871315-33-2Relevant academic research and scientific papers
TMSCI-promoted addition of diethyl phosphite to an imine for the synthesis of bis[1-diethoxyphosphorylalkyl]amines
Kaboudin, Babak,Moradi, Khavar
, p. 2339 - 2342 (2006)
A convenient preparative approach for the synthesis of bis[1- diethoxyphosphorylalkyl]amines has been developed. Treatment of aromatic aldehydes with ammonia and reaction with diethyl phosphite gives diethyl aryl[(arylmethylidene)amino]methylphosphonates,
Novel coumarin-containing aminophosphonatesas antitumor agent: synthesis, cytotoxicity, DNA-Binding and apoptosis evaluation
Li, Ya-Jun,Wang, Cai-Yi,Ye, Man-Yi,Yao, Gui-Yang,Wang, Heng-Shan
, p. 14791 - 14809 (2015/09/21)
A series of novel coumarin-containing α-aminophosphonates were synthesized and evaluated for their antitumor activities against Human colorectal (HCT-116), human nasopharyngeal carcinoma (human KB) and human lung adenocarcinoma (MGC-803) cell lines in vit
Synthesis and antitumor activities of novel rhein α-aminophosphonates conjugates
Yao, Gui-Yang,Ye, Man-Yi,Huang, Ri-Zhen,Li, Ya-Jun,Pan, Ying-Ming,Xu, Qing,Liao, Zhi-Xin,Wang, Heng-Shan
supporting information, p. 501 - 507 (2014/01/23)
Several rhein α-aminophosphonates conjugates (5a-5q) were synthesized and evaluated for in vitro cytotoxicity against HepG-2, CNE, Spca-2, Hela and Hct-116 cell lines. Some compounds showed relatively high cytotoxicity. Especially, compound 5i exhibited t
Coumarin-containing aminophosphonates bridged with chiral side chain: Synthesis and influence of chirality on cytotoxicity and DNA binding
Li, Ya-Jun,Ye, Man-Yi,Huang, Ri-Zhen,Yao, Gui-Yang,Pan, Ying-Ming,Liao, Zhi-Xin,Wang, Heng-Shan
, p. 3144 - 3156 (2014/05/06)
A series of novel coumarin-containing α-Aminophosphonates with two chiral centers were synthesized and a single-crystal structure of compound 8g (8g', (R)-diethyl ((S)-2-(4-methyl-2-oxo-2H-chromen-7-yloxy)propanamido)(2- bromophenyl)methylphosphonate) was
Synthesis and antitumor activities of novel diacerein α-aminophosphonates conjugates
Qin, Jian-Mei,Li, Jian-Fei,Ye, Man-Yi,Huang, Ri-Zheng,Xu, Qing,Pan, Ying-Ming,Wang, Heng-Shan,Yao, Gui-Yang
, p. 1584 - 1595 (2015/02/02)
Several diacerein α-aminophosphonates conjugates 4a-k have been synthesized, the structures of compounds have been characterized by IR, 1H NMR, 13C NMR, 31P NMR, ESI-MS spectra and elementary analysis. In vitro cytotoxicity against HepG-2, CNE, Spca-2 and Hct-116 cells are evaluated and employing standard MTT assay in comparing with commercial anticancer drug 5-fluorouracil (5-FU). Some compounds exhibit moderate to high levels of antitumor activity. Especially, compound 4i exhibit the strongest cytotoxicity against Hct-116 cells with IC50 9.83 μM. All the synthesized compounds exhibit low cytotoxicity against HUVEC cells. The mechanism of compound 4i has been preliminarily investigated by Hoechst 33258 staining, JC-1 mitochondrial membrane potential staining and flow cytometry, which indicate that the compound 4i induced apoptosis in Hct-116 cancer cells. Cell cycle analysis show that compound 4i mainly arrested Hct-116 cells in G1 stage. The effects of 4i on the activation of caspases expression indicate that 4i might induce apoptosis via the membrane death receptor pathways. In addition, the binding properties of a model analog 4i to DNA have been investigated by methods (UV-Vis, fluorescence, CD spectroscopy) in comparison with that of diacerein. Results indicate that 4i show moderate ability to interact ct-DNA.
Synthesis and antitumor activities of novel α-aminophosphonates dehydroabietic acid derivatives
Huang, Xiao-Chao,Wang, Meng,Pan, Ying-Ming,Tian, Xiao-Yan,Wang, Heng-Shan,Zhang, Ye
, p. 5283 - 5289 (2013/09/23)
A series of novel α-aminophosphonate derivatives containing DHA structure were designed and synthesized as antitumor agents. In vitro antitumor activities of these compounds against the NCI-H460 (human lung cancer cell), A549 (human lung adenocarcinoma ce
Synthesis and herbicidal activity of O,O-diethyl N-{4-Methyl-[1,2,3] thiadiazole-5-carbonyl}- 1-amino-1-substitutedbenzyl phosphonates
Tang, Wu,Yu, Zhi-Hua,Shi, De-Qing
scheme or table, p. 2024 - 2029 (2010/12/19)
Target compounds 3 were synthesized by the condensation of O,O-diethyl α-amino substitutedbenzyl phosphonates 1 and 4-methyl-[1,2,3]thiadiazole- 5-carboxylic acid 2 in the presence of dicyclohexylcarbodiimide (DCC) as a dehydration reagent. Their structures were confirmed by spectroscopic data (IR, 1H NMR, 31P NMR, MS) and elemental analysis. The results of a preliminary bioassay (in vitro) indicated that some of the title compounds 3 possessed moderate to good herbicidal activities against dicotyledonous plants (Brassica campestris L) at the concentration of 100 mg/L, and most of these compounds exhibited higher herbicidal activities against dicotyledonous plants (Brassica campestris L) than monocotyledonous plants (Echinochloa crus-galli). Supplemental materials are available for this article. Go to the publisher's online edition of Phosphorus, Sulfur, and Silicon and the Related Elements to view the free supplemental file. Copyright Taylor & Francis Group, LLC.
Al(OTf)3 as an efficient catalyst for one-pot synthesis of primary diethyl 1-aminophosphonates under solvent-free conditions
Sobhani, Sara,Tashrifi, Zahra
body text, p. 120 - 131 (2009/04/06)
A simple and general method has been developed for the one-pot, three-component synthesis of a variety of primary 1-aminophosphonates catalyzed by Al(OTf)3 under solvent-free conditions in good to high yields. Copyright Taylor & Francis Group, LLC.
A simple and convenient procedure for the synthesis of 1-aminophosphonates from aromatic aldehydes
Kaboudin, Babak,Moradi, Khavar
, p. 2989 - 2991 (2007/10/03)
A simple, efficient, possible industrial process has been developed for the synthesis of 1-aminophosphonic acids from simple starting materials. As described below, treatment of aromatic aldehydes with ammonia and reaction with diethyl phosphite gives die
A novel synthesis of diethyl 1-aminoarylmethylphosphonates on the surface of alumina
Sardarian,Kaboudin
, p. 2543 - 2546 (2007/10/03)
A novel route has been devised for the preparation of a series of diethyl 1-aminoarylmethylphosphonates. The route involves facile reaction among aromatic aldehydes, diethyl hydrogen phosphite and HMDS on the surface of alumina.
