756-79-6Relevant articles and documents
Rudinskas,A.J. et al.
, p. 2771 - 2776 (1977)
Carboranyl Oligonucleotides. 1. Synthesis of Thymidine(3',5')thymidine (o-Carboran-1-ylmethyl)phosphonate
Lesnikowski, Zbigniew J.,Schinazi, Raymond F.
, p. 6531 - 6534 (1993)
Using methyl (o-carboran-1-ylmethyl)phosphonate 6 as a novel and versatile borophosphonylating agent, 5'-O-(monomethoxytrityl)thymidine 3'-O- (8) and thymidine(3',5')thymidine (o-carboran-1-ylmethyl)phosphonate (12) were synthesized.The internucleotide (o-carboran-1-ylmethyl)phosphonate linkage was resistant to cleavage by phosphorodiesterases.The dinucleotide 12 represents a new class of modified lipophilic oligonucleotide-bearing carboranyl residue, designed as a carrier for boron neutron capture therapy and for potential use in antisense oligonucleotide technology.
Molecular interactions of monosulfonate tetraphenylporphyrin (TPPS1) and meso-tetra(4-sulfonatophenyl)porphyrin (TPPS) with dimethyl methylphosphonate (DMMP)
Huo, Danqun,Yang, Limin,Hou, Changjun,Fa, Huanbao,Luo, Xiaogang,Lu, Yi,Zheng, Xiaolin,Yang, Jun,Yang, Li
, (2009)
The molecular interactions of monosulfonate tetraphenylporphyrin (TPPS1) and meso-tetra(4-sulfonatophenyl)porphyrin (TPPS) with dimethyl methylphosphonate (DMMP) have been investigated by UV-vis and fluorescence spectroscopies. The association
Al'fonsov et al.
, (1978)
Challenging synthesis of bisphosphonate derivatives with reduced steric hindrance
Chiminazzo, Andrea,Sperni, Laura,Fabris, Fabrizio,Scarso, Alessandro
, (2021/04/12)
An alternative approach is reported for the synthesis of methyl ester protected bisphosphonate building blocks, such as methylene bisphosphonate, vinylidenebisphosphonate and aryl substituted prochiral vinylidenebisphosphonates, that cannot be obtained directly from dimethyl phosphite and dichloromethane.
Experimental and computational studies on the formation and biological properties of the simplest polyfluoroalkyl phosphonates
Tokarz, Paulina,Gostyński, Bart?omiej,Tokarz, Pawe?,Zagórski, Piotr M.
, p. 10933 - 10945 (2020/07/15)
A representative set of the simplest dialkyl polyfluoroalkylphosphonates was in silico profiled against their absorption, distribution, metabolism, and excretion with the use of the SwissADME tool. Promising results of the screening led us to attempt to synthesize the title compounds for further biological investigations. Detailed experimental and quantum-theoretical (DFT) investigations were performed to reveal that the studied compounds could not be obtained through the standard Michaelis-Arbuzov or Michaelis-Becker reactions. Kinetic studies showed that trimethyl phosphite undergoes a reaction with 1,1,1-trifluoro-2-iodoethane several orders of magnitude slower than a side reaction. The difficulty was overcome by developing a simple three-step synthesis path that involves only readily available substrates. The newly synthesized substances were tested against several cell lines. The in vitro research revealed that both dimethyl and diethyl (2,2,3,3,3-pentafluoropropyl)phosphonate exhibited toxicity towards glioblastoma cells (U-87 MG) at a considerably lower concentration than known chemotherapeutics. This journal is