کد مقاله کد نشریه سال انتشار مقاله انگلیسی نسخه تمام متن
9591206 1507010 2005 9 صفحه PDF دانلود رایگان
عنوان انگلیسی مقاله ISI
Ab initio multi-dimensional conformational analysis of R-(−)-desmethyldeprenyl: A potent neuroprotective metabolite of R-(−)-deprenyl
موضوعات مرتبط
مهندسی و علوم پایه شیمی شیمی تئوریک و عملی
پیش نمایش صفحه اول مقاله
Ab initio multi-dimensional conformational analysis of R-(−)-desmethyldeprenyl: A potent neuroprotective metabolite of R-(−)-deprenyl
چکیده انگلیسی
R-(−)-desmethyldeprenyl, a primary metabolite of R-(−)-deprenyl, has been shown to have more potency in neuroprotection then its parent compound. Since some of R-(−)-deprenyl's efficacy has been attributed to R-(−)-desmethyldeprenyl, the stereochemical surface of N-protonated R-(−)-desmethyldeprenyl was scanned via Multi Dimentional Conformational Analysis (MDCA) using gas phase molecular orbital (MO) calculations at Restricted Hartree Fock RHF/3-21G using Gaussian 98 to identify highly occupied conformations and to divulge its conformational characteristics. Results indicated a dominant gauche effect at χ1, where the gauche orientation is always preferred over the syn/anti. Torsion χ2 dictates the presence of proton benzene interactions; when χ2 is equal to anti both amine protons of N-protonated R-(−)-desmethyldeprenyl are oriented such that they cannot form intramolecular attractive forces (IMAF) with the benzene ring. Furthermore, energetics indicates that H29-C6 IMAF is favoured over H29-C1, H26-C6 and H26-C1 IMAF's. Torsion χ4 of N-protonated R(−)-desmethylselegiline predicts proton carbon-carbon triple bond interactions.
ناشر
Database: Elsevier - ScienceDirect (ساینس دایرکت)
Journal: Journal of Molecular Structure: THEOCHEM - Volume 725, Issues 1–3, 11 July 2005, Pages 75-83
نویسندگان
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