Literature DB >> 31539931

Characterization by Empirical and Computational Methods of Dictyospiromide, an Intriguing Antioxidant Alkaloid from the Marine Alga Dictyota coriacea.

Pengcheng Yan1, Ge Li1, Chaojie Wang1, Jianzhang Wu1, Zhongmin Sun2, Gary E Martin3, Xiao Wang4, Mikhail Reibarkh4, Josep Saurí5, Kirk R Gustafson6.   

Abstract

The challenging structural motif of dictyospiromide (1), a <span class="Chemical">spirosuccinimide alkaloid with antioxidant properties that are associated with activation of the Nrf2/ARE signaling pathway, was assigned using contemporary NMR experiments complemented with anisotropic NMR, chiroptical, and computational methodologies. Anisotropic NMR parameters provided critical orthogonal verification of the configuration of the difficult to assign spiro carbon and the other stereogenic centers in 1.

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Year:  2019        PMID: 31539931      PMCID: PMC7487124          DOI: 10.1021/acs.orglett.9b02856

Source DB:  PubMed          Journal:  Org Lett        ISSN: 1523-7052            Impact factor:   6.005


  32 in total

1.  Beyond DP4: an Improved Probability for the Stereochemical Assignment of Isomeric Compounds using Quantum Chemical Calculations of NMR Shifts.

Authors:  Nicolás Grimblat; María M Zanardi; Ariel M Sarotti
Journal:  J Org Chem       Date:  2015-12-10       Impact factor: 4.354

2.  Sensitivity of nonuniform sampling NMR.

Authors:  Melissa R Palmer; Christopher L Suiter; Geneive E Henry; James Rovnyak; Jeffrey C Hoch; Tatyana Polenova; David Rovnyak
Journal:  J Phys Chem B       Date:  2015-05-18       Impact factor: 2.991

3.  Sensitivity enhancement for maximally resolved two-dimensional NMR by nonuniform sampling.

Authors:  David Rovnyak; Mark Sarcone; Ze Jiang
Journal:  Magn Reson Chem       Date:  2011-07-12       Impact factor: 2.447

4.  Residual chemical shift anisotropy (RCSA): a tool for the analysis of the configuration of small molecules.

Authors:  Fernando Hallwass; Manuel Schmidt; Han Sun; Adam Mazur; Grit Kummerlöwe; Burkhard Luy; Armando Navarro-Vázquez; Christian Griesinger; Uwe M Reinscheid
Journal:  Angew Chem Int Ed Engl       Date:  2011-09-13       Impact factor: 15.336

Review 5.  Theoretical calculations of carbon-hydrogen spin-spin coupling constants.

Authors:  Leonid B Krivdin
Journal:  Prog Nucl Magn Reson Spectrosc       Date:  2018-10-13       Impact factor: 9.795

6.  State of the art and perspectives in the application of quantum chemical prediction of 1 H and 13 C chemical shifts and scalar couplings for structural elucidation of organic compounds.

Authors:  Armando Navarro-Vázquez
Journal:  Magn Reson Chem       Date:  2016-09-09       Impact factor: 2.447

7.  Unequivocal determination of complex molecular structures using anisotropic NMR measurements.

Authors:  Yizhou Liu; Josep Saurí; Emily Mevers; Mark W Peczuh; Henk Hiemstra; Jon Clardy; Gary E Martin; R Thomas Williamson
Journal:  Science       Date:  2017-04-07       Impact factor: 47.728

8.  The correct structure of aquatolide-experimental validation of a theoretically-predicted structural revision.

Authors:  Michael W Lodewyk; Cristian Soldi; Paul B Jones; Marilyn M Olmstead; Juan Rita; Jared T Shaw; Dean J Tantillo
Journal:  J Am Chem Soc       Date:  2012-11-05       Impact factor: 15.419

9.  Homodimericin A: A Complex Hexacyclic Fungal Metabolite.

Authors:  Emily Mevers; Josep Saurí; Yizhou Liu; Arvin Moser; Timothy R Ramadhar; Maria Varlan; R Thomas Williamson; Gary E Martin; Jon Clardy
Journal:  J Am Chem Soc       Date:  2016-09-16       Impact factor: 15.419

10.  Unequivocal determination of caulamidines A and B: application and validation of new tools in the structure elucidation tool box.

Authors:  Dennis J Milanowski; Naoya Oku; Laura K Cartner; Heidi R Bokesch; R Thomas Williamson; Josep Saurí; Yizhou Liu; Kirill A Blinov; Yuanqing Ding; Xing-Cong Li; Daneel Ferreira; Larry A Walker; Shabana Khan; Michael T Davies-Coleman; James A Kelley; James B McMahon; Gary E Martin; Kirk R Gustafson
Journal:  Chem Sci       Date:  2017-11-06       Impact factor: 9.825

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  2 in total

1.  The DP5 probability, quantification and visualisation of structural uncertainty in single molecules.

Authors:  Alexander Howarth; Jonathan M Goodman
Journal:  Chem Sci       Date:  2022-02-25       Impact factor: 9.825

Review 2.  The Biodiversity of the Genus Dictyota: Phytochemical and Pharmacological Natural Products Prospectives.

Authors:  Mohammed I Rushdi; Iman A M Abdel-Rahman; Eman Zekry Attia; Hani Saber; Abdullah A Saber; Gerhard Bringmann; Usama Ramadan Abdelmohsen
Journal:  Molecules       Date:  2022-01-20       Impact factor: 4.411

  2 in total

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