1,3-Dicaffeoylquinic acid (Synonyms: 1,5-DCQA, 1,3-Dicaffeoylquinic Acid) |
Catalog No.GC35037
One-Click Copy Product Info
|
1,3-Dicaffeoylquinic acid inhibits the 3' end processing, terminal connection, and disintegration process of HIV-1 integrase, with IC50 values of 0.35, 0.56, and 0.84μg/ml respectively.
Products are for research use only. Not for human use. We do not sell to patients.
Cas No.: 19870-46-3
Sample solution is provided at 25 µL, 10mM.
_1-3.$$$39978408@51.jpg');)
_1-9.$$$38538795@65.jpg');)
_1-9.$$$39112701@51.jpg');)
_1-7.$$$37316672@70.jpg');)
_366-372.$$$36198801@70.jpg');)
.$$$38565142@65.jpg');)
_1867-1883.$$$33248023@67.jpg');)
_eads6055.$$$39977546@45.jpg');)
_eadm9805.$$$40080571@45.jpg');)
_eadj3020.$$$39666821@45.jpg');)
_1-20.$$$39757301@28.jpg');)
_1-24.$$$38898113@28.jpg');)
_273-287.$$$36806353@46.jpg');)
_1-16.$$$37156877@44.jpg');)
_1-19.$$$37460805@44.jpg');)
_1291-1307.$$$34518654@46.jpg');)
1,3-Dicaffeoylquinic acid inhibits the 3' end processing, terminal connection, and disintegration process of HIV-1 integrase, with IC50 values of 0.35, 0.56, and 0.84μg/ml respectively [1]. 1,3-Dicaffeoylquinic acid is a type of phenolic compound found in artichokes [2]. 1,3-Dicaffeoylquinic acid possesses antioxidant activity and is a free radical scavenger [3].
In vitro, 1,3-Dicaffeoylquinic acid (0.25-1μM; 30min) reduces the free radical levels released by human polymorphonuclear cells (PMNs) stimulated by the chemokine N-formyl-Met-Leu-Phe in a dose-dependent manner [4]. 1,3-Dicaffeoylquinic acid (0, 5, 10, 50, 100, and 500μM; 2h) pretreatment increases the cell viability of rat primary cortical neurons stimulated by amyloid β1-42 (Aβ42) in a concentration-dependent manner, activates Trk A and PI3K/Akt and Erkl/2 pathways, inhibits GSK3β and regulates Bcl-2/Bax expression [5].
In vivo, local administration of 1,3-Dicaffeoylquinic acid (5-500μg/mL; 5μL; 7 days) dose-dependently reduces corneal epithelial defects in dry eye disease (DED) model mice and increases tear production, while inhibiting inflammatory cytokines and T cell infiltration in the ocular surface and lacrimal glands [6]. In the forced swimming test and tail suspension test, treatment with 1,3-Dicaffeoylquinic acid (30mg/kg/day; 5 days; p.o.) significantly improves depressive-like behavior in ovariectomized (OVX) model mice [7].
References:
[1] Robinson, W.E., Jr., Cordeiro, M., Abdel-Malek, S., et al. Dicaffeoylquinic acid inhibitors of human immunodeficiency virus integrase: Inhibition of the core catalytic domain of human immunodeficiency virus integrase. Mol. Pharmacol. 50(4), 846-855 (1996).
[2] Jun N J, Jang K C, Kim S C, et al. Radical scavenging activity and content of cynarin (1, 3-dicaffeoylquinic acid) in Artichoke (Cynara scolymus L.)[J]. Journal of applied biological chemistry, 2007, 50(4): 244-248.
[3] Danino O, Gottlieb H E, Grossman S, et al. Antioxidant activity of 1, 3-dicaffeoylquinic acid isolated from Inula viscosa[J]. Food research international, 2009, 42(9): 1273-1280.
[4] Heilmann, J., Merfort, I., and Weiss, M.Radical scavenger activity of different 3',4'-dihydroxyflavonols and 1,5-dicaffeoylquinic acid studied by inhibition of chemiluminescencePlanta Med.61(5)435-438(1995).
[5] Xiao HB, Cao X, Wang L, et al. 1,5-dicaffeoylquinic acid protects primary neurons from amyloid β 1-42-induced apoptosis via PI3K/Akt signaling pathway. Chin Med J (Engl). 2011;124(17):2628-2635.
[6] Yoon CH, Jang HJ, Ryu JS, et al. 1,5-Dicaffeoylquinic acid from Pseudognaphalium affine ameliorates dry eye disease via suppression of inflammation and protection of the ocular surface. Ocul Surf. 2023;29:469-479.
