Isolation and structure determination of new neolignans and cabagranin D, an unusual meroterpenoid from Piper cabagranum

15 September 2023, Version 2
This content is a preprint and has not undergone peer review at the time of posting.

Abstract

A novel meroterpenoid cabagranin D was isolated along with related neolignans cabagranins A-C from the leaves of Piper cabagranum (Costa Rica). Cabagranins A-C represent the first examples of 3,3’-neolignans isolated from the Piper genus of plant and the meroterpenoid cabagranin D, representing an unprecedented Diels-Alder conjugate of an unsubstituted phenylpropenone and alpha-phellandrene. Details of the full structural elucidation of these compounds and a discussion of the potential biosynthetic relationships are presented.

Keywords

meroterpenoid
Diels-Alder
neolignan

Supplementary materials

Title
Description
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Title
Supporting information for the Isolation and structure determination of new neolignans and cabagranin D, an unusual meroterpenoid from Piper cabagranum
Description
Copies of 1D and 2D NMR spectra for cabagranins A-D (1-3, 5), methyl dehydrodieugenol (4), known coumarin, and computational details for the ECD calculations are provided in the supporting information.
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