56975-13-4Relevant articles and documents
Synthesis and evaluation of antibacterial and antitumor activities of new galactopyranosylated amino alcohols
De Souza Fernandes, Fábio,Fernandes, Tayrine Silva,Da Silveira, Lígia Souza,Caneschi, Wiliam,Louren?o, Maria Cristina S.,Diniz, Claudio G.,De Oliveira, Pollyanna Francielli,Martins, Sabrina De Paula Lima,Pereira, Daiane Eleutério,Tavares, Denise Crispim,Le Hyaric, Mireille,De Almeida, Mauro V.,Couri, Mara Rubia C.
, p. 203 - 210 (2015/12/08)
Three series of d-galactose derivatives linked to a lipophilic aminoalcohol moiety were synthesized and their antibacterial activity was evaluated against Mycobacterium tuberculosis and representative species of Gram positive and Gram negative bacteria. Five out of the thirteen tested compounds displayed activity against M. tuberculosis, with a minimal inhibitory concentration (MIC) of 12.5 μg/mL and seven compounds were active against the four bacterial strains tested. The best results were obtained for amino alcohols 10 and 11 against Staphylococcus epidermidis (MIC Combining double low line 2 μg/mL). The antitumor activity was evaluated against three tumor cell lines (MCF-7, HeLa and MO59J) and compared to the normal cell line GM07492A. The results showed that the lowest IC50 values were observed for the amino alcohol 16 against MCF-7 (11.9 μM) and MO59J (10.0 μM).
Selective Delivery of Cytotoxic Compounds to Cells by the LDL Pathway
Firestone, Raymond A.,Pisano, Judith M.,Falck, J. R.,McPhaul, Michael M.,Krieger, Monty
, p. 1037 - 1043 (2007/10/02)
Cancer cells need cholesterol to make new membrane.They get it either by de novo synthesis or low-density lipoprotein (LDL), or both.Some types of cancer have very high LDL requirements.LDL particles, which circulate in the blood, contain a cholesteryl ester core surrounded by a phospholipid coat containing apoproteins that are recognized by LDL receptors on cell surfaces.After attachment to cells, LDL is endocytosed into lysosomes, where the core is exposed and hydrolyzed.A technique is known whereby LDL can be isolated, its core removed and replaced by a compatible lipophilic substance, and then reconstituted into intact LDL particles that are recognized and internalized by cells in the normal manner.A series of cytotoxic compounds has been synthesized, designed to be compatible with reconstituted LDL, and directed against cancers that copiously internalize LDL.They were evaluated by measuring the toxicity of reconstituted LDL toward test cells bearing LDL receptors.Selectivity was determined by comparison, either with mutant cells with few LDL receptors or with reconstituted methylated LDL (which is not recognized by LDL receptors) on normal cells.Two compounds, 19 and 25, were found that reconstitute well, kill or arrest the test cells at reasonably low concentrations, and are completely selective, suggesting that they are delivered to cells exclusively via the LDL pathway.
