7H-苯并[4,5]吲哚并[2,3-b]喹喔啉衍生物的合成及生物活性。
Synthesis and biological activity of 7H-benzo[4,5]indolo[2,3-b]-quinoxaline derivatives.
机构信息
A.V. Bogatsky Physico-Chemical Institute of NAS of Ukraine, Lyustdorfskaya Doroga 86, Odessa 65080, Ukraine.
出版信息
Eur J Med Chem. 2011 Feb;46(2):794-8. doi: 10.1016/j.ejmech.2010.11.040. Epub 2010 Dec 1.
New 7-(2-aminoethyl)-7H-benzo[4,5]indolo[2,3-b]quinoxalines (13-20) were synthesized with high yields starting from 3H-benzo[e]indole-1,2-dione. These compounds were screened for the cytotoxicity, anti-viral activity, interferon inducing ability and DNA affinity compared with the corresponding 6-(2-aminoethyl)-6H-indolo[2,3-b]quinoxaline derivatives (1-12). It was shown, that compounds 13-20 bind to DNA stronger (lg Кa=6.23-6.87) than compounds 1-12 (lg Кa=5.57-5.89). Anti-viral activity is significantly reduced with annulations of benzene ring in Indoloquinoxaline moiety 13-20.
新型 7-(2-氨乙基)-7H-苯并[4,5]吲哚并[2,3-b]喹喔啉（13-20）由 3H-苯并[e]吲哚-1,2-二酮出发，以高产率合成。这些化合物的细胞毒性、抗病毒活性、干扰素诱导能力和 DNA 亲和力与相应的 6-(2-氨乙基)-6H-吲哚并[2,3-b]喹喔啉衍生物（1-12）进行了比较。结果表明，化合物 13-20 与 DNA 的结合能力更强（lg Кa=6.23-6.87），而化合物 1-12 的结合能力较弱（lg Кa=5.57-5.89）。苯并吲哚喹喔啉部分 13-20 的苯环环化显著降低了抗病毒活性。
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