Division of Bioscience and Biotechnology, BMIC, Konkuk University, Seoul 143-701, South Korea.
Magn Reson Chem. 2012 Nov;50(11):759-64. doi: 10.1002/mrc.3873. Epub 2012 Sep 7.
Several types of chalcones containing 2H-chromen group were synthesized. Claisen-Schmidt condensation of 2H-chromen-3-carbaldehydes (I) with methoxy substituted acetophenones afforded (E)-3-(2H-chromen-3-yl)-1-(methoxyphenyl)prop-2-en-1-ones (chromenylchalcones, 1-7). Other types of chromenylchalcone, (E)-1-(6-methoxy-2H-chromen-3-yl)-3-(methoxyphenyl)prop-2-en-1-ones (8-13) were also obtained between reaction of methoxy substituted benzaldehydes and 1-(6-methoxy-2H-chromen-3-yl)ethanone (II). Dichromenylchalcones (14-16) were also synthesized through the same reaction between aldehydes (I) and ketone (II). Their complete (1)H-NMR and (13)C-NMR assignments are reported here and more polysubstituted chromenylchalcones synthesized or isolated from the natural sources in the future can be identified on the basis of the NMR data reported here.
几种含 2H-色烯基团的查耳酮被合成。2H-色烯-3-甲醛(I)与甲氧基取代的苯乙酮的克莱森-施密特缩合得到(E)-3-(2H-色烯-3-基)-1-(甲氧基苯基)-2-丙烯-1-酮(色烯查耳酮,1-7)。其他类型的色烯查耳酮,(E)-1-(6-甲氧基-2H-色烯-3-基)-3-(甲氧基苯基)-2-丙烯-1-酮(8-13)也通过甲氧基取代的苯甲醛与 1-(6-甲氧基-2H-色烯-3-基)乙酮(II)之间的反应获得。二色烯查耳酮(14-16)也通过醛(I)和酮(II)之间的相同反应合成。本文报道了它们的完全(1)H-NMR 和(13)C-NMR 分配,并根据本文报道的 NMR 数据可以鉴定未来从天然来源合成或分离出的更多多取代色烯查耳酮。