68236-11-3
Chemical Structure
6,8-Diprenylnaringenin
Synonym(s): Lonchocarpol A; Senegalensin
- CAS No.: 68236-11-3
- Formula:C25H28O5
- Molecular Weight:408.49
IUPAC Name: (S)-5,7-dihydroxy-2-(4-hydroxyphenyl)-6,8-bis(3-methylbut-2-en-1-yl)chroman-4-one
InChIKey: HCNLDGTUMBOHKT-NRFANRHFSA-N
SMILES: O=C1C[C@H](OC2=C(C(O)=C(C(O)=C12)C/C=C(C)\C)C/C=C(C)\C)C3=CC=C(C=C3)O
Biological Activity: 6,8-Diprenylnaringenin (Lonchocarpol A; Senegalensin), a hop prenylflavonoid, is a inhibitor of breast cancer resistance protein (BCRP/ABCG2). 6,8-Diprenylnaringenin inhibits ABCG2-mediated efflux of Mitoxantrone, and 3H-Methotrexate transport (IC50=0.41 μM) in HEK293 cells. 6,8-Diprenylnaringenin exhibits some estrogenicity, but its potency is less than 1% of that of 8-Prenylnaringenin[1][2].
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6,8-Diprenylnaringenin | 6,8-Diprenylnaringenin (Lonchocarpol A; Senegalensin), a hop prenylflavonoid, is a inhibitor of breast cancer resistance protein (BCRP/ABCG2). 6,8-Diprenylnaringenin inhibits ABCG2-mediated efflux of Mitoxantrone, and 3H-Methotrexate transport (IC50=0.41 μM) in HEK293 cells. 6,8-Diprenylnaringenin exhibits some estrogenicity, but its potency is less than 1% of that of 8-Prenylnaringenin. | |||||||||||||||||||||
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- [1]. Tan KW, et al. Hop-derived prenylflavonoids are substrates and inhibitors of the efflux transporter breast cancer resistance protein (BCRP/ABCG2). Mol Nutr Food Res. 2014 Nov;58(11):2099-110. [Content Brief]
- [2]. Milligan SR, et al. The endocrine activities of 8-prenylnaringenin and related hop (Humulus lupulus L.) flavonoids. J Clin Endocrinol Metab. 2000 Dec;85(12):4912-5. [Content Brief]
Keywords
