Total Synthesis of Splenocin B, a Potent Inhibitor of the Pro-Inflammatory Cytokine from Marine-Derived Streptomyces sp.

Abstract The first total synthesis of splenocin B (1), a new potent anti-inflammatory antimycin-class antibiotic, has been described. The synthesis of 1 has been accomplished in 8 linear steps, starting from commercially available N-Boc-L-threonine benzyl ester 4 and 3,4-dihydroxypentanoic acid derivative 2. Kita–Trost lactonization via an ethoxyvinyl ester intermediate was utilized for the construction of the 9-membered dilactone core.