Polycyclic Amine Alkaloids (3-Alkylpiperidine Alkaloids) – Novel Marine Bioactive Compounds: Structure, Synthesis and Biochemical Aspects

摘要: Abstract Marine sponges have frequently afforded a wide variety of alkaloids. Polycyclic amines (3-alkylpiperidine alkaloids) are secondary metabolites that profusely found in Indo-Pacific sponges. These compounds contain complicated skeletons with several macrocyclic rings. One the first members these exclusively sponge-derived alkaloids is manzamine A, which was described independently by Higa 1986 and Nakamura 1987. This compound possesses an unusual pentacyclic diamine fused ring joined to C1 β-carboline moiety. Ingeniously, Baldwin Whitehead proposed hypothetical pathway for biosynthesis According this scheme formed condensation three different building blocks: ammonia, acrolein two equivalents ten carbon unsaturated dialdehyde. Several aspects route been supported discovery precursor called ircinal constituent Ircinia sp. Since then, more polycyclic whose rings lack methyl groups described. Retro-biogenetic analyses new related recent publications. studies outlined how seemingly varied frameworks such actually analogous. Evaluation biological properties literature demonstrates range activities. For example, manzamines ircinals shown possess antileukemic antibacterial activity; xestocyclamine A shows inhibition against enzyme Protein Kinase C, but cytotoxicity or other activities can also be found. novel structures, together their aspects, make family highly attractive target total chemical synthesis. approaches synthesis published, although its has not yet achieved. Likewise, years as papuamine, haliclonadiamine, saraine cyclostellamine C candidates