Total Synthesis Blog

Louisianins are group of pyridine-containing alkaloids isolated from Streptomyces sp. which exhibits many important biological activities (for example anticancer and so on). The structures of Louisianins C and D are shown below:

Ortho strategy has been chosen to construct such trisubstituted pyridines. 4-substituted pyridine seems to be a good starting material in such strategy. Let’s see strategic disconnection in retrosynthetic plan:

Total synthesis should be quick.

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This sunday, very simple target molecule – aplysamine 6 which shows inhibition aganist isopropenylcysteine carboxy methyl transferase (Icmt), which is important in oncogenesis. The structure of aplysamine 6 is drawn below:

Let me add that aplysamine 6 is a natural product (of course) isolated from sponge Pseudoceratina sp.

Well, that’s not very complex target and the retrosynthesis and also total synthesis should be quite easy. My idea to disconnect this stuff is something like that:

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