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

ABSTRACT: The challenging structural motif of dictyospiromide (1), a 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.

SUBMITTER: Yan P 

PROVIDER: S-EPMC7487124 | biostudies-literature | 2019 Sep

REPOSITORIES: biostudies-literature

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

Yan Pengcheng P   Li Ge G   Wang Chaojie C   Wu Jianzhang J   Sun Zhongmin Z   Martin Gary E GE   Wang Xiao X   Reibarkh Mikhail M   Saurí Josep J   Gustafson Kirk R KR  

Organic letters 20190906 18

The challenging structural motif of dictyospiromide (<b>1</b>), a 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 <b>1</b>. ...[more]

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