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| Names | |
|---|---|
| Preferred IUPAC name 3-(4-Hydroxyphenyl)-1-(2,4,6-trihydroxyphenyl)propan-1-one | |
| Other names Dihydronaringenin Phloretol | |
| Identifiers | |
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3D model (JSmol) | |
| ChEBI | |
| ChemSpider |
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| ECHA InfoCard | 100.000.444 |
| KEGG |
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| UNII | |
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| Properties | |
| C15H14O5 | |
| Molar mass | 274.272 g·mol−1 |
Except where otherwise noted, data are given for materials in theirstandard state (at 25 °C [77 °F], 100 kPa). | |
Phloretin is adihydrochalcone, a type of natural phenol. It can be found in apple tree leaves[1] and theManchurian apricot.[2]
In rats, ingestedphlorizin is converted into phloretin by hydrolytic enzymes in the small intestine.[3][4]Phloretin hydrolase hydrolyses phloretin intophloretic acid andphloroglucinol.
In an animal model, phloretin inhibitedactive transport of glucose into cells bySGLT1 andSGLT2, though the inhibition is weaker than by itsglycosidephlorizin.[5] An important effect of this is the inhibition of glucose absorption by the small intestine[4] and the inhibition ofrenal glucose reabsorption.[3] Phloretin also inhibits a variety ofurea transporters.[6][7] It induces urea loss anddiuresis when coupled with high protein diets. Phloretin has been found to inhibit weight gain and improve metabolic homeostasis in mice fed with high-fat diet.[8] Phloretin inhibitsaquaporin 9 (AQP9) on mousehepatocytes.[9]
Phloretin functionalized gold-nanoparticles (Pht-GNPs) were synthesized using a single-step synthesis method and tested for its anticancer activity. Pht-GNPs showed significant cancer cell toxicities compared to free phloretin.[10]
Dihydrochalcones and theirglycosides | |
|---|---|
| Dihydrochalcones: | |
| Dihydrochalconeglycosides: | |
