Structure Revision of Decurrensides A–E Enabled by the RFF Parametric Calculations of Proton Spin–Spin Coupling Constants

Publication Date

9-16-2016

Document Type

Article

Organizational Units

College of Natual Science and Mathematics, Chemistry and Biochemistry

Keywords

Molecular properties, Chemical structures, Pharmaceuticals

Abstract

Structure revision of the recently characterized natural products, decurrensides A–E, is described. The revision is aided by fast and accurate computations of proton spin–spin coupling constants. While the 13C chemical shifts calculations could reveal the misassignment of the original structures, the calculated spin coupling constants possess much higher structural information content, informing and guiding the process of structure reassignment. Together, calculations of 13C chemical shifts and spin coupling constants constitute a robust and now practical structure discovery tool.

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