6590-62-1Relevant articles and documents
Synthesis and biological evaluation of 1‐(Diarylmethyl)‐1h‐1,2,4‐triazoles and 1‐(diarylmethyl)‐1h‐imidazoles as a novel class of anti‐mitotic agent for activity in breast cancer
Ana, Gloria,Kelly, Patrick M.,Malebari, Azizah M.,Noorani, Sara,Nathwani, Seema M.,Twamley, Brendan,Fayne, Darren,O’boyle, Niamh M.,Zisterer, Daniela M.,Pimentel, Elisangela Flavia,Endringer, Denise Coutinho,Meegan, Mary J.
, p. 1 - 59 (2021/03/16)
We report the synthesis and biochemical evaluation of compounds that are designed as hybrids of the microtubule targeting benzophenone phenstatin and the aromatase inhibitor letrozole. A preliminary screening in estrogen receptor (ER)‐positive MCF‐7 breast cancer cells identified 5‐((2H‐1,2,3‐triazol‐1‐yl)(3,4,5‐trimethoxyphenyl)methyl)‐2‐methoxyphenol 24 as a potent antiproliferative compound with an IC50 value of 52 nM in MCF‐7 breast cancer cells (ER+/PR+) and 74 nM in triple‐negative MDA‐MB‐231 breast cancer cells. The compounds demonstrated significant G2/M phase cell cycle arrest and induction of apoptosis in the MCF‐7 cell line, inhibited tubulin polymerisation, and were selective for cancer cells when evaluated in non-tumorigenic MCF‐10A breast cells. The immunofluorescence staining of MCF‐7 cells confirmed that the compounds targeted tubulin and induced multinucleation, which is a recognised sign of mitotic catastrophe. Computational docking studies of compounds 19e, 21l, and 24 in the colchicine binding site of tubulin indicated potential binding conformations for the compounds. Compounds 19e and 21l were also shown to selectively inhibit aromatase. These compounds are promising candidates for development as antiproliferative, aromatase inhibitory, and microtubule‐disrupting agents for breast cancer.
Di(hetero)arylmethanol compound preparation method
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Paragraph 0047; 0048; 0049; 0050; 0051; 0052, (2019/02/10)
The invention belongs to the field of organic synthesis, and particularly relates to a di(hetero)arylmethanol compound preparation method, wherein the di(hetero)arylmethanol compound is prepared in ahigh-yield manner by using commercially available (hetero)aryl aldehyde and commercially available (hetero)arylboronic acid as raw materials and using a cheap and stable divalent nickel source as a catalyst. According to the present invention, the method improves the shortcomings of harsh reaction conditions, more side reactions, difficult post-treatment and the like caused by the general use of metal reagents, avoids the defects of high cost of catalytic reactions of noble metals such as palladium and the like and difficulty in mass production, has characteristics of mild conditions, convenient operation, low cost, high efficiency and environmental friendliness, and is suitable for practical scale production.
Newly synthesized furanoside-based NHC ligands for the arylation of aldehydes
Denizalti, Serpil,?etin Telli, Fatma,Yildiran, Selin,Salman, Azize Ye?im,?etinkaya, Bekir
, p. 689 - 697 (2016/11/09)
New furanoside-based NHC precursor salts (2) were synthesized using amino alcohols from the chloralose derivatives of glucose (a), galactose (b), and mannose (c). The novel compounds were fully characterized by 1H NMR, 13C NMR, and elemental analyses. The catalytic activities of these salts were tested in the arylation of aldehydes as catalysts that were generated in situ from [RhCl(COD)]2. In addition, 2a was converted to the rhodium complex 3a in order to compare the results obtained in situ. The newly synthesized compounds were very efficient in terms of yield; nevertheless they did not exhibit a chiral induction.
