Pyridine and Piperidine Alkaloids

Niphatynes A (418) and B (419) are pyridine derivatives with alkyne and methoxylamine functionalities isolated from the Fijian sponge Niphates sp. (344). Niphatyne A (418) exhibits cytotoxic activity. Theonelladins A-D (420-423) are other pyridine alkaloids obtained from the Okinawan sponge Theonella swinhoei and exhibit antineoplastic activity (345). These 

E (431) and F (432), were isolated from the Palau sponge Rertiera sp. (353). The structures of renieramycins A-D previously found in a sponge of the same genus (354) were reassigned to 433-436, in which the stereochemistry is identical with that of saframycins, metabolites of Streptomyces sp. whose structures were based on X-ray analysis (355). 

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Fodor, G.B. and Colasanti, B. (1985). The pyridine and piperidine alkaloids chemistry and pharmacology, in Pelletier S., Ed., Alkaloids chemical and biological perspectives, Vol. 3, John Wiley and Sons, New York, pp. 3-91. 

Schneider MJ (1996) Pyridine and piperidine alkaloids an update. Alkaloids, Chemical and Biological Perspectives (ed Pelletier SW) Vol 10. Elsevier, Amsterdam, pp 155-299. 

The intent of this chapter is to provide an update of pyridine and piperidine alkaloid literature since this topic was last covered in Volume 3 of this series [1], The approximate time period covered by this review is 1984-1994. Due to the wealth of information available, this review had to be somewhat selective. For example, with the exception of a few selected pyridine monoterpenes, alkaloids containing a pyridine or piperidine ring fused to another ring system were excluded. The focus of this review is placed on describing new compounds isolated, biosynthesis, and biological properties. Synthesis has not been emphasized in most cases reference is made to only the most recent syntheses. 

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