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Concept
Genistein
Summary
Genistein (C15H10O5) is a naturally occurring compound that structurally belongs to a class of compounds known as isoflavones. It is described as an angiogenesis inhibitor and a phytoestrogen.
It was first isolated in 1899 from the dyer's broom, Genista tinctoria; hence, the chemical name. The compound structure was established in 1926, when it was found to be identical with that of prunetol. It was chemically synthesized in 1928. It has been shown to be the primary secondary metabolite of the Trifolium species and Glycine max.
Isoflavones such as genistein and daidzein are found in a number of plants including lupin, fava beans, soybeans, kudzu, and psoralea being the primary food source, also in the medicinal plants, Flemingia vestita and F. macrophylla, and coffee. It can also be found in Maackia amurensis cell cultures.
Besides functioning as an antioxidant and anthelmintic, many isoflavones have been shown to interact with animal and human estrogen receptors, causing effects in the body similar to those caused by the hormone estrogen. Isoflavones also produce non-hormonal effects.
Genistein influences multiple biochemical functions in living cells:
full agonist of ERβ (EC50 = 7.62 nM) and, to a much lesser extent (~20-fold), full agonist or partial agonist of ERα
agonist of G protein-coupled estrogen receptor (affinity of 133 nM)
activation of peroxisome proliferator-activated receptors (PPARs)
inhibition of several tyrosine kinases
inhibition of topoisomerase
inhibition of AAAD
direct antioxidation with some pro oxidative features
activation of Nrf2 antioxidative response
stimulation of autophagy
inhibition of the mammalian hexose transporter GLUT1
contraction of several types of smooth muscles
modulation of CFTR channel, potentiating its opening at low concentration and inhibiting it a higher doses.
inhibition of cytosine methylation
inhibition of DNA methyltransferase
inhibition of the glycine receptor
inhibition of the nicotinic acetylcholine receptor
Isoflavones genistein and daidzein bind to and transactivate all three PPAR isoforms, α, δ, and γ.
Official source
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Ontological neighbourhood
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