

Mechanisms of photoinduced electron transfer reactions of lappaconitine with aromatic amino acids. Time-resolved CIDNP study Full article

Journal

Organic and Biomolecular Chemistry
ISSN: 1477-0520 , E-ISSN: 1477-0539

Output data

Year: 2005, Volume: 3, Number: 5, Pages: 881-885 Pages count : 5 DOI: 10.1039/b416133e

Authors

Polyakov NE , Khan VK , Taraban MB , Leshina TV , Luzina OA , Salakhutdinov NF , Tolstikov GA

Affiliations

1	(Данные Web of science) Inst Chem Kinet & Combust, Novosibirsk 630090 90, Russia
2	(Данные Web of science) Novosibirsk Inst Organ Chem, Novosibirsk 630090 90, Russia

CIDNP techniques were applied to the investigation of the elementary mechanism of photoinduced interaction between anti-arrhythmic drug lappaconitine and amino acids tyrosine and tryptophan. It has been shown that the reactions involve the formation of lappaconitine radical anion. Lappaconitine radical anion is unstable and rapidly eliminates N-acetyl anthranilic acid via protonation and ether bond cleavage. The rate constant of ether bond cleavage was estimated to be equal to 4 x 10(-5) s(-1). The role of single electron transfer is discussed in the light of the model of drug receptor interactions.

Polyakov N. , Khan V. , Taraban M. , Leshina T. , Luzina O. , Salakhutdinov N. , Tolstikov G.
Mechanisms of photoinduced electron transfer reactions of lappaconitine with aromatic amino acids. Time-resolved CIDNP study
Organic and Biomolecular Chemistry. 2005. V.3. N5. P.881-885. DOI: 10.1039/b416133e WOS Scopus РИНЦ

Web of science	WOS:000227218500024
Scopus	2-s2.0-15244342027
Elibrary	13488622
OpenAlex	W1984973147