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Structural and thermodynamic analysis of the hetero-association of theophylline with aromatic drug molecules

✍ Scribed by D.D. Andrejuk; A.A. Hernandez Santiago; V.V. Khomich; V.K. Voronov; D.B. Davies; M.P. Evstigneev

Publisher: Elsevier Science
Year: 2008
Tongue: English
Weight: 419 KB
Volume: 889
Category: Article
ISSN: 0022-2860
DOI: 10.1016/j.molstruc.2008.01.051

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✦ Synopsis

The hetero-association of theophylline (THP) with other biologically-active aromatic molecules (e.g. the anti-cancer drugs daunomycin and novantrone, the antibiotic norfloxacin, the vitamin flavin-mononucleotide and two mutagens ethidium bromide and proflavine) has been studied by NMR in aqueous-salt solution (0.1 M Na-phosphate buffer, pD 7.1). It was found that THP shows an essentially similar hetero-association ability as caffeine (CAF) towards aromatic drugs, except for novantrone (NOV), which has much less affinity to THP than CAF as a result of energetically unfavourable orthogonal orientation of the chromophores of THP and NOV in the heterocomplex.

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