- Synthesis, molecular docking study, and evaluation of the antiproliferative action of a new group of propargylthio- and propargylselenoquinolines
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This study describes the synthesis of a new group of halogenopropargylthio- , dipropargylthio-, and halogenopropargylseleno-quinoline derivatives. The ability of all of the synthesized compounds to inhibit the proliferation of the T-47D, MCF-7, MDA-MB-231, and SNB-19 cell lines was determined with the WST-1 assay. The normal fibroblast cell line (HFF-1) was used as a control. The cytotoxic properties of these new, modified propargylquinoline derivatives were comparable to those of cisplatin. The most active compounds, 4,7-dipropargylthiquinoline (8b) and 7-chloro-4-propargylselenoquinoline (5b), were docked into the binding site of human CYP1A1 and CYP1B1. Our data indicate that these derivatives may present promising chemotherapeutic agents, possibly targeting CYP1s pathway.
- Marciniec, Krzysztof,Latocha, Ma?gorzata,Boryczka, Stanis?aw,Kurczab, Rafa?
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p. 3468 - 3477
(2014/06/24)
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- Metal-free chlorodeboronation of organotrifluoroborates
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A mild and metal-free method for the chlorodeboronation of organotrifluoroborates using trichloroisocyanuric acid (TCICA) was developed. Aryl-, heteroaryl-, alkenyl-, alkynyl-, and alkyltrifluoroborates were converted into the corresponding chlorinated products in good yields. This method proved to be tolerant of a broad range of functional groups.
- Molander, Gary A.,Cavalcanti, Livia N.
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experimental part
p. 7195 - 7203
(2011/10/13)
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- From 2,3-, 2,6-, 3,4- and 4,6-dichloroquinolines to isomeric chloroquinolinesulfonyl chlorides
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The action of sodium methanethiolate (in boiling DMF) on x,y-dichloroquinolines (1) (x=3 or 6, y=2 or 4) occured via chlorine ipso-substitution followed by methanethiolato-S-demethylation to yield x,y-quinolinedithiolates 2A which were: i) subjected to S-
- Marciniec, Krzysztof,Maslankiewicz, Andrzej
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experimental part
p. 305 - 316
(2010/08/20)
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- A novel and efficient synthesis of 2,3-dichloroquinoline
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2,3-Dichloroquinoline was prepared in three steps in good overall yield from commercial 3-bromoquinoline via N-oxide formation and rearrangement to 3-bromocarbostyril, followed by a one-pot conversion to 3-bromo-2- chloroquinoline and halogen exchange to the title compound.
- Sabol, Mark R.,Owen, John M.,Erickson, W. Randal
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p. 427 - 432
(2007/10/03)
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