Planta Med 2011; 77(13): 1559-1561
DOI: 10.1055/s-0030-1270850
Natural Product Chemistry
Letters
© Georg Thieme Verlag KG Stuttgart · New York

Simple Indole Alkaloids from the Neotropical Rutaceous Tree Raputia simulans

Konstantina Vougogiannopoulou1 , Nikolas Fokialakis1 , Nektarios Aligiannis1 , Charles Cantrell2 , Alexios-Leandros Skaltsounis1
  • 1Department of Pharmacognosy and Natural Product Chemistry, Faculty of Pharmacy, University of Athens, Athens, Greece
  • 2Natural Products Utilization Research Unit, USDA/ARS, National Centre for Natural Products Research, University, MS, USA
Further Information

Publication History

received December 9, 2010 revised February 2, 2011

accepted February 4, 2011

Publication Date:
07 March 2011 (online)

Abstract

The genus Raputia Aubl. comprises 10 neotropical species of the family Rutaceae belonging to the subtribe Cuspariinae. We report herein the investigation of the dichloromethane extract of the stem bark of R. simulans, which has led to the isolation of indole type alkaloids. The isolation procedure was performed by fast centrifugal partition chromatography (FCPC) and adsorption chromatography and afforded 11 isolates: indole-5-carbaldehyde (1), 7-prenylindole (2), 5-prenylindole (3), verticillatine B (4), 5-(but-3′-en-2′-one)indole (5), 5-(2′-methylbut-3′-en-1′-ol)indole (6), 5-[methyl-4′-(2′-methyl-4-oxobutanoate)]indole (7), 5-[4-(methyl)furan-2-yl]indole (8), 5-[4-(methoxymethyl)furan-2-yl]indole (9), 5-[5′-(3-methylfuran-2′(5′H)-one)]indole (10), and 5-(4′-methyl-2′,5′-dihydrofuran-2′-yl)indole (11). Metabolites 511 were isolated for the first time and bear uncommon substituents on position 5 of the indole moiety.

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Prof. Alexios-Leandros Skaltsounis

Department of Pharmacognosy and Natural Product Chemistry
Faculty of Pharmacy
University of Athens

Panepistimiopolis Zografou

15771 Athens

Greece

Phone: +30 21 07 27 45 98

Fax: +30 21 07 27 45 94

Email: skaltsounis@pharm.uoa.gr

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