1228699-85-1Relevant articles and documents
Solvent-free synthesis of Tertiaryα-Hydroxyphosphates by the Triethylamine-catalyzed hydrophosphonylation of ketones
Wang, Chubei,Zhou, Jianwei,Lv, Xingbin,Wen, Junlei,He, Hongwu
, p. 1334 - 1339 (2013)
A new, environmentally benign, convenient, and easy method of synthesizing tertiary α-hydroxyphosphonates by the triethylamine-catalyzed hydrophosphonylation of unactivated ketones was developed. In the presence of triethylamine, aromatic or heteroaromati
Synthesis and anticancer cytotoxicity with structural context of an α-hydroxyphosphonate based compound library derived from substituted benzaldehydes
Rádai, Zita,Windt, Tímea,Nagy, Veronika,Füredi, András,Kiss, Nóra Zsuzsa,Ranelovi?, Ivan,Tóvári, József,Keglevich, Gy?rgy,Szakács, Gergely,Tóth, Szilárd
supporting information, p. 14028 - 14035 (2019/09/18)
We synthesized substituted benzaldehyde derived α-hydroxyphosphonates (αOHP), α-hydroxyphosphonic acids (αOHPA) and α-phosphinoyloxyphosphonates (αOPP) and characterized their cytotoxicity against a panel of cancer cell lines. A library containing 56 analogues was screened against Mes-Sa parental and Mes-Sa/Dx5 multidrug resistant uterine sarcoma cell lines, using a fluorescence-based cytotoxicity assay. The cytotoxicity screening revealed that dibenzyl-αOHPs and dimethyl-α-diphenyl-OPPs were the most active clusters, which encouraged us to synthesize further dibenzyl-α-diphenyl-OPP derivatives that elicited pronounced cell killing. Further structure-activity relationships showed the relevance of hydrophobicity and the position of substituents on the main benzene ring as determinants of toxicity. The most active analogs proved to be equally, or even more toxic to the multidrug resistant (MDR) cell line Mes-Sa/Dx5, suggesting these compounds may overcome P-glycoprotein mediated multidrug resistance by evading the drug transporter.
Highly efficient synthesis of quaternary α-hydroxy phosphonates via lewis acid-catalyzed hydrophosphonylation of ketones
Zhou, Xin,Liu, Yanling,Chang, Lu,Zhao, Jiannan,Shang, Deju,Liu, Xiaohua,Lin, Lili,Feng, Xiaoming
supporting information; experimental part, p. 2567 - 2572 (2009/12/27)
A Lewis acid catalyst has been first applied to the hydrophosphonylation of ketones, giving the corresponding quaternary a-hydroxy phosphonates in high yields (up to 98%). The present method was highly tolerable for functionalized ketones. Moreover, the f