Open AccessCharacterization by Empirical and Computational Methods of Dictyospiromide, an Intriguing Antioxidant Alkaloid from the Marine Alga Dictyota coriacea
Author(s) -
Pengcheng Yan,
Ge Li,
Chaojie Wang,
Jianzhang Wu,
Zhan-Li Sun,
Gary E. Martin,
Xiao Wang,
Mikhail Reibarkh,
Josep Saurí,
Kirk R. Gustafson
Publication year - 2019
Publication title -
organic letters
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.94
H-Index - 239
eISSN - 1523-7060
pISSN - 1523-7052
DOI - 10.1021/acs.orglett.9b02856
Subject(s) - stereocenter , chemistry , alkaloid , carbon 13 nmr , two dimensional nuclear magnetic resonance spectroscopy , stereochemistry , antioxidant , organic chemistry , catalysis , enantioselective synthesis
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 .