Pterocarpan
Encyclopedia
Pterocarpans are derivatives of isoflavonoid
Isoflavonoid
Isoflavonoids are a class of flavonoid polyphenolic compounds. They are biologically active compounds, such as phytoestrogens, produced by pea family plants.Isoflavonoids are derived from the flavonoid biosynthesis pathway via liquiritigenin or naringenin....

s found in the Fabaceae
Fabaceae
The Fabaceae or Leguminosae, commonly known as the legume, pea, or bean family, is a large and economically important family of flowering plants. The group is the third largest land plant family, behind only the Orchidaceae and Asteraceae, with 730 genera and over 19,400 species...

 family. It is a group of compounds which can be described as benzo-pyrano-furano-benzenes (i.e. 6H-[1]benzofuro[3,2-c]chromene skeleton) which can be formed by coupling of the B ring to the 4-one position.

2'-hydroxyisoflavone reductase
2'-hydroxyisoflavone reductase
In enzymology, a 2'-hydroxyisoflavone reductase is an enzyme that catalyzes the chemical reactionThus, the two substrates of this enzyme are vestitone and NADP+, whereas its 3 products are 2'-hydroxyformononetin, NADPH, and H+....

 is the enzyme responsible for the conversion in Cicer arietinum and glyceollin synthase
Glyceollin synthase
In enzymology, a glyceollin synthase is an enzyme that catalyzes the last committed step in glyceollin biosynthesis. This enzyme has been classified as a cytochrome dependent monooxygenase...

 for the production of glyceollin
Glyceollin
Glyceollins are a family of prenylated pterocarpan found in ineffective types of nodule in soybean in response to symbiotic infection. They are phytoalexins with an antiestrogenic activity.Molecules found in the family are :* Glyceollin I* Glyceollin II...

s, phytoalexin
Phytoalexin
Phytoalexins are antimicrobial substances synthesized de novo by plants that accumulate rapidly at areas of incompatible pathogen infection. They are broad spectrum inhibitors and are chemically diverse with different types characteristic of particular plant species...

s in soybean
Soybean
The soybean or soya bean is a species of legume native to East Asia, widely grown for its edible bean which has numerous uses...

.

Known compounds

  • Bitucarpin A and B, isolated from the aerial parts of Mediterranean plants Bituminaria morisiana
    Bituminaria morisiana
    Bituminaria morisiana is a perennial Mediterranean herb species in the genus Bituminaria.The pterocarpans bitucarpin A and B can be isolated from the aerial parts of B...

    and Bituminaria bituminosa
    Bituminaria bituminosa
    Bituminaria bituminosa, the Arabian pea or pitch trefoil, is a perennial Mediterranean herb species in the genus Bituminaria.The pterocarpans bitucarpin A and B can be isolated from the aerial parts of B...

  • Erybraedin A and B, isolated from the stems of Erythrina subumbrans
    Erythrina subumbrans
    Erythrina subumbrans is a flowering plant species in the genus Erythrina.The pterocarpans phaseolin, erybraedins A and B are found in the stems of E. subumbrans.- External links :* *...

    and C, isolated from the leaves of Bituminaria morisiana
    Bituminaria morisiana
    Bituminaria morisiana is a perennial Mediterranean herb species in the genus Bituminaria.The pterocarpans bitucarpin A and B can be isolated from the aerial parts of B...

  • Erythrabyssin II, erystagallin A, erythrabissin-1, and erycristagallin isolated from the stems of Erythrina subumbrans
    Erythrina subumbrans
    Erythrina subumbrans is a flowering plant species in the genus Erythrina.The pterocarpans phaseolin, erybraedins A and B are found in the stems of E. subumbrans.- External links :* *...

  • Glycinol
    Glycinol (pterocarpan)
    Glycinol is a pterocarpan, a type of natural phenol. It is a phytoalexin found in the soybean . It is formed by the cyclisation of daidzein...

    , glyceollidin I and II, glyceollin
    Glyceollin
    Glyceollins are a family of prenylated pterocarpan found in ineffective types of nodule in soybean in response to symbiotic infection. They are phytoalexins with an antiestrogenic activity.Molecules found in the family are :* Glyceollin I* Glyceollin II...

    s (glyceollin I
    Glyceollin I
    Glyceollin I is a glyceollin, a type of prenylated pterocarpan. It is a phytoalexin found in the soybean.Glyceollin synthase is an enzyme responsible for the production of glyceollin...

    , II, III
    Glyceollin III
    Glyceollin III is a glyceollin, a type of pterocarpan, found in the soybean . It has an antiestrogenic effect. In soil, it has an antifungal activity against Aspergillus sojae....

     and IV), found in the soybean
    Soybean
    The soybean or soya bean is a species of legume native to East Asia, widely grown for its edible bean which has numerous uses...

     (Glycine max)
  • Glycyrrhizol A, isolated from the root of the Chinese licorice plant (Glycyrrhiza uralensis)
  • Maackiain, isolated from the roots of Maackia amurensis subsp. Buergeri
  • Medicarpin
    Medicarpin
    Medicarpin is a pterocarpan, a derivative of isoflavonoids, found in Medicago truncatula.The root nodule formation by Sinorhizobium meliloti is apparently dependent on the flavonoids pathway.-Metabolism:...

    , found in Medicago truncatula
    Medicago truncatula
    Medicago truncatula is a small legume native to the Mediterranean region that is used in genomic research. It is a low-growing, clover-like plant 10–60 cm tall with trifoliate leaves. Each leaflet is rounded, 1–2 cm long, often with a dark spot in the center...

  • Morisianine, isolated from the seeds of Bituminaria morisiana
    Bituminaria morisiana
    Bituminaria morisiana is a perennial Mediterranean herb species in the genus Bituminaria.The pterocarpans bitucarpin A and B can be isolated from the aerial parts of B...

  • Orientanol A, isolated from the wood of Erythrina orientalis
    Erythrina orientalis
    Erythrina orientalis is a plant species in the genus Erythrina.The pterocarpan orientanol A can be isolated from the wood of E. orientalis. The pterocarpans orientanol B and C, folitenol and erythrabyssin II, the pterocarpene erycristagallin and the prenylated isoflavone bidwillol A can be isolated...

  • Phaseolin
    Phaseolin (pterocarpan)
    Phaseolin is a prenylated pterocarpan found in French bean seeds and in the stems of Erythrina subumbrans....

    , found in French bean seeds
  • Pisatin, found in Pisum sativum
  • Striatine, isolated from aerial parts of Mundulea striata
    Mundulea striata
    Mundulea striata is a plant species in the genus Mundulea.The pterocarpan striatine can be isolated from aerial parts of M. striata-References:*...

  • Trifolirhizin, found in Sophora flavescens
    Sophora flavescens
    Sophora flavescens is a species of plant in the genus Sophora. Ku shen or kushenin is a typical traditional Chinese medicine that is found in this plant...


External links

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