13719-61-4Relevant academic research and scientific papers
In vitro photodynamic activity of 5,15-bis(3-Hydroxyphenyl)porphyrin and its halogenated derivatives against cancer cells
Serra, Armenio,Pineiro, Marta,Santos, Catarina Isabel,Rocha Gonsalves, Antonio Manuel D'A.,Abrantes, Margarida,Laranjo, Mafalda,Botelho, Maria Filomena
, p. 206 - 212 (2010)
5,15-Diarylporphyrins (1-5) with hydroxyl groups and halogens as substituents were prepared by condensation between unsubstituted dipyrromethane and halogenated m-hydroxybenzaldehydes. Photophysical properties show that the nonhalogenated porphyrin 1 has higher fluorescence yield but lower singlet oxygen formation quantum yield than the halogenated derivatives due to the heavy atom effect. The in vitro activity of these derivatives was tested against WiDr colorectal adenocarcinoma and A375 melanoma cancer cells. All porphyrins present a much higher phototoxicity than Photofrin with IC 50 values lower than the 50 nm level for WiDr cells and 25 nm level for A375 cancer cells. The most photoactive compound is the nonhalogenated porphyrin 1 which also presents the highest uptake. Halogenated derivatives present much lower uptakes than 1. However, their photoactivity is similar to compound 1 showing that their intrinsic photoactivity (ISP) is very high. Iodinated compound 4 presents the highest ISP. The greater ability of these porphyrins to destroy cancer cells could be related to their photophysical and photochemical properties.
Monodentate Transient Directing Group Enabled Pd-Catalyzed Ortho-C-H Methoxylation and Chlorination of Benzaldehydes
Li, Feng,Zhou, Yirong,Yang, Heng,Wang, Ziqi,Yu, Qinqin,Zhang, Fang-Lin
supporting information, p. 3692 - 3695 (2019/05/24)
We report Pd-catalyzed ortho-C-H methoxylation and chlorination of benzaldehydes by employing monodentate transient directing groups (TDGs) as an alternative strategy to bidentate TDGs. More importantly, a single crystal of benzaldehyde imine ortho-cyclopalladium intermediate was successfully obtained, and its structure was unambiguously determined by X-ray diffraction, which clearly showed that it was a binuclear palladium species bridged by a pyridone ligand. The utility of this approach was further demonstrated through the synthesis of key intermediates of natural products and drugs.
SUBSTITUTED CARBONUCLEOSIDE DERIVATIVES USEFUL AS ANTICANCER AGENTS
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Page/Page column 264; 265, (2018/05/29)
Compounds of the general formula:processes for the preparation of these compounds, compositions containing these compounds, and the uses of these compounds.
A method for the preparation of oxadiazole compounds (by machine translation)
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Paragraph 0025; 0026, (2018/03/01)
The invention discloses a oxadiazole compound N - ((3 - (2 - chloro - 5 - methoxyphenyl) - 1, 2, 4 - oxadiazol - 5 - yl) methyl) aminoethane preparation method, in order to 4 - chlorophenyl methyl ether as the starting material, through the aldehyde group, oximation, eliminate, addition, ring, substituted reaction to obtain the target product 7, the product of the invention as the template molecule to synthesize a variety of compound library. (by machine translation)
Diverse ortho-C(sp2)-H functionalization of benzaldehydes using transient directing groups
Liu, Xi-Hai,Park, Hojoon,Hu, Jun-Hao,Hu, Yan,Zhang, Qun-Liang,Wang, Bao-Long,Sun, Bing,Yeung, Kap-Sun,Zhang, Fang-Lin,Yu, Jin-Quan
supporting information, p. 888 - 896 (2017/05/16)
Pd-catalyzed C-H functionalizations promoted by transient directing groups remain largely limited to C-H arylation only. Herein, we report a diverse set of ortho-C(sp2)-H functionalizations of benzaldehyde substrates using the transient directing group strategy. Without installing any auxiliary directing group, Pd(II)-catalyzed C-H arylation, chlorination, bromination, and Ir(III)-catalyzed amidation, could be achieved on benzaldehyde substrates. The transient directing groups formed in situ via imine linkage can override other coordinating functional groups capable of directing C-H activation or catalyst poisoning, significantly expanding the scope for metal-catalyzed C-H functionalization of benzaldehydes. The utility of this approach is demonstrated through multiple applications, including late-stage diversification of a drug analogue.
