Rare bisindole alkaloids from the Amazonian tree Raputia simulans

Konstantina Vougogiannopoulou; Aikaterini Travasarou; Nikolas Fokialakis; Alexios L Skaltsounis

doi:10.1002/cbdv.201300071

Rare bisindole alkaloids from the Amazonian tree Raputia simulans

Chem Biodivers. 2014 Jan;11(1):126-32. doi: 10.1002/cbdv.201300071.

Authors

Konstantina Vougogiannopoulou¹, Aikaterini Travasarou, Nikolas Fokialakis, Alexios L Skaltsounis

Affiliation

¹ Department of Pharmacognosy and Natural Product Chemistry, Faculty of Pharmacy, National and Kapodistrian University of Athens, Panepistimioupoli, Zografou, GR-15771, Athens, (phone: +30-210-7274598; fax: +30-210-7274590).

PMID: 24443432
DOI: 10.1002/cbdv.201300071

Abstract

The stem bark of Raputia simulans (Rutaceae) has been reported to contain simple and dimeric indole alkaloids. Further phytochemical investigation of R. simulans stem bark resulted in the isolation of three new alkaloids. These compounds represent a relatively new category of dimeric indole alkaloids with a cyclohexene moiety in their core. Their structure elucidations were based on NMR and HR-MS techniques, while structural aspects concerning their relative configuration were investigated using molecular mechanics calculations and NOESY experiments.

Keywords: Alkaloids; Caulindoles E - G; Indole alkaloids; Molecular mechanics calculation; Raputia simulans.

Publication types

Research Support, Non-U.S. Gov't

MeSH terms

Indole Alkaloids / chemistry
Indole Alkaloids / isolation & purification*
Molecular Conformation
Plant Bark / chemistry*
Rutaceae / chemistry*

Substances

Indole Alkaloids