1. One-pot synthesis and cytotoxicity studies of new Mannich base derivatives of polyether antibiotic--lasalocid acid.
- Author
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Huczyński A, Rutkowski J, Borowicz I, Wietrzyk J, Maj E, and Brzezinski B
- Subjects
- Anti-Bacterial Agents chemistry, Antineoplastic Agents chemistry, Cell Line, Tumor, Cell Proliferation drug effects, Dose-Response Relationship, Drug, Drug Screening Assays, Antitumor, HT29 Cells, Humans, Lasalocid chemical synthesis, Lasalocid chemistry, MCF-7 Cells, Molecular Conformation, Structure-Activity Relationship, Anti-Bacterial Agents chemical synthesis, Anti-Bacterial Agents pharmacology, Antineoplastic Agents chemical synthesis, Antineoplastic Agents pharmacology, Lasalocid analogs & derivatives, Lasalocid pharmacology, Mannich Bases chemistry
- Abstract
Seven Mannich base derivatives of polyether antibiotic Lasalocid acid (2a-2g) were synthesized and screened for their antiproliferative activity against various human cancer cell lines. A novel chemoselective one-pot synthesis of these Mannich bases was developed. Compounds 2a-2c and 2g with sterically smaller dialkylamine substituent, displayed potent antiproliferative activity (IC50: 3.2-7.3 μM), and demonstrated higher than twofold selectivity for specific type of cancer. The nature of Mannich base substituent on C-2 atom at the aromatic ring may be critical in the search for selectivity towards a particular cancer cell., (Copyright © 2013 Elsevier Ltd. All rights reserved.)
- Published
- 2013
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