O’Boyle, Niamh M. published the artcileSynthesis and evaluation of antiproliferative microtubule-destabilising combretastatin A-4 piperazine conjugates, Recommanded Product: (E)-1-Cinnamylpiperazine, the publication is Organic & Biomolecular Chemistry (2019), 17(25), 6184-6200, database is CAplus and MEDLINE.
Design, synthesis, biochem. evaluation and mol. modeling studies were described for the series of analogs of the microtubule-destabilizing agent, combretastatin A-4 (CA-4) I [R1 = H, OH, OMe, NO2, F; R2 = OH, OMe; R3 = OH, piperazin-1-yl, 1,4-diazepan-1-yl, etc.] and II [R4 = H, OH; R5 = OH, piperazin-1-yl, 4-phenylpiperazin-1-yl, etc.] contain the CA-4 core structure with modifications to the stilbene linking group, and were predominantly piperazine derivatives Synthesis was achieved in a two-step process by firstly obtaining the acrylic acid via a Perkin reaction using microwave enhanced synthesis, followed by coupling using either DCC or Mukaiyama’s reagent. All target compounds I and II were screened for antiproliferative activity in MCF-7 breast cancer cells, among them compounds, I [R1 = OH; R2 = OMe, R3 = 4-phenylpiperazin-1-yl] displayed potent antiproliferative activity (IC50 = 190 nM). Two amino-containing derivatives, I [R1 = NH2; R2 = OMe; R3 = 4-benzylpiperazin-1-yl, 4-(p-tolyl)piperazin-1-yl] were the most potent with IC50 values of 130 nM and 83 nM resp. Representative compounds were shown to depolymerize tubulin, induce G2/M arrest and apoptosis in MCF-7 cells but not peripheral blood mononuclear cells and induce cleavage of the DNA repair enzyme poly ADP ribose polymerase (PARP) in MCF-7 cells. Modeling studies predicted that the compounds I and II bind to tubulin within the colchicine-binding site.
Organic & Biomolecular Chemistry published new progress about 87179-40-6. 87179-40-6 belongs to piperazines, auxiliary class Benzenes, name is (E)-1-Cinnamylpiperazine, and the molecular formula is C13H18N2, Recommanded Product: (E)-1-Cinnamylpiperazine.
Referemce:
https://en.wikipedia.org/wiki/Piperazine,
Piperazines – an overview | ScienceDirect Topics