Kolaflavanone

Kolaflavanone is a biflavonoid isolated from the seeds of Garcinia kola. It has been reported to exhibit antioxidant, neuroprotective, antidiabetic, and reproductive protective effects in experimental models.

Kolaflavanone

Identifiers
IUPAC name (2R,3R)-8-[(2S,3R)-5,7-dihydroxy-2-(4-hydroxyphenyl)-4-oxo-2,3-dihydrochromen-3-yl]-3,5,7-trihydroxy-2-(3-hydroxy-4-methoxyphenyl)-2,3-dihydrochromen-4-one
CAS Number	68705-66-8 97560-11-7
PubChem CID	155169
ChemSpider	136697
UNII	VY4E467596
KEGG	C09761
ChEBI	CHEBI:28521
ChEMBL	ChEMBL4794351
Chemical and physical data
Formula	C31H24O12
Molar mass	588.521 g·mol−1
3D model (JSmol)	Interactive image
SMILES COC1=C(C=C(C=C1)[C@@H]2[C@H](C(=O)C3=C(C=C(C(=C3O2)[C@@H]4[C@H](OC5=CC(=CC(=C5C4=O)O)O)C6=CC=C(C=C6)O)O)O)O)O COC1=C(C=C(C=C1)[C@@H]2[C@H](C(=O)C3=C(C=C(C(=C3O2)[C@@H]4[C@H](OC5=CC(=CC(=C5C4=O)O)O)C6=CC=C(C=C6)O)O)O)O)O
InChI InChI=1S/C31H24O12/c1-41-20-7-4-13(8-16(20)34)30-28(40)27(39)24-19(37)11-18(36)23(31(24)43-30)25-26(38)22-17(35)9-15(33)10-21(22)42-29(25)12-2-5-14(32)6-3-12/h2-11,25,28-30,32-37,40H,1H3/t25-,28-,29+,30+/m0/s1 Key:GJWXCPDVDRIBKP-CNTBMXMRSA-N

It shows antioxidant activity, including protection against gamma-radiation in animal models. Studies in Drosophila melanogaster suggest potential anti-Parkinson effects as well as increased longevity.^[1]

Kolaflavanone (as part of the biflavonoid fraction kolaviron) has also been investigated for protective effects against reproductive toxicity. Findings from animal studies suggest amelioration of chemically or radiation-induced reproductive damage, although vitamin E has shown similar protective effects.^[2][3][4] In vitro studies indicate that kolaflavanone may protect neuronal cell lines from toxic insults induced by the herbicide atrazine, a known endocrine-disrupting chemical.^[5][6] Kolaflavanone has further been reported to exert antidiabetic effects in experimental models.^[7]

Extraction methods for biflavonoids from Garcinia kola seeds, including kolaflavanone, have been described in patent literature.^[8]