Cytotoxicity of new n-butylamino and sulfur-containing derivatives of polyfluorinated 1,4-naphthoquinone

Cytotoxicity of new n-butylamino and sulfur-containing derivatives of polyfluorinated 1,4-naphthoquinone Full article

Journal

European Journal of Medicinal Chemistry
ISSN: 0223-5234 , E-ISSN: 1768-3254

Output data

Year: 2010, Volume: 45, Number: 1, Pages: 270-274 Pages count : DOI: 10.1016/j.ejmech.2009.10.006

Tags

Fluorinated derivatives of 1,4-naphthoquinones; Antitumor

Authors

Zakharova Ol'ga A. ¹ , Goryunov Leonid I. ² , Troshkova Nadezhda M. ² , Ovchinnikova Ludmila P. ³ , Shteingarts Vitalij D. ² , Nevinsky Georgy A. ¹

Affiliations

1	(Данные Web of science) Russian Acad Sci, Siberian Div, Inst Biol Chem & Fundamental Med, Novosibirsk 630090, Russia
2	(Данные Web of science) Russian Acad Sci, Siberian Div, NN Vorozhtsov Novosibirsk Inst Organ Chem, Novosibirsk 630090, Russia
3	(Данные Web of science) Russian Acad Sci, Siberian Div, Inst Cytol & Genet, Novosibirsk 630090, Russia

Four new n-butylamino and two sulfur-containing derivatives of polyfluoro-1,4-naphthoquinone were synthesized and their mutagenic and antioxidant properties in Salmonella cells, as well as the cytotoxicity in human myeloma (RPMI 8226), human mammary adenocarcinoma (MCF-7), mouse fibroblasts (LMTK) and primary mouse fibroblast cells (PMF) were studied. 2-n-Butylamino-3,5,6,7,8-pentafluoro-1,4-naphthoquinone (1) showed efficient inhibition of the growth of the tumor cells. 2,8-Di-(n-butylamino )-3,5,6,7-tetrafluoro-1,4-naphthoquinone (2) had significantly less growth-inhibiting properties, while 2,6-di-(n-butylamino)-3,5,7,8-tetrafluoro-1,4-naphthoquinone (3) and 2,6,8-tri-(n-butylamino)-3,5,7-tetrafluoro-1,4-naphthoquinone (4), demonstrated very low cytotoxicity. Compounds 1 and 2 were remarkably less cytotoxic while compound 3 and 4 were not cytotoxic toward LMTK and PMF cells as compared with tumor human cell lines. Cytotoxicity of 2-(2'-methylthioethyl)amino-3,5,6,7,8-pentafluoro-1,4-naphthoquinone (5) and (2,2'-dithiodi-2)-3,5,6,7,8-pentafluoro-1,4-naphthoquinone-2-ylamino)ethan (6) toward mammalian cells was compared with that for compounds 1 and 2. (C) 2009 Elsevier Masson SAS. All rights reserved.

Zakharova O.A. , Goryunov L.I. , Troshkova N.M. , Ovchinnikova L.P. , Shteingarts V.D. , Nevinsky G.A.
Cytotoxicity of new n-butylamino and sulfur-containing derivatives of polyfluorinated 1,4-naphthoquinone
European Journal of Medicinal Chemistry. 2010. V.45. N1. P.270-274. DOI: 10.1016/j.ejmech.2009.10.006 WOS Scopus РИНЦ

Published print:

Jan 1, 2010

Web of science	WOS:000274203000034
Scopus	2-s2.0-72049102404
Elibrary	15327719
OpenAlex	W1969223204