[7] Lim D W, Kim M, Yoon M, et al. 1, 3-Dicaffeoylquinic acid as an active compound of Arctium lappa root extract ameliorates depressive-like behavior by regulating hippocampal nitric oxide synthesis in ovariectomized mice[J]. Antioxidants, 2021, 10(8): 1281.
| Cell experiment [1]: | |
Cell lines | Neurons cells |
Preparation Method | Neurons were grown in a 96-well plate (approximate 5x104 cells/ml). Cells were first treated with several concentrations of Aβ42 (0, 5, 10, 20, 40, and 80μM) for 6 hours to explore the appropriate toxic concentration. In another part of the experiment, to observe the protective effect of 1,3-Dicaffeoylquinic acid, the neurons were pretreated with several concentrations of 1,3-Dicaffeoylquinic acid (0, 5, 10, 50, 100, and 500μM) alone for 2 hours and then co-treated with 40μM Aβ42 for 6 hours and washed carefully several times with phosphate-buffered saline (PBS). The cell viability was determined using the CCK-8 method. |
Reaction Conditions | 0, 5, 10, 50, 100 and 500μM; 2h |
Applications | 1,3-Dicaffeoylquinic acid pretreatment increased the cell viability of rat primary cortical neurons stimulated by Aβ42 in a concentration-dependent manner. |
| Animal experiment [2]: | |
Animal models | C57BL/6N mice (Ovariectomy) |
Preparation Method | After the 1-week acclimatization period, female C57BL/6N mice were anesthetized with 2% isoflurane. Both ovaries were ovariectomized (OVX) via small bilateral dorsal flank incisions and subsequent removal of ovaries at 6 weeks of age. OVX mice were divided into four groups (n = 8 mice per group) as follows: (1) Group 1, OVX animals receiving 0.9% saline (p.o.) and vehicle (i.p.); (2) Group 2, OVX animals receiving 1,3-Dicaffeoylquinic acid 30mg/day (p.o.) and vehicle (i.p.); (3) Group 3, OVX animals receiving 0.9% saline (p.o.) and 7-NI (selective nNOS inhibitor, i.p.); (4) Group 4, OVX animals receiving 1,3-Dicaffeoylquinic acid 30mg/day (p.o.) and 7-NI (i.p.). The OVX mice were administered i.p. injection of 7-NI (50mg/kg) once daily for 5 days, while those in the untreated 7-NI groups were injected with an equal volume of vehicle (0.9% saline with 1% DMSO and 1% Tween 80). On day 5, behavior analysis was initiated 1h after treatment was administered. |
Dosage form | 30mg/kg/day; 5 days; p.o. |
Applications | In the forced swimming test and tail suspension test, 1,3-Dicaffeoylquinic acid treatment significantly improved the depressive-like behaviors in mice induced by OVX. |
References: | |
| Cas No. | 19870-46-3 | SDF | |
| Synonyms | 1,5-DCQA, 1,3-Dicaffeoylquinic Acid | ||
| Canonical SMILES | O=C([C@@]1(OC(/C=C/C2=CC=C(O)C(O)=C2)=O)C[C@@H](OC(/C=C/C3=CC=C(O)C(O)=C3)=O)[C@H](O)[C@H](O)C1)O | ||
| Formula | C25H24O12 | M.Wt | 516.45 |
| Solubility | DMSO: 100 mg/mL (193.63 mM) | Storage | Store at -20°C, protect from light |
| General tips | Please select the appropriate solvent to prepare the stock solution according to the
solubility of the product in different solvents; once the solution is prepared, please store it in
separate packages to avoid product failure caused by repeated freezing and thawing.Storage method
and period of the stock solution: When stored at -80°C, please use it within 6 months; when stored
at -20°C, please use it within 1 month. To increase solubility, heat the tube to 37°C and then oscillate in an ultrasonic bath for some time. |
||
| Shipping Condition | Evaluation sample solution: shipped with blue ice. All other sizes available: with RT, or with Blue Ice upon request. | ||
| Prepare stock solution | |||
|
1 mg | 5 mg | 10 mg |
| 1 mM | 1.9363 mL | 9.6815 mL | 19.363 mL |
| 5 mM | 387.3 μL | 1.9363 mL | 3.8726 mL |
| 10 mM | 193.6 μL | 968.1 μL | 1.9363 mL |
Step 1: Enter information below (Recommended: An additional animal making an allowance for loss during the experiment)
g
μL
Step 2: Enter the in vivo formulation (This is only the calculator, not formulation. Please contact us first if there is no in vivo formulation at the solubility Section.)
Calculation results:
Working concentration: mg/ml;
Method for preparing DMSO master liquid: mg drug pre-dissolved in μL DMSO ( Master liquid concentration mg/mL, Please contact us first if the concentration exceeds the DMSO solubility of the batch of drug. )
Method for preparing in vivo formulation: Take μL DMSO master liquid, next addμL PEG300, mix and clarify, next addμL Tween 80, mix and clarify, next add μL saline, mix and clarify.
Method for preparing in vivo formulation: Take μL DMSO master liquid, next add μL Corn oil, mix and clarify.
Note: 1. Please make sure the liquid is clear before adding the next solvent.
2. Be sure to add the solvent(s) in order. You must ensure that the solution obtained, in the previous addition, is a clear solution before proceeding to add the next solvent. Physical methods such as vortex, ultrasound or hot water bath can be used to aid dissolving.
3. All of the above co-solvents are available for purchase on the GlpBio website.
Quality Control & SDS
- View current batch:
- Purity: >98.50% Appearance: A solid
- COA (Certificate of Analysis)
- SDS (Safety Data Sheet)
- Datasheet
Average Rating: 5 (Based on Reviews and 13 reference(s) in Google Scholar.)