Catalogue Number
BF-G4006
Analysis Method
HPLC,NMR,MS
Specification
98%(HPLC)
Storage
2-8°C
Molecular Weight
284.26
Appearance
Yellow needle crystal
Botanical Source
Glechoma longituba,Daphne genkwa,Cremastra appendiculata,Aquilaria sinensis,Ginkgo biloba
Structure Type
Flavonoids
Category
Standards;Natural Pytochemical;API
SMILES
COC1=CC(=C2C(=C1)OC(=CC2=O)C3=CC=C(C=C3)O)O
Synonyms
5,4'-Dihydroxy-7-methoxyflavone/5-hydroxy-4',7-dimethoxyflavone/7-Methoxyapigenin/Gengkwanin/4',5-DIHYDROXY-7-METHOXYFLAVONE/7-O-methyl-naringenin/4′,5-Dihydroxy-7-methoxyflavone/7-O-Methylapigenin/Apigenin 7-methyl ether/5-hydroxy-2-(4-hydroxyphenyl)-7-methoxychromen-4-one/4H-1-Benzopyran-4-one, 5-hydroxy-2-(4-hydroxyphenyl)-7-methoxy-/5-Hydroxy-2-(4-hydroxyphenyl)-7-methoxy-4H-chromen-4-one/5,14-dihydroxy-7-methoxyflavonone/Flavone, 4',5-dihydroxy-7-methoxy-/Genkwanin
IUPAC Name
5-hydroxy-2-(4-hydroxyphenyl)-7-methoxychromen-4-one
Density
1.4±0.1 g/cm3
Solubility
Acetone; DMF; Methanol
Flash Point
209.7±23.6 °C
Boiling Point
546.5±50.0 °C at 760 mmHg
Melting Point
290-292°C
InChl
InChI=1S/C16H12O5/c1-20-11-6-12(18)16-13(19)8-14(21-15(16)7-11)9-2-4-10(17)5-3-9/h2-8,17-18H,1H3
InChl Key
JPMYFOBNRRGFNO-UHFFFAOYSA-N
WGK Germany
RID/ADR
HS Code Reference
2932990000
Personal Projective Equipment
Correct Usage
For Reference Standard and R&D, Not for Human Use Directly.
Meta Tag
provides coniferyl ferulate(CAS#:437-64-9) MSDS, density, melting point, boiling point, structure, formula, molecular weight etc. Articles of coniferyl ferulate are included as well.>> amp version: coniferyl ferulate
MSDS
28961040
Recently, genkwanin (GKA) has been shown to display in vitro antitumor activity against some cancer cells, but its poor solubility restricted the in vivo study and further investigation of its antitumor therapeutic efficacy. In this paper, genkwanin nanosuspensions (GKA-NSps) were successfully prepared using D-alpha tocopherol acid polyethylene glycol succinate (TPGS) as a stabilizer using the precipitation-homogenization method. The obtained GKA-NSps had an average particle size of 183.1 ± 4.4 nm, a PDI value of 0.16 ± 0.07, a zeta potential of -16.2 ± 0.1 mV, and a drug loading content of 49.36 ± 0.14%. GKA-NSps showed spherical morphology and very good stability in normal saline, phosphate buffer saline (PBS, pH 7.4), 5% glucose, artificial gastric juice, artificial intestinal juice and plasma; thus, it is suitable for both oral and intravenous administration. The resultant GKA-NSps displayed sustained drug release behavior and stronger in vitro cytotoxicity against 4T1, MCF-7, MDA-MB-453, HeLa, HepG2, BT474, and A549 cells than free GKA. The in vivo study in MCF-7 tumor-bearing nude mice indicated that GKA-NSps (60 mg/kg, i.v.) achieved similar therapeutic efficacy as PTX injection (8 mg/kg, i.v.) (62.09% vs. 61.27%), while the minimal lethal dose was more than 320 mg/kg, indicating good safety. By using nanotechnology, our study suggested that some antitumor flavonoids of low potency, such as GKA, are promising as safe but effective anticancer drugs.
Genkwanin; TPGS; antitumor activity; cytotoxicity; nanosuspensions.
Genkwanin Nanosuspensions: A Novel and Potential Antitumor Drug in Breast Carcinoma Therapy
Yijing Li 1 , Jingyi Hong 2 , Haowen Li 1 , Xiaoyu Qi 3 , Yifei Guo 1 , Meihua Han 1 , Xiangtao Wang 1
2017 Nov
30991087
African swine fever virus (ASFV) is the causative agent of an economically important disease of pigs for which no effective vaccines or antiviral drugs are available. Recent outbreaks in EU countries and China have highlighted the critical role of antiviral research in combating this disease. We have previously shown that apigenin, a naturally occurring plant flavone, possesses significant anti-ASFV activity. However, apigenin is practically insoluble in highly polar solvents and it occurs typically in derivative forms in plants. Here we screened several commercially available apigenin derivatives for their ability to inhibit ASFV Ba71V strain in Vero cells. Among them, genkwanin showed significant inhibition of ASFV, reducing viral titer from 6.5 ± 0.1 to 4.75 ± 0.25 log TCID/ml in a dose-dependent manner (IC50 = 2.9 μM and SI = 205.2). Genkwanin reduced the levels of ASFV early and late proteins, as well as viral DNA synthesis. Our further experiments indicated that genkwanin is able to inhibit ASFV infection at entry and egress stages. Finally, genkwanin displayed potent antiviral activity against highly virulent ASFV isolate currently circulating in Europe and China, emphasizing its value as candidate for antiviral drug development.
Genkwanin; TPGS; antitumor activity; cytotoxicity; nanosuspensions.
Inhibition of African Swine Fever Virus Infection by Genkwanin
Astghik Hakobyan 1 , Erik Arabyan 1 , Armen Kotsinyan 1 , Zaven Karalyan 2 , Harutyun Sahakyan 3 , Vahram Arakelov 4 , Karen Nazaryan 3 , Fernando Ferreira 5 , Hovakim Zakaryan 6
2019 Jul
31401534
Background: Genkwanin is a flavone isolated from the traditional Chinese herb Daphne genkwa. Our previous work proved that four flavonoids (including genkwanin) isolated from D. genkwa (FFD) significantly improved the symptoms of arthritis in rat models. Recent studies have revealed that genkwanin exhibited anti-inflammatory and immunomodulatory activities, both of which were closely related to the pathology of rheumatoid arthritis (RA). Therefore, studying the anti-RA effects and mechanisms of genkwanin may give us insight into FFD’s therapeutic effects on RA.
Purpose: This study aimed to investigate the anti-rheumatoid arthritis activity of genkwanin on adjuvant-induced arthritis (AIA) model in rats and explore the underlying mechanisms.
Methods: The anti-rheumatoid arthritis activity of genkwanin was evaluated on AIA rat model by determining the paw swelling degrees and arthritis index scores, along with histopathological analysis of joint tissues. The serum cytokine levels were measured by ELISA method, and serum NO levels were measured by Griess method. The expression and phosphorylation levels of proteins in JAK/STAT and NF-κB signaling pathways were determined by western blot analysis and immunohistochