Structure of Taxifolin
CAS No.: 480-18-2
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The BI-3802 was designed by Boehringer Ingelheim and could be obtained free of charge through the Boehringer Ingelheim open innovation portal opnMe.com, associated with its negative control.
Taxifolin ((+)-Dihydroquercetin) shows significant anti-tyrosinase activity and inhibits collagenase with an IC50 of 193.3 μM. It is a notable natural compound with antifibrotic activity and serves as a free radical scavenger with antioxidant properties.
Synonyms: (+)-Dihydroquercetin; Dihydroquercetin; Catechin hydrate
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Tuba Unver ;
Abstract: Aim: Taxifolin (dihydroquercetin) is a natural bioactive flavonoid with antifungal, antiviral, antibacterial, antioxidant, and anti-inflammatory properties, and is a valuable compound in the medical, pharmaceutical, and food industries. This study aims to determine the Minimum Inhibitory Concentration (MIC) of pure taxifolin (99.25%) against pathogenic and opportunistic microorganisms. Materials and Methods: The antibacterial and antifungal activities of taxifolin against two Gram-positive (E. aerogenes, S. aureus), three Gram-negative (P. aeruginosa, K. pneumonia and E. coli), and four yeast strains (C. krusei, C. glabrata, C. tropicalis and C. albicans) was determined using agar and broth microdilution methods. Results: The MIC value for tested Gram-positive bacteria is 1 mg/mL, which is 2 mg/ml for Gram-negative bacteria. At the same time, the MIC value was 8 mg/mL for all Candida species tested except C. glabrata (MIC: 4 mg/mL). Conclusion: In conclusion, it was determined that the antibacterial property of taxifolin was more pronounced than its antifungal properties. Taxifolin is a natural compound with high medical and pharmacological value. This study proved the effectiveness of pure taxifolin as a pharmacotherapeutic agent on pathogenic and opportunistic microorganisms. The preliminary data collected in this study should be further supported, and in vivo and bioavailability studies should be detailed in future studies.
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Keywords: Taxifolin ; Dihydroquercetin ; Antibacterial activity ; Antifungal activity ; Pharmaceutical agent ; Antimicrobials
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CAS No. : | 480-18-2 |
Formula : | C15H12O7 |
M.W : | 304.25 |
SMILES Code : | O=C1[C@H](O)[C@@H](C2=CC=C(O)C(O)=C2)OC3=C1C(O)=CC(O)=C3 |
Synonyms : |
(+)-Dihydroquercetin; Dihydroquercetin; Catechin hydrate
|
MDL No. : | MFCD15146487 |
InChI Key : | CXQWRCVTCMQVQX-LSDHHAIUSA-N |
Pubchem ID : | 439533 |
GHS Pictogram: |
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Signal Word: | Warning |
Hazard Statements: | H302-H315-H319-H335 |
Precautionary Statements: | P261-P305+P351+P338 |
In Vitro:
Cell Line
|
Concentration | Treated Time | Description | References |
HepG2 cells | 25 and 50 μM | 24 hours | Taxifolin and sorghum ethanol extract increased glucose uptake and enhanced the expression of p-PI3K, p-IRS1, p-AKT, p-AMPK, and p-ACC, indicating that they alleviated insulin resistance by regulating miR-195 expression. | PMC8465682 |
BV-2 mouse microglial cells | 50 μM | 24 hours | To investigate the inhibitory effects of Taxifolin on inflammatory responses in microglia under high-glucose conditions, the results showed that Taxifolin significantly reduced IL-1β production by decreasing intracellular ROS levels and inhibiting the activation of the TXNIP–NLRP3 axis. | PMC10302635 |
AGS cells | 1, 3, 10, 30, 100 µM | 48 hours | To examine the effects of Tax on the viability of AGS cells, results showed that Tax significantly inhibited the viability of AGS cells | PMC8448545 |
NCI-N87 cells | 1, 3, 10, 30, 100 µM | 48 hours | To examine the effects of Tax on the viability of NCI-N87 cells, results showed that Tax significantly inhibited the viability of NCI-N87 cells | PMC8448545 |
In Vivo:
Species
|
Animal Model
|
Administration | Dosage | Frequency | Description | References |
Mice | Tg-SwDI mouse model | Oral | 3% Taxifolin | Continued for 7 to 13 months | Taxifolin exhibited pleiotropic neuroprotective effects on CAA model mice by suppressing amyloid-β production and modulating proinflammatory microglial phenotypes. | PMC6525485 |
Mice | Tg-SwDI mice | Oral | 3% taxifolin | From 1 month of age until death | Taxifolin inhibited amyloid-β1-40 assembly and oligomer formation, restored cerebral blood flow and cerebrovascular reactivity, reduced amyloid-β accumulation, and improved spatial reference memory in Tg-SwDI mice. | PMC5379578 |
Wistar rats | Streptozotocin-induced diabetic model | Oral | 50 mg/kg/day | Once daily for 28 days | To evaluate the protective effects of TS in diabetic rats, the results showed that TS treatment reduced fasting blood glucose levels, improved glucose tolerance, and had protective effects on pancreatic and liver tissues. | PMC10418707 |
BALB/c Nude mice | gastric cancer xenograft model | intraperitoneal injection | 25 mg/kg | twice weekly for 21 days | To examine the effects of Tax on tumor growth in gastric cancer xenograft model, results showed that Tax significantly suppressed tumor growth | PMC8448545 |
Mice | DSS-induced ulcerative colitis model | Oral | 200 mg/kg | Once daily for 7 consecutive days | Taxifolin alleviates DSS-induced colitis by altering gut microbiota to increase the production of butyric acid. | PMC8912346 |
Rats | Spontaneously Hypertensive Rats (SHR) | Oral | 20 mg/kg/day | Once daily for 10 days | Taxifolin reduced blood pressure in spontaneously hypertensive rats, improved vascular function, and mitigated the vascular inflammatory response. | PMC10454553 |
Tags: Taxifolin | (+)-Dihydroquercetin | (+)-Taxifolin | Autophagy | Tyrosinase | antifibrotic | antioxidant | (+)-Dihydroquercetin | Dihydroquercetin | anti-tyrosinase | collagenase inhibition | antifibrotic | antioxidant | free radical scavenger | tyrosinase inhibitor | collagenase inhibitor | 480-18-2
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