89886-30-6
Chemical Structure
4,5-Di-O-caffeoylquinic acid
Synonym(s): 4,5-di-O-CQA
- CAS No.: 89886-30-6
- Formula:C25H24O12
- Molecular Weight:516.45
IUPAC Name: (R)-2-(acetylthio)-3-phenylpropanoic acid
InChIKey: UFCLZKMFXSILNL-RVXRWRFUSA-N
SMILES: O=C(/C=C/C1=CC(O)=C(O)C=C1)O[C@H]2[C@@H](C[C@@](C[C@H]2OC(/C=C/C3=CC=C(C(O)=C3)O)=O)(C(O)=O)O)O
Biological Activity: 4,5-Di-O-caffeoylquinic acid (4,5-di-O-CQA) is a natural product with multiple activities including anti-inflammatory, antioxidant, and antibacterial properties. 4,5-Di-O-caffeoylquinic acid induces intracellular Ca2+ influx, and inhibits hypoxia-induced COX-2 expression and cell migration via the TRPV1-mediated pathway. 4,5-Di-O-caffeoylquinic acid scavenges DPPH free radicals, inhibits Cu2+-mediated LDL oxidation, and reduces the production of TBARS. 4,5-Di-O-caffeoylquinic acid promotes intracellular ATP production, inhibits Aβ42 aggregation and β-sheet conversion, and protects neuroblastoma cells. 4,5-Di-O-caffeoylquinic acid inhibits the growth of Bacillus shigae. 4,5-Di-O-caffeoylquinic acid can be used in studies related to atherosclerosis, Alzheimer's disease, and bacterial infections[1][2][3][4][5].
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4,5-Di-O-caffeoylquinic acid | 98% | 4,5-Di-O-caffeoylquinic acid (4,5-di-O-CQA) is a natural product with multiple activities including anti-inflammatory, antioxidant, and antibacterial properties. 4,5-Di-O-caffeoylquinic acid induces intracellular Ca2+ influx, and inhibits hypoxia-induced COX-2 expression and cell migration via the TRPV1-mediated pathway. 4,5-Di-O-caffeoylquinic acid scavenges DPPH free radicals, inhibits Cu2+-mediated LDL oxidation, and reduces the production of TBARS. 4,5-Di-O-caffeoylquinic acid promotes intracellular ATP production, inhibits Aβ42 aggregation and β-sheet conversion, and protects neuroblastoma cells. 4,5-Di-O-caffeoylquinic acid inhibits the growth of Bacillus shigae. 4,5-Di-O-caffeoylquinic acid can be used in studies related to atherosclerosis, Alzheimer's disease, and bacterial infections. | ||||||||||||||||||||
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- [1]. Kim Y, et al. 4,5-Di-O-Caffeoylquinic Acid from Ligularia fischeri Suppresses Inflammatory Responses Through TRPV1 Activation. Phytother Res. 2017 Oct;31(10):1564-1570.
- [2]. Hung TM, et al. Antioxidant activity of caffeoyl quinic acid derivatives from the roots of Dipsacus asper Wall. Journal of ethnopharmacology. 2006 Nov 24;108(2):188-92.
- [3]. Miyamae Y, et al. Structure-activity relationship of caffeoylquinic acids on the accelerating activity on ATP production. Chemical & pharmaceutical bulletin. 2011;59(4):502-7.
- [4]. Miyamae Y, et al. Protective effects of caffeoylquinic acids on the aggregation and neurotoxicity of the 42-residue amyloid β-protein. Bioorganic & medicinal chemistry. 2012 Oct 01;20(19):5844-9.
- [5]. Han J, et al. Comparison of anti-bacterial activity of three types of di-O-caffeoylquinic acids in Lonicera japonica flowers based on microcalorimetry. Chinese journal of natural medicines. 2014 Feb;12(2):108-13. [Content Brief]
Keywords
