kaempferol-3-O-galactoside
kaempferol-3-O-galactoside Basic information
- Product Name:
- kaempferol-3-O-galactoside
- Synonyms:
-
- kaempferol-3-O-galactoside
- 2-(4-Hydroxyphenyl)-3-(β-D-galactopyranosyloxy)-5,7-dihydroxy-4H-1-benzopyran-4-one
- 3-(β-D-Galactopyranosyloxy)-5,7-dihydroxy-2-(4-hydroxyphenyl)-4H-1-benzopyran-4-one
- Kaempferol 3-galactopyranoside
- Kaempferol 3-galactoside
- Trifolin【glycoside】
- Trifolin
- kaempferol 3-O-beta-D-galactoside
- CAS:
- 23627-87-4
- MF:
- C21H20O11
- MW:
- 448.38
- EINECS:
- 200-258-5
- Mol File:
- 23627-87-4.mol
kaempferol-3-O-galactoside Chemical Properties
- Melting point:
- 245-246℃
- Boiling point:
- 823.2±65.0 °C(Predicted)
- Density
- 1.79±0.1 g/cm3 (20 ºC 760 Torr)
- storage temp.
- -20°C
- solubility
- Ethanol: soluble
- form
- A solid
- pka
- 6.20±0.40(Predicted)
- color
- Off-white to light yellow
kaempferol-3-O-galactoside Usage And Synthesis
Uses
Kaempferol 3-O-β-D-galactopyranoside (Trifolin) is an orally active flavonoid derivative that can be found in the aerial parts of Consolida oliverana. Kaempferol 3-O-β-D-galactopyranoside exhibits antitumor and cardioprotective effects[1][2][3].
Definition
ChEBI: A beta-D-galactoside compound with a 4',5,7-trihydroxychromen-3-yl group at the anomeric position.
in vivo
Kaempferol 3-O-β-D-galactopyranoside (0.1–10.0 mg/kg, p.o., once daily for 4 weeks) improves cardiac function and reduces cardiomyocyte apoptosis in Angiotensin II (AngII) (HY-13948)-induced hypertensive cardiac injury C57BL/6 mice model[3].
| Animal Model: | Angiotensin II (AngII) (HY-13948)-induced hypertensive cardiac injury C57BL/6 mice model[3] |
| Dosage: | 0.1, 1.0, and 10.0 mg/kg |
| Administration: | Oral gavage (p.o.), once daily for 4 weeks |
| Result: | Improved left ventricular ejection fraction (LVEF) and fractional shortening (LVFS). Alleviated inflammatory cell infiltration and pathological damage in cardiac tissue. Reduced cardiomyocyte apoptosis and regulated Bax, Bcl-2, and cleaved caspase-3 protein expression |
References
[1] da Silva I, et al. Structure determination of monohydrated trifolin (kaempferol 3-O-β-D-galactopyranoside) from laboratory powder diffraction data. J Pharm Sci. 2011;100(4):1588-1593. DOI:10.1002/jps.22379
[2] Kim MJ, et al. Trifolin induces apoptosis via extrinsic and intrinsic pathways in the NCI-H460 human non-small cell lung-cancer cell line. Phytomedicine. 2016 Sep 15;23(10):998-1004. DOI:10.1016/j.phymed.2016.05.009
[3] Zhang F, et al. Trifolin Attenuates Hypertension-Mediated Cardiac Injury by Inhibiting Cardiomyocyte Apoptosis: Mechanistic Insights and Therapeutic Potential. Eur J Pharmacol. 2024 Nov 9:177125. DOI:10.1016/j.ejphar.2024.177125
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