Divergent Total Synthesis of the Antimitotic Agent Leiodermatolide

Divergent total synthesis of the antimitotic agent leiodermatolide.

Total Synthesis of the Antimitotic Marine Macrolide (−)-Leiodermatolide**

Leiodermatolide is an antimitotic macrolide isolated from the marine sponge Leiodermatium sp. whose potentially novel tubulin-targeting mechanism of action makes it an exciting lead for anticancer drug discovery. In pursuit of a sustainable supply, we report a highly stereocontrolled total synthesis (3.2% yield) based on a convergent sequence of palladium-mediated fragment assembly and macrolac...

comparison of catalytic activity of heteropoly compounds in the synthesis of bis(indolyl)alkanes.

heteropoly acids (hpa) and their salts have advantages as catalysts which make them both economically and environmentally attractive, strong br?nsted acidity, exhibiting fast reversible multi-electron redox transformations under rather mild conditions, very high solubility in polar solvents, fairly high thermal stability in the solid states, and efficient oxidizing ability, so that they are imp...

Divergent total synthesis of indoxamycins A, C, and F.

As a novel class of polyketides, indoxamycins A–F were isolated in 2009 by Sato et al. from saline cultures of marinederived actinomycetes. Within this family, indoxamycins A and F have exhibited promising growth-inhibition activity against HT-29 tumor cell lines (IC50= 0.59 mm and 0.31 mm, respectively), thus achieving levels of activity similar to that of mitomycin (IC50= 0.66 mm). The absolu...

Total synthesis of the potent microtubule-stabilizing agent (+)-discodermolide.

The total synthesis of the potent microtubule-stabilizing, antimitotic agent (+)-discodermolide is described. The convergent synthetic strategy takes advantage of the diastereoselective alkylation of a ketone enolate to establish the key C15-C16 bond. The synthesis is amenable to preparation of gram-scale quantities of (+)-discodermolide and analogues.