Synthesis and Biological Activity of Usnic Acid Enamine Derivatives

Synthesis and Biological Activity of Usnic Acid Enamine Derivatives Научная публикация

Журнал

Chemistry of Natural Compounds
ISSN: 0009-3130 , E-ISSN: 1573-8388

Вых. Данные

Год: 2015, Том: 51, Номер: 4, Страницы: 646-651 Страниц : DOI: 10.1007/s10600-015-1376-7

Ключевые слова

usnic acid; diamines; quaternized derivatives; cytotoxicity; antimycobacterial activity; antibacterial activity

Авторы

Luzina O. A. ¹ , Sokolov D. N. ¹ , Pokrovskii M. A. ² , Pokrovskii A. G. ² , Bekker O. B. ³ , Danilenko V. N. ³ , Salakhutdinov N. F. ^1,2

Организации

1	(Данные Web of science) NN Vorozhtsov Novosibirsk Inst Organ Chem, Novosibirsk 630090, Russia
2	(Данные Web of science) Novosibirsk State Univ, Novosibirsk 630090, Russia
3	(Данные Web of science) NI Vavilov Inst Gen Genet, Moscow 119991, Russia

Enamine-derivatives of both enantiomers of usnic acid and the corresponding compounds with a quaternized N atom were synthesized. Compounds 3 and 4 exhibited moderate cytotoxic activity. All quaternized compounds were inactive against the tested tumor cell lines. Quaternized compounds 7 and 8 showed high antimycobacterial activity against Mycobacterium smegmatis, the primary test species for screening antituberculosis drugs. It was shown that the activity dropped in correlation with an increase of the length of the linker between the N atoms. Compound (+)- 8 inhibited effectively the growth of pathogenic Grampositive microorganisms Staphylococcus aureus, S. epidermidis, Streptococcus pneumoniae, and Enterococcus faecalis.

Luzina O.A. , Sokolov D.N. , Pokrovskii M.A. , Pokrovskii A.G. , Bekker O.B. , Danilenko V.N. , Salakhutdinov N.F.
Synthesis and Biological Activity of Usnic Acid Enamine Derivatives
Chemistry of Natural Compounds. 2015. V.51. N4. P.646-651. DOI: 10.1007/s10600-015-1376-7 WOS Scopus РИНЦ

Опубликована в печати:	1 июл. 2015 г.
Опубликована online:	23 июл. 2015 г.

Web of science	WOS:000359431500010
Scopus	2-s2.0-84938989741
РИНЦ	24005225
OpenAlex	W969405451