✍ Scribed by Marc Nazaré; Herbert Waldmann
No coin nor oath required. For personal study only.
A key event in the humoral response to inflammation, tissue injury, and infection is the transport of leukocytes to the site of injury. It is facilitated by adhesion of the leukocytes to endothelial cells and their subsequent transmigration from the bloodstream through the wall of the blood vessel and the surrounding tissue. [1] Over-recruitment of these blood cells can result in the establishment of various diseases and disorders ranging from chronic autoimmune diseases to acute inflammation. Intervention of leukocyte recruitment by inhibiting their adhesion to endothelial cells is considered to be a new strategy for the development of antiinflammatory agents. This approach may offer entirely new and alternative opportunities for the treatment of, for example, reperfusion injuries, strokes, asthma, and arthritis. Thus, the development of peptide and carbohydrate derivatives as inhibitors of the selectin/sialyl Lewis X interaction has attracted considerable interest. [2] However, non-peptide and non-carbohydrate natural products have not been investigated so far.
Cyclamenol A (1) (Scheme 1), a macrocyclic polyene lactam isolated from Streptomyces spec. MHW 846 by chem-NH HO O NHBoc O O OH O EtOOC P(OMe) 2 O NHBoc HO
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