Koniamborine, the first pyrano[3,2-b]indole alkaloid and other secondary metabolites from Boronella koniambiensis.
Two new alkaloids, (-)-cis-1,2-dihydroxy-1,2-dihydromedicosmine (3) and koniamborine (4), have been isolated from Boronella koniambiensis aerial parts. Their structures have been established from NMR and mass data. Koniamborine is a novel type of alkaloid, which derives from the pyrano[3,2-b]indole basic skeleton, described for the first time from nature. 6-Methoxy-1-methylisatin, also present in the plant material, can be considered biogenetically as a degradation product of the fused pyrone ring of 4.
Grougnet
Raphaël
R
Department of Pharmacognosy and Natural Products Chemistry, Faculty of Pharmacy, University of Athens, Panepistimiopolis-Zografou, Athens GR-15771, Greece.
Magiatis
Prokopios
P
Fokialakis
Nikolas
N
Mitaku
Sofia
S
Skaltsounis
Alexios-Leandros
AL
Tillequin
François
F
Sévenet
Thierry
T
Litaudon
Marc
M
D006576:Heterocyclic Compounds, 4 or More Rings / Q000737:chemistry* / Q000302:isolation & purification*; D026121:Indole Alkaloids / Q000737:chemistry* / Q000302:isolation & purification*; D015394:Molecular Structure; D009510:New Caledonia; D027821:Rutaceae / Q000737:chemistry*
C503025:1,2-dihydroxy-1,2-dihydromedicosmine; D006576:Heterocyclic Compounds, 4 or More Rings; D026121:Indole Alkaloids; C503024:koniamborine