Polycyclic pyridoacridines

Two new polycyclic pyridoacridine alkaloids, arnoamine B, 289, and its demethylated analogue, arnoamine A, have been isolated from the ascidian Cystodytes sp. These new compounds are the first known examples of pyrroles fused to pyridoacridines, have antifungal properties, and are cytotoxic in several human tumor cell lines <1998JOC1657>. Both these compounds have been synthesized, starting from the hydrazone 290 with a Fischer indole synthesis (Scheme 73) <2000JOC5476>. 

Porif.> (hydro)pyrimidine, macroQ clic and oligomeric pyridine or pyridinium, naphthyridine, oxazole, pteridine, pyridoacridine, pyrrole, pyrroloimiiMquinone, (oxa)quinoli2idine, terpenoid indolizidine. ISOPR. Monotero. rare Sesouitem. . Ditero.. Sestertero. also degraded C>i Tritero.. POLYKET. macrolides, polyacetylenes, polycyclic (hydro)quinones, polyethers, (epidioxy)polyp ionates. ... 

Since the discovery of amphimedine by Schmitz and co-workers in 1983 [36], the polycyclic alkaloids based on the pyrido[, /]acridine skeleton have emerged as a well-defined class of marine metabolites, with significant biological activities, isolated from sponges and tunicates [37]. The less common group of sulfide pyridoacridines were only obtained from tunicates and they include the shermilamines, the varamines-lissoclins-diplamine group, and tintamine, another polycyclic alkaloid closely related to them. 

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