Design and synthesis of new adamantyl-substituted antileishmanial ether phospholipids
| Autor: | Theofilos Pavlidis, Nicolas Kolocouris, Theodora Calogeropoulou, Effie Scoulica, Kyriakos C. Prousis, Kalliopi Georgikopoulou, Ioannis Papanastasiou |
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| Rok vydání: | 2010 |
| Předmět: |
Cell Survival
Antiparasitic medicine.drug_class Stereochemistry Phosphorylcholine Clinical Biochemistry Antiprotozoal Agents Phospholipid Substituent Pharmaceutical Science Ether Biochemistry Chemical synthesis Cell Line chemistry.chemical_compound Drug Discovery medicine Humans Leishmania infantum Molecular Biology biology Macrophages Organic Chemistry Phospholipid Ethers biology.organism_classification chemistry Leishmaniasis Visceral Molecular Medicine |
| Zdroj: | Bioorganic & Medicinal Chemistry Letters. 20:5484-5487 |
| ISSN: | 0960-894X |
| Popis: | A series of new 2-[3-(2-alkyloxy-ethyl)-adamantan-1-yl]-ethoxy substituted ether phospholipids was synthesized and their antileishmanial activity was evaluated against Leishmania infantum amastigotes. The majority of the new analogues were significantly less cytotoxic than miltefosine while, antiparasitic activity depended on the length of the 2-alkyloxy substituent. The most potent compounds were {2-[[[3-(2-hexyloxy-ethyl)-adamant-1-yl]-ethoxy]hydroxyphosphinyloxy]ethyl}-Nu,Nu,Nu-trimethyl-ammonium inner salt (5b) and {2-[[[3-(2-octyloxy-ethyl)-adamant-1-yl]-ethoxy]hydroxyphosphinyloxy]ethyl}-Nu,Nu,Nu-trimethyl-ammonium inner salt (5c). |
| Databáze: | OpenAIRE |
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