Camphor-based symmetric diimines as inhibitors of influenza virus reproduction

Camphor-based symmetric diimines as inhibitors of influenza virus reproduction Научная публикация

Журнал

Bioorganic and Medicinal Chemistry
ISSN: 0968-0896 , E-ISSN: 1464-3391

Вых. Данные

Год: 2014, Том: 22, Номер: 7, Страницы: 2141-2148 Страниц : DOI: 10.1016/j.bmc.2014.02.038

Ключевые слова

Camphor; Diimine derivatives; Antivirals; Influenza

Авторы

Sokolova Anastasiya S. ^1,2 , Yarovaya Olga I. ^1,2 , Korchagina Dina V. ¹ , Zarubaev Vladimir V. ³ , Tretiak Tatiana S. ³ , Anfimov Pavel M. ³ , Kiselev Oleg I. ³ , Salakhutdinov Nariman F. ¹

Организации

1	(Данные Web of science) Russian Acad Sci, Siberian Branch, Novosibirsk Organ Chem Inst, Novosibirsk 630090, Russia
2	(Данные Web of science) Novosibirsk State Univ, Novosibirsk 630090, Russia
3	(Данные Web of science) Influenza Res Inst, Dept Chemotherapy, St Petersburg 197376, Russia

Influenza is a continuing world-wide public health problem that causes significant morbidity and mortality during seasonal epidemics and sporadic pandemics. The purpose of the study was synthesis and investigation of antiviral activity of camphor-based symmetric diimines and diamines. A set of C2-symmetric nitrogen-containing camphor derivatives have been synthesized. The antiviral activity of these compounds was studied against rimantadine- and amantadine-resistant influenza virus A/California/7/09 (H1N1)pdm09 in MDCK cells. The highest efficacy in virus inhibiting was shown for compounds 2a-e with cage moieties bound by aliphatic linkers. The therapeutic index (selectivity index) for 2b exceeded that for reference compounds amantadine, deitiforin and rimantadine almost 10-fold. As shown by structure-activity analysis, the length of the linker has a dramatic effect on the toxicity of compounds. Compound 2e with -C12H24-linker exhibited the lowest toxicity (CTD50 = 2216 mu M). Derivatives of camphor, therefore, can be considered as prospective antiinfluenza compounds active against influenza viruses resistant to adamantane-based drugs. (C) 2014 Elsevier Ltd. All rights reserved.

Sokolova A.S. , Yarovaya O.I. , Korchagina D.V. , Zarubaev V.V. , Tretiak T.S. , Anfimov P.M. , Kiselev O.I. , Salakhutdinov N.F.
Camphor-based symmetric diimines as inhibitors of influenza virus reproduction

Bioorganic and Medicinal Chemistry. 2014. V.22. N7. P.2141-2148. DOI: 10.1016/j.bmc.2014.02.038 WOS Scopus РИНЦ OpenAlex

Полный текст от издателя

Опубликована в печати:

1 апр. 2014 г.

Web of science:	WOS:000334337800014
Scopus:	2-s2.0-84897438413
РИНЦ:	21870078
OpenAlex:	W2007597464

БД	Цитирований
Web of science	44
Scopus	43
РИНЦ	48
OpenAlex	47