01956nas a2200205   4500008004100000022001400041245009600055210006900151260008800220300001200308490000700320520116600327100002201493700001801515700002001533700002701553700002001580700002901600856012101629       2011                        eng d  a1044-549800aEnhanced DNA binding of 9-omega-amino alkyl ether analogs from the plant alkaloid berberine0 aEnhanced DNA binding of 9omegaamino alkyl ether analogs from the  a140 HUGUENOT STREET, 3RD FL, NEW ROCHELLE, NY 10801 USAbMARY ANN LIEBERT, INCcFEB  a123-1330 v303 a<p>To understand the structure-activity relationship of isoquinoline alkaloids, absorption, fluorescence, circular dichroism, and thermodynamics were employed to study the interaction of five C-9-omega-amino alkyl ether analogs from the plant alkaloid berberine with double-stranded calf thymus DNA. The C-9 derivatization resulted in dramatic enhancements in the fluorescence emission of these compounds. The most remarkable changes in the spectral and binding properties were in the BC4 and BC5 derivatives. Interactions of these analogs, which have an additional recognition motif with DNA, were evaluated through different spectroscopic and calorimetric titration experiments. The analogs remarkably enhanced the DNA binding affinity and the same was directly dependent on the alkyl chain length. The analog with six alkyl chains enhanced the DNA binding affinity by about 33 times compared with berberine. The binding became more entropically driven with increasing chain length. These results may be of potential use in the design of berberine derivatives and understanding of the structure-activity relationship for improved therapeutic applications.</p>1 aIslam, Md, Maidul1 aBasu, Anirban1 aHossain, Maidul1 aSureshkumar, Gopalsamy1 aHotha, Srinivas1 aKumar, Gopinatha, Suresh  uhttps://library.ncl.res.in/content/enhanced-dna-binding-9-omega-amino-alkyl-ether-analogs-plant-alkaloid-berberine-0