Connection of Isolated Stereoclusters by Combining 13C-RCSA, RDC, and J-Based Configurational Analyses and Structural Revision of a Tetraprenyltoluquinol Chromane Meroterpenoid from Sargassum muticum
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Connection of Isolated Stereoclusters by Combining 13C-RCSA, RDC, and J-Based Configurational Analyses and Structural Revision of a Tetraprenyltoluquinol Chromane Meroterpenoid from Sargassum muticumDate
2022Citation
Fuentes-Monteverde, J.C.C.; Nath, N.; Forero, A.M.; Balboa, E.M.; Navarro-Vázquez, A.; Griesinger, C.; Jiménez, C.; Rodríguez, J. Connection of Isolated Stereoclusters by Combining 13C-RCSA, RDC, and J-Based Configurational Analyses and Structural Revision of a Tetraprenyltoluquinol Chromane Meroterpenoid from Sargassum muticum. Mar. Drugs 2022, 20, 462. https://doi.org/10.3390/md20070462
Abstract
[Abstract] The seaweed Sargassum muticum, collected on the southern coast of Galicia, yielded a tetraprenyltoluquinol chromane meroditerpene compound known as 1b, whose structure is revised. The relative configuration of 1b was determined by J-based configurational methodology combined with an iJ/DP4 statistical analysis and further confirmed by measuring two anisotropic properties: carbon residual chemical shift anisotropies (13C-RCSAs) and one-bond 1H-13C residual dipolar couplings (1DCH-RDCs). The absolute configuration of 1b was deduced by ECD/OR/TD-DFT methods and established as 3R,7S,11R.
Keywords
Sargassum muticum
Meroditerpene
Coupling constants
J-DP4
13C-RCSA
RDC
ECD/OR
Meroditerpene
Coupling constants
J-DP4
13C-RCSA
RDC
ECD/OR
Description
This article belongs to the Special Issue Marine Drugs Research in Spain
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Rights
Atribución 4.0 Internacional (CC BY 4.0)
ISSN
1660-3397
