Aurantiamine
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(−)-Aurantiamine is a blue fluorescence
metabolite In biochemistry, a metabolite is an intermediate or end product of metabolism. The term is usually used for small molecules. Metabolites have various functions, including fuel, structure, signaling, stimulatory and inhibitory effects on enzymes, c ...
produced by the fungus ''
Penicillium aurantiogriseum ''Penicillium aurantiogriseum'' is a plant pathogen infecting asparagus and strawberry. Chemical compounds isolated from ''Penicillium aurantiogriseum'' include anicequol and auranthine Auranthine is an antimicrobial chemical compound isolate ...
'', the most common fungi found in
cereal A cereal is any Poaceae, grass cultivated for the edible components of its grain (botanically, a type of fruit called a caryopsis), composed of the endosperm, Cereal germ, germ, and bran. Cereal Grain, grain crops are grown in greater quantit ...
s. (−)-Aurantiamine belongs to a class of naturally occurring 2,5-diketopiperazines featuring a dehydrohistidine residue that exhibit important biological activities, such as anti-cancer or neurotoxic effects. It is the isopropyl
analog Analog or analogue may refer to: Computing and electronics * Analog signal, in which information is encoded in a continuous variable ** Analog device, an apparatus that operates on analog signals *** Analog electronics, circuits which use analog ...
of the microtubule binding agent (−)- phenylahistin but is 40 times less active than the latter on
P388 The NCI-60 cancer cell line panel is a group of 60 human cancer cell lines used by the National Cancer Institute (NCI) for the screening of compounds to detect potential anticancer activity. Purpose The screening procedure is called the NCI- ...
cell proliferation Cell proliferation is the process by which ''a cell grows and divides to produce two daughter cells''. Cell proliferation leads to an exponential increase in cell number and is therefore a rapid mechanism of tissue growth. Cell proliferation re ...
. The total asymmetric synthesis of (−)-aurantiamine has been described.


References

{{Reflist Diketopiperazines Aurantiamine Imidazoles