381246-67-9Relevant academic research and scientific papers
Synthesis and antiproliferative activity in vitro of new propargyl thioquinolines
Boryczka,Wietzyk,Opolski
, p. 151 - 154 (2007/10/03)
The series of new 3,4-disubstituted thioquinolines which possess one or two O, S, Se-propargyl groups has been synthesized on the basis of the reaction of thiquinanthrene with alkoxides. All the compounds obtained were tested for their antiproliferative activity in vitro against the cells of three human cancer cell lines: SW707 (colon cancer), T47D (breast cancer), and HCV29T (bladder cancer). Two compounds, 4-(3-hydroxypropoxy)-3′-propargylthio-3,4′diquinolinyl sulfide (3) and 3-methylthio-4-propargylselenoquinoline (13) exhibited significant cytostatic activity (ID50 4 μg/ml) against the cells of all the human cancer lines used and are good candidates for further anticancer activity studies in vitro using a broad panel of human and murine cell lines and for in vivo preclinical screening in different mouse transplantable tumor models.
New propargyl thioquinolines - Synthesis, antiproliferative activity in vitro and structure-activity relationships
Boryczka, Stanislaw,Wietrzyk,Nasulewicz,Pelczynska,Opolski
, p. 733 - 739 (2007/10/03)
The series of the propargyl thioquinolines has been prepared on the basis of the reaction of thioquinanthrene (1) (1,4- dithiino[2,3-c:5,6-c′]-diquinoline) with sodium alkoxides. Some of these compounds have revealed good antiproliferative activity in vitro against the cells of human and murine cancer lines. 13C NMR spectra were measured for the studied compounds to examine the electronic properties-activity relationships. A regression study on 10 compounds showed a linear correlation of antiproliferative activity with electronic properties, expressed as the 13C NMR chemical shift for C-4 carbon atom (R2 = 0.97). It was found that compounds with chemical shift for C-4 value falling in the range of 135- 140 ppm exhibited significant antiproliferative activity, while compounds which possess moderate or low activity are located in the range 140-165 ppm. This finding leads to the expectation that the antiproliferative activity of propargyl thioquinolines can be predicted using the 13C NMR chemical shift value of their C-4 carbon atom.
