Synthetic approaches toward the bengamide family of antitumor marine natural products. a review

摘要

The bengamide class of sponge-derived natural products has been studied for over 15 years.~(1-4) Bengamides contain unusual structural elements consisting of fused ketide and amino acid biosynthetic moieties that together impart antiparastic, antimicrobial, and cytotoxic activity. In 1986, Crews and coworkers disclosed the first examples of this class, bengamides A and B, as an easily separable mixture from a small sponge collection, subsequently identified as Jaspis cf. coriacea (family Coppatiidae, Order Choristida). The absolute stereochemistry of each of the six chiral sites in bengamides A and B was established from extensive spectroscopic studies and confirmed by total syntheses.