Isolation of new neolignans and an unusual meroterpenoid from Piper cabagranum
A novel meroterpenoid cabagranin D was isolated 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 plant genus Piper, and the meroterpenoid cabagranin D displays an unprecedented...
Main Authors: | , , , , , |
---|---|
Format: | Article |
Language: | English |
Published: |
Frontiers Media S.A.
2024-01-01
|
Series: | Frontiers in Natural Products |
Subjects: | |
Online Access: | https://www.frontiersin.org/articles/10.3389/fntpr.2023.1332436/full |
_version_ | 1797366573699170304 |
---|---|
author | Celso R. de Oliveira Zachary D. Ledvina Michael D. Leonard Samuel O. Odoh Craig D. Dodson Christopher S. Jeffrey |
author_facet | Celso R. de Oliveira Zachary D. Ledvina Michael D. Leonard Samuel O. Odoh Craig D. Dodson Christopher S. Jeffrey |
author_sort | Celso R. de Oliveira |
collection | DOAJ |
description | A novel meroterpenoid cabagranin D was isolated 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 plant genus Piper, and the meroterpenoid cabagranin D displays an unprecedented Diels–Alder conjugate of an unsubstituted phenylpropenone and α-phellandrene. Details of the full structural elucidation of these compounds and a discussion of their potential biosynthetic relationships are presented. |
first_indexed | 2024-03-08T17:05:42Z |
format | Article |
id | doaj.art-31a1942adc6340a6a81e8ec99c2117a8 |
institution | Directory Open Access Journal |
issn | 2813-2602 |
language | English |
last_indexed | 2024-03-08T17:05:42Z |
publishDate | 2024-01-01 |
publisher | Frontiers Media S.A. |
record_format | Article |
series | Frontiers in Natural Products |
spelling | doaj.art-31a1942adc6340a6a81e8ec99c2117a82024-01-04T05:01:49ZengFrontiers Media S.A.Frontiers in Natural Products2813-26022024-01-01210.3389/fntpr.2023.13324361332436Isolation of new neolignans and an unusual meroterpenoid from Piper cabagranumCelso R. de Oliveira0Zachary D. Ledvina1Michael D. Leonard2Samuel O. Odoh3Craig D. Dodson4Christopher S. Jeffrey5Department of Forestry and Wildlife Ecology, University of Wisconsin—Madison, Madison, WI, United StatesHitchcock Center for Chemical-Ecology, Department of Chemistry, University of Nevada—Reno, Reno, NV, United StatesTruckee Meadows Community College, Reno, NV, United StatesHitchcock Center for Chemical-Ecology, Department of Chemistry, University of Nevada—Reno, Reno, NV, United StatesHitchcock Center for Chemical-Ecology, Department of Chemistry, University of Nevada—Reno, Reno, NV, United StatesHitchcock Center for Chemical-Ecology, Department of Chemistry, University of Nevada—Reno, Reno, NV, United StatesA novel meroterpenoid cabagranin D was isolated 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 plant genus Piper, and the meroterpenoid cabagranin D displays an unprecedented Diels–Alder conjugate of an unsubstituted phenylpropenone and α-phellandrene. Details of the full structural elucidation of these compounds and a discussion of their potential biosynthetic relationships are presented.https://www.frontiersin.org/articles/10.3389/fntpr.2023.1332436/fullmeroterpeneDiels–AlderneolignanPiper cabagranumPiperaceae |
spellingShingle | Celso R. de Oliveira Zachary D. Ledvina Michael D. Leonard Samuel O. Odoh Craig D. Dodson Christopher S. Jeffrey Isolation of new neolignans and an unusual meroterpenoid from Piper cabagranum Frontiers in Natural Products meroterpene Diels–Alder neolignan Piper cabagranum Piperaceae |
title | Isolation of new neolignans and an unusual meroterpenoid from Piper cabagranum |
title_full | Isolation of new neolignans and an unusual meroterpenoid from Piper cabagranum |
title_fullStr | Isolation of new neolignans and an unusual meroterpenoid from Piper cabagranum |
title_full_unstemmed | Isolation of new neolignans and an unusual meroterpenoid from Piper cabagranum |
title_short | Isolation of new neolignans and an unusual meroterpenoid from Piper cabagranum |
title_sort | isolation of new neolignans and an unusual meroterpenoid from piper cabagranum |
topic | meroterpene Diels–Alder neolignan Piper cabagranum Piperaceae |
url | https://www.frontiersin.org/articles/10.3389/fntpr.2023.1332436/full |
work_keys_str_mv | AT celsordeoliveira isolationofnewneolignansandanunusualmeroterpenoidfrompipercabagranum AT zacharydledvina isolationofnewneolignansandanunusualmeroterpenoidfrompipercabagranum AT michaeldleonard isolationofnewneolignansandanunusualmeroterpenoidfrompipercabagranum AT samueloodoh isolationofnewneolignansandanunusualmeroterpenoidfrompipercabagranum AT craigddodson isolationofnewneolignansandanunusualmeroterpenoidfrompipercabagranum AT christophersjeffrey isolationofnewneolignansandanunusualmeroterpenoidfrompipercabagranum |