Synthesis, Anticancer and Antibacterial Activity of Salinomycin N-Benzyl Amides

Molecules

Michał Antoszczak⁴  Ewa Maj⁵  Agnieszka Napiórkowska²  Joanna Stefańska³  Ewa Augustynowicz-Kopeć²  Joanna Wietrzyk⁵  Jan Janczak¹  Bogumil Brzezinski⁴  Adam Huczyński⁴ 

[1] Institute of Low Temperature and Structure Research, Polish Academy of Sciences, P.O. Box 1410, 50-950 Wrocław, Poland; E-Mail:;Department of Microbiology, Institute of Tuberculosis and Pulmonary Diseases, Płocka 26, 01-138 Warsaw, Poland; E-Mails:;Department of Pharmaceutical Microbiology, University of Warsaw, Oczki 3, 02-007 Warsaw, Poland; E-Mail:;Faculty of Chemistry, Adam Mickiewicz University, Umultowska 89 b, 61-614 Poznań, Poland; E-Mails:;Ludwik Hirszfeld Institute of Immunology and Experimental Therapy, Polish Academy of Sciences, Rudolfa Weigla 12, 53-114 Wrocław, Poland; E-Mails:

关键词: anticancer activity;    antibacterial activity;    antitubercular activity;    SAR studies;    ionophores;   

DOI  :  10.3390/molecules191219435

来源: mdpi

【 摘 要 】

A series of 12 novel monosubstituted N-benzyl amides of salinomycin (SAL) was synthesized for the first time and characterized by NMR and FT-IR spectroscopic methods. Molecular structures of three salinomycin derivatives in the solid state were determined using single crystal X-ray method. All compounds obtained were screened for their antiproliferative activity against various human cancer cell lines as well as against the most problematic bacteria strains such as methicillin-resistant Staphylococcus aureus (MRSA) and Staphylococcus epidermidis (MRSE), and Mycobacterium tuberculosis. Novel salinomycin derivatives exhibited potent anticancer activity against drug-resistant cell lines. Additionally, two N-benzyl amides of salinomycin revealed interesting antibacterial activity. The most active were N-benzyl amides of SAL substituted at -ortho position and the least anticancer active derivatives were those substituted at the -para position.

【 授权许可】

CC BY   
© 2014 by the authors; licensee MDPI, Basel, Switzerland.