دورية أكاديمية
أعرض في EDS

Combined application of DP4+ and ANN-PRA to determine the relative configuration of natural products: The alpha-bisabol case study.

التفاصيل البيبلوغرافية
العنوان: Combined application of DP4+ and ANN-PRA to determine the relative configuration of natural products: The alpha-bisabol case study.
المؤلفون: Dos Santos FM Jr; Department of Organic Chemistry, UFF, Niterói, Brazil., da Silva Mota GV; Natural Science Faculty, ICEN, UFPA, Belém, Brazil., Martorano LH; Department of Organic Chemistry, UFF, Niterói, Brazil., de Albuquerque ACF; Department of Organic Chemistry, UFF, Niterói, Brazil., da Silva CA; Department of Chemistry, UFJ, Jataí, Brazil., da Silva AM; Instituto Federal Catarinense, Araquari, Brazil., de Jesus Chaves Neto AM; Natural Science Faculty, ICEN, UFPA, Belém, Brazil., Valverde AL; Department of Organic Chemistry, UFF, Niterói, Brazil., Cardoso EF; Department of Chemistry, UFJ, Jataí, Brazil., Costa FLP; Department of Chemistry, UFJ, Jataí, Brazil.
المصدر: Magnetic resonance in chemistry : MRC [Magn Reson Chem] 2022 Jun; Vol. 60 (6), pp. 533-540. Date of Electronic Publication: 2022 Mar 09.
نوع المنشور: Journal Article; Research Support, Non-U.S. Gov't
اللغة: English
بيانات الدورية: Publisher: Wiley Heyden Country of Publication: England NLM ID: 9882600 Publication Model: Print-Electronic Cited Medium: Internet ISSN: 1097-458X (Electronic) Linking ISSN: 07491581 NLM ISO Abbreviation: Magn Reson Chem Subsets: MEDLINE
أسماء مطبوعة: Original Publication: Chichester, Sussex, England : Wiley Heyden, c1985-
مواضيع طبية MeSH: Biological Products*/chemistry, Bayes Theorem ; Magnetic Resonance Spectroscopy/methods ; Stereoisomerism
مستخلص: The combination of computational methods and experimental data from Nuclear Magnetic Resonance (NMR) is a considerably valuable tool in the elucidation of new natural product structures and, also, in the structural revision of previously reported compounds. Until recently, only classical statistical parameters were used, for example, linear correlation coefficient (R 2 ), mean absolute error (MAE), or root mean square deviation (RMSD), as a way to statistically "validate" the structure pointed out by experimental NMR spectra. Regarding the resolution of the relative configuration of organic molecules, novel tools were available in the last few years to assist in the NMR elucidation process. The most relevant are DP4+, which is based on a Bayesian probability, and ANN-PRA, which is based on artificial neural networks. The combined application of these tools has become the most accurate and important alternative to solve structural and stereochemical problems in natural product chemistry. Therefore, herein, in this case study, we intended to promote these novel tools, exploring the strengths and limitations of each approach in resolving the relative configuration of the sesquiterpene alpha-bisabol. We also highlighted the advantages of the complementary use of H- and C-DP4+ to obtain optimal results in the differentiation of the stereoisomers, validating the proposal with ANN-PRA method.
(© 2022 John Wiley & Sons, Ltd.)
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معلومات مُعتمدة: Federal Fluminense University; Federal University of Pará; 2019/102 670 00139 Fundação de Amparo à Pesquisa do Estado de Goiás; 211.319-2019 Fundação Carlos Chagas Filho de Amparo à Pesquisa do Estado do Rio de Janeiro; Coordenação de Aperfeiçoamento de Pessoal de Nível Superior; Conselho Nacional de Desenvolvimento Científico e Tecnológico
فهرسة مساهمة: Keywords: ANN-PRA; DP4+; NMR; epimers; molecular modeling; structural elucidation; α-bisabolol
المشرفين على المادة: 0 (Biological Products)
تواريخ الأحداث: Date Created: 20220301 Date Completed: 20220426 Latest Revision: 20220428
رمز التحديث: 20221213
DOI: 10.1002/mrc.5261
PMID: 35229358
قاعدة البيانات: MEDLINE
الوصف
تدمد:1097-458X
DOI:10.1002/mrc.5261