Molecule of the Week

Anthramycin

September 9, 2013

Anthramycin is a cytotoxic antineoplastic drug, more commonly referred to as a chemotherapeutic agent. In 1965, W. Leimgruber and co-workers at Hoffmann-La Roche isolated it from a strain of the bacterium Streptomyces refuineus. It was subsequently found in other Streptomyces spp.

L. H. Hurley and colleagues at the University of Kentucky and Purdue University elucidated the biosynthesis of anthramycin in 1975. They showed that its building blocks are the amino acids L-tryptophan, L-tyrosine, and L-methionine. Anthramycin and its analogues are rarely used for chemotherapy because of their cardiotoxicity.

Anthramycin should not be confused with the much more recently discovered anthracimycin, which W. Fenical and co-workers at the University of California, San Diego, and the Scripps Research Institute extracted from a marine bacterium. They found that anthracimycin is a potent killer of the anthrax bacterium and methicillin-resistant Staphylococcus aureus (MRSA).

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Rendering of the Molecule of the Week: Anthramycin