2011
DOI: 10.1016/j.bmc.2011.08.047
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Synthesis and biological evaluation of phenstatin metabolites

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Cited by 29 publications
(25 citation statements)
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References 44 publications
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“…The data in Table 2 showed that compounds 12 and 22 appear as the most potent members of the series with lower EC 50 values against T24 and DU-145 with respect to the reference drug mitomycin C. The biological activity differences of compounds 12 and 22 with respect to their analogues could be attributed to the 3,4,5-trimethoxy substitution on the A-phenyl ring. According to literature precedents, the 3,4,5-trimethoxyphenyl ring is considered essential for the antitubulin activity of a broad variety of antimitotic compounds [36,38,39,40,41,42,43,44,45]. Nevertheless, it should be noted that the EC 50 values of compounds 12 and 22 are two orders of magnitude lower than to that reported to phenstatin when tested in the NCI screen [35] showing a mean panel GI 50 (growth inhibitory) value of 6.01 × 10 −8 M. In addition to the tendency showing that dihydroxynaphthyl analogues are more active than the dihydroxyphenyl derivatives, the vast majority of compounds did not have an adequate selectivity (Table 2), that is they affect both cancer and non-tumor cells in a similar way.…”
Section: Resultsmentioning
confidence: 99%
“…The data in Table 2 showed that compounds 12 and 22 appear as the most potent members of the series with lower EC 50 values against T24 and DU-145 with respect to the reference drug mitomycin C. The biological activity differences of compounds 12 and 22 with respect to their analogues could be attributed to the 3,4,5-trimethoxy substitution on the A-phenyl ring. According to literature precedents, the 3,4,5-trimethoxyphenyl ring is considered essential for the antitubulin activity of a broad variety of antimitotic compounds [36,38,39,40,41,42,43,44,45]. Nevertheless, it should be noted that the EC 50 values of compounds 12 and 22 are two orders of magnitude lower than to that reported to phenstatin when tested in the NCI screen [35] showing a mean panel GI 50 (growth inhibitory) value of 6.01 × 10 −8 M. In addition to the tendency showing that dihydroxynaphthyl analogues are more active than the dihydroxyphenyl derivatives, the vast majority of compounds did not have an adequate selectivity (Table 2), that is they affect both cancer and non-tumor cells in a similar way.…”
Section: Resultsmentioning
confidence: 99%
“…Optimize edilen bu bileşiklerde ki yapısal parametreler (bağ açıları, bağ uzunlukları ve dihedral açılar) Tablo 1-3'de verilmiştir. of (3,4dimethoxyphenyl) (3,4,5-trimethoxyphenyl) methanone (7)) [23].…”
Section: Teorik Hesaplamalar (Theoretical Calculations)unclassified
“…Su fazı diklormetan ile tekrar yıkandıktan sonra organik fazlar birleştirildi. Mg2SO4 üzerinden kurutulup ve çözücüsü uzaklaştırıldıktan sonra EtOAc/hekzan (1:9) kolon kromotoğrafisi yapıldı (SiO2, 70 g) ve diarilmetanon 7 (7,600 g, % 67) beyaz katı olarak elde edildi [23]. (1,1 ekiv.…”
Section: Teorik Hesaplamalar (Theoretical Calculations)unclassified
“…A racemic LC was also synthesized ((R,S)-8BpB2). 2,6-dimethoxyphenyl isocyanide (6) were prepared according to the method described in the literature [20,21].…”
Section: Synthesis Of Liquid Crystal Solventsmentioning
confidence: 99%