Barbigerone

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Barbigerone
200px
Names
IUPAC name
3-(2,4,5-Trimethoxyphenyl)-8,8-dimethyl-4H,8H-benzo[1,2-b :3,4-b ']dipyran-4-one
Other names
Barubigeron; 2′,4′,5′-trimethoxy-6″,6″-dimethylpyrano(2″,3″:7,8)isoflavone
Identifiers
75425-27-3 YesY=
ChemSpider 138031 YesY
Jmol 3D model Interactive image
MeSH C543999
PubChem 156793
  • InChI=1S/C23H22O6/c1-23(2)9-8-13-17(29-23)7-6-14-21(24)16(12-28-22(13)14)15-10-19(26-4)20(27-5)11-18(15)25-3/h6-12H,1-5H3 YesY
    Key: OBIUGMGQVQMVSK-UHFFFAOYSA-N YesY
  • InChI=1/C23H22O6/c1-23(2)9-8-13-17(29-23)7-6-14-21(24)16(12-28-22(13)14)15-10-19(26-4)20(27-5)11-18(15)25-3/h6-12H,1-5H3
    Key: OBIUGMGQVQMVSK-UHFFFAOYAE
  • O=C3C(=C/Oc2c1\C=C/C(Oc1ccc23)(C)C)\c4cc(OC)c(OC)cc4OC
Properties
C23H22O6
Molar mass 394 g/mol
Vapor pressure {{{value}}}
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
YesY verify (what is YesYN ?)
Infobox references

Barbigerone is one of a few pyranoisoflavones among several groups of isoflavones. It was first isolated from the seed of a leguminous plant Tephrosia barbigera; hence the name "barbigerone".[1] Members of the genus Millettia are now known to be rich in barbigerone, including M. dielsiena,[2] M. ferruginea,[3] M. usaramensis,[4] and M. pachycarpa.[5] It has also been isolated from the medicinal plant Sarcolobus globosus.[6] Barbigerone from S. globosus is validated to have significant antioxidant property.[7] Barbigerone exhibits profound antiplasmodial activity against the malarial parasite Plasmodium falciparum.[8] It is also demonstrated that it has anti-cancer potential as it causes apoptosis of murine lung-cancer cells.[9]

References

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External links

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