Structures and antimicrobial activities of pyridoacridine alkaloids isolated from different chromotypes of the ascidian Cystodytes dellechiajei.
Three new pentacyclic alkaloids were isolated from different chromotypes of the western Mediterranean ascidian Cystodytes dellechiajei. The purple color morph collected in Catalonia contained the known compounds kuanoniamine D (1), shermilamine B (2), N-deacetylkuanoniamine D (3), and styelsamine C (4) and a new alkaloid named N-deacetylshermilamine B (5). The green color morph collected in the Balearic Islands contained the known compounds 11-hydroxyascididemin (6) and 8,9-dihydro-11-hydroxyascididemin (7) and two new alkaloids named cystodimine A (8) and cystodimine B (9). The blue color morph collected in Catalonia yielded the known compound ascididemin (10). The structures of all compounds were elucidated on the basis of spectroscopic data, mainly 1D and 2D NMR data. The antimicrobial potential of the pyridoacridine alkaloids isolated from each color morph was evaluated and compared.
Bontemps
N
N
Laboratoire de Chimie des Biomolecules et de l'Environnement, University of Perpignan via Domitia, 52 Paul Alduy Avenue, 66860 Perpignan Cedex, France. bontemps@univ-perp.fr
Bry
D
D
López-Legentil
S
S
Simon-Levert
A
A
Long
C
C
Banaigs
B
B
D000166:Acridines / Q000737:chemistry / Q000302:isolation & purification / Q000494:pharmacology; D000470:Alkaloids / Q000737:chemistry / Q000302:isolation & purification / Q000494:pharmacology; D000818:Animals; D000900:Anti-Bacterial Agents / Q000737:chemistry / Q000302:isolation & purification / Q000494:pharmacology; D004926:Escherichia coli / Q000187:drug effects; D008826:Microbial Sensitivity Tests; D016982:Micrococcus luteus / Q000187:drug effects; D015394:Molecular Structure; D019906:Nuclear Magnetic Resonance, Biomolecular; D010618:Phenanthrolines / Q000737:chemistry / Q000302:isolation & purification / Q000494:pharmacology; D014561:Urochordata / Q000737:chemistry*
D000166:Acridines; D000470:Alkaloids; D000900:Anti-Bacterial Agents; C550944:N-deacetylshermilamine B; D010618:Phenanthrolines; C550945:cystodimine A; C550946:cystodimine B; C475900:pyridoacridine