53121-39-4Relevant academic research and scientific papers
Synthesis of structural analogues of hexadecylphosphocholine and their antineoplastic, antimicrobial and amoebicidal activity
Timko, Luká?,Fischer-Fodor, Eva,Garajová, Mária,Mrva, Martin,Chereches, Gabriela,Ondriska, Franti?ek,Bukovsky, Marián,Luká?, Milo?,Karlovská, Janka,Kubincová, Janka,Devínsky, Ferdinand
, p. 263 - 273 (2015/05/26)
Twelve derivatives of hexadecylphosphocholine (miltefosine) were synthesized to determine how the position and length of the alkyl chain within the molecule influence their biological activities. The prepared alkylphosphocholines have the same molecular formula as miltefosine. Activity of the compounds was studied against a spectrum of tumour cells, two species of protozoans, bacteria and yeast. Antitumour efficacy of some alkylphosphocholines measured up on MCF-7, A2780, HUT-78 and THP-1 cell lines was higher than that of miltefosine. The compounds showed antiprotozoal activity against Acanthamoeba lugdunensis and Acanthamoeba quina. Some of them also possess fungicidal activity against Candida albicans equal to miltefosine. No antibacterial activity was observed against Staphylococcus aureus and Escherichia coli. A difference in position of a long hydrocarbon chain within the structure with maximum efficacy was observed for antitumour, antiprotozoal and antifungal activity.
Synthesis and biological activity of dialkylphosphocholines
Lukac, Milos,Mrva, Martin,Fischer-Fodor, Eva,Lacko, Ivan,Bukovsky, Marian,Miklasova, Natalia,Ondriska, Frantisek,Devinsky, Ferdinand
scheme or table, p. 6346 - 6349 (2010/06/11)
A series of dialkylphosphocholines were prepared and evaluated for their biological activity. The antiprotozoal activity was determined against Acanthamoeba lugdunensis. Compound 15 exhibited excellent trophocidal activity. None of the tested dialkylphosphocholines exhibited better fungicidal activity against Candida albicans than miltefosine. The antineoplastic activity was determined against HeLa. The most cytotoxic was compound 10, which was more active against tumor cells as against normal cells.
THE ISOMERIZATION/CHLORINATION OF O,O-DIALKYL PHENYLTHIOPHOSPHONATES WITH PHOSPHORUS OXYCHLORIDE - A NEW CONVENIENT SYNTHESIS OF S-ALKYL PHENYLTHIOPHOSPHONIC ACID DERIVATIVES
Tang, Chu Chi,Wu, Gui Ping,Huang, Guang Yan,Li, Zhen,Jin, Gui Yu
, p. 159 - 164 (2007/10/02)
A new method for the synthesis of S-alkyl phenylthiophosphonic acid derivatives is reported.The chlorination of O,O-dialkyl phenylthiophosphonates with phosphorus oxychloride proceeds with isomerization to give S-alkyl phenylthiophosphonochloridates, which react further with various nucleophiles in the presence of triethylamine to give the title compounds.Key words: Phosphonothionate; phosphonothiolate; phosphonodithiolate; phosphonamidethiolate; isomerization; chlorination.
