Models for potential dendritic nitric oxide donors: crystal structures of two 2-nitroanilino precursors and nitric oxide-release behavior of the nitrosated derivatives.
Models for potential dendritic nitric oxide donors: crystal structures of two 2-nitroanilino precursors and nitric oxide-release behavior of the nitrosated derivatives.
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潜在的树枝状一氧化氮供体模型:两种 2-硝基苯胺基前体的晶体结构和亚硝化衍生物的一氧化氮释放行为。
DOI:
10.1107/s2053229618011737
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发表时间:
2018
期刊:
影响因子:
--
通讯作者:
Kirschbaum,Kristin
中科院分区:
文献类型:
--
作者:
Badour,AlecR;Arnett-Butscher,CoreyJ;Mohanty,DillipK;Squattrito,PhilipJ;Lambright,KellyJ;Kirschbaum,Kristin
Two molecular precursors to dendrimeric materials that could serve as slow and sustained NO-releasing therapeutic agents have been synthesized and characterized. N1,N4-Bis(2-nitrophenyl)butane-1,4-diamine, C16H18N4O4, (I), crystallizes in a lattice with equal populations of two molecules of different conformations, both of which possess inversion symmetry through the central C—C bond. One molecule has exclusively anti conformations along the butyl chain, while the other has a gauche conformation of the substituents on the first C—C bond. N2,N2-Bis[2-(2-nitroanilino)ethyl]-N1-(2-nitrophenyl)ethane-1,2-diamine, C24H27N7O6, (II), crystallizes with one unique molecule in the asymmetric unit. Neighboring pairs of molecules are linked into dimers via N—H⋯O amine–nitro hydrogen bonds. The dimers are assembled into layers that stack in an A–B–A–B sequence such that the repeat distance in the stacking direction is over 46 Å. Molecular NO-release agents N1,N4-bis(2-nitrophenyl)-N1,N4-dinitrosobutane-1,4-diamine, C16H16N6O6, (III), and N1-(2-nitrophenyl)-N2,N2-bis{2-[(2-nitrophenyl)(nitroso)amino]ethyl}-N1-nitrosoethane-1,2-diamine, C24H24N10O9, (IV), were prepared via treatment of (I) and (II), respectively, with NaNO2 and acetic acid. The release of NO from solid-phase samples of (III) and (IV) suspended in phosphate buffer was monitored spectroscopically over a period of 21 days. Although (IV) released a greater amount of NO, as expected due to it having three NO moieties for every two in (III), the (IV):(III) ratio of the rate and extent of NO release was significantly less than 1.5:1, suggesting that some combination of electronic, chemical, and/or steric factors may be affecting the release process.
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DOI:
10.1016/j.bbrc.2014.05.087
发表时间:
2014-07-18
影响因子:
3.1
作者:
Curtis, Brandon M.;Leix, Kyle Alexander;Ji, Yajing;Glaves, Richard Samuel Elliot;Ash, David E.;Mohanty, Dillip K.
通讯作者:
Mohanty, Dillip K.
DOI:
10.1107/s1600536811010440
发表时间:
2011-04-01
期刊:
Acta crystallographica. Section E, Structure reports online
影响因子:
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通讯作者:
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DOI:
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发表时间:
2003
期刊:
Acta Crystallographica Section B Structural Science
影响因子:
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E. Pidcock;W. Motherwell;J. Cole
通讯作者:
J. Cole
DOI:
10.1107/s0108270100017017
发表时间:
2000
期刊:
Acta Crystallographica Section C-crystal Structure Communications
影响因子:
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作者:
Michael J. Goldcamp;J. Bauer;M. J. Baldwin
通讯作者:
M. J. Baldwin
DOI:
10.1107/s1600536811049397
发表时间:
2011-12-01
期刊:
Acta crystallographica. Section E, Structure reports online
影响因子:
--
作者:
Moroz YS;Takase MK;Müller P;Rybak-Akimova EV
通讯作者:
Rybak-Akimova EV