Fumagillin

• (2E,4E,6E,8E)-Deca-2,4,6,8-tetraenedisäuremono-{(3R,4S,5S,6R)-5-methoxy-4-[(2R,3R)-2-methyl-3-(3-methylbut-2-enyl)oxiranyl]-1-oxaspiro[2.5]oct-6-yl}ester (IUPAC)
• Fumagillinum (Latin )

P01AX10

Light yellow needles

189-194 ° C

Attention

• 2000 mg · kg -1 ( LD50, mouse, oral)
• 800 mg · kg -1 ( LD50, mouse, s.c )

Template: Infobox chemical / molecular formula search available

Fumagillin is a complex biomolecule. In nature, it comes in Aspergillus fumigatus ago.

Application

In North America it is approved in various forms and is used for microsporidiosis. Topical application can be done at mikrosporidialer keratoconjunctivitis. In Nosemose it is mixed in sugar syrup.

Effects against malaria, amoebas, Leishmania and trypanosomes and against neovascularization are detected and are currently under further investigation.

Effectiveness

Fumagillin binds via the spiroepoxide irreversibly to a histidine methionine aminopeptidases ( MetAP ), which shortens newly synthesized proteins to the start codon corresponding N -terminal methionine residue. Since this step for the biosynthesis of functional proteins is essential organisms die with only one subtype of MetAP. For this reason, MetAP inhibitors and thus also explores fumagillin and its derivatives, among others, as potential antibiotics. It was further observed that fumagillin in the man who has 2 MetAP subtypes angioneogenesis inhibits what has led to that fumagillin and its derivatives have been studied as drugs in cancer therapy or be.

Side effects

Since weight loss was observed, being researched derivatives. In clinical studies it has been shown that fumagillin as a drug for cancer therapy, is unsuitable because of its high neurotoxicity, which has led to the development of numerous synthetic and semi- synthetic derivatives.

Trade names

• Amebacillin, Fumagilin, Fumidil B