McCarroll Andrew J, Bradshaw Tracey D, Westwell Andrew D, Matthews Charles S, Stevens Malcolm F G
Centre for Biomolecular Sciences, School of Pharmacy, University of Nottingham, University Park, Nottingham, Nottingham, NG7 2RD, United Kingdom.
J Med Chem. 2007 Apr 5;50(7):1707-10. doi: 10.1021/jm061163m. Epub 2007 Mar 8.
Interaction of 2-iodoaniline or 5-fluoro-2-iodoaniline with a range of arylsulfonyl chlorides affords sulfonamides that undergo Sonogashira couplings under thermal or microwave conditions with the alkyne 4-ethynyl-4-hydroxycyclohexa-2,5-dien-1-one followed by cyclization to 4-[1-(arylsulfonyl-1H-indol-2-yl)]-4-hydroxycyclo-hexa-2,5-dien-1-ones. This method allows for incorporation of a range of substituents into the arylsulfonyl moiety, and compounds showed selective in vitro inhibition of cancer cell lines of colon and renal origin, a feature of compounds bearing the quinol pharmacophore.
2-碘苯胺或5-氟-2-碘苯胺与一系列芳基磺酰氯相互作用可得到磺酰胺，这些磺酰胺在热或微波条件下与炔烃4-乙炔基-4-羟基环己-2,5-二烯-1-酮进行Sonogashira偶联，随后环化生成4-[1-(芳基磺酰基-1H-吲哚-2-基)]-4-羟基环己-2,5-二烯-1-酮。该方法允许将一系列取代基引入芳基磺酰基部分，并且化合物显示出对结肠和肾源性癌细胞系的体外选择性抑制，这是具有喹诺药效团的化合物的一个特征。
