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Figure 1.7 Barans retrosynthesis of (±)-palau’amine (1.22).
The synthesis, which proceeded in 25 steps from commercially available starting
material, was a six-year endeavor. The total synthesis of (±)-palau’amine (1.22) confirmed
the revised structure. Furthermore, it was a testament to how the structural complexity that is
offered by marine natural products forces synthetic organic chemistry to evolve. 32
1.3 Translating a Drug-Lead Into a Drug by Structure Activity Relationship (SAR)
Studies
Constructing bioactive marine natural products can be a synthetic challenge. Often,
the complexity of the target compound is such that producing the quantities necessary for
clinical trials, let alone clinical use, is not feasible. SAR studies are used in an attempt to
simplify the structure, yet maintain the biological activity of the lead compound. The
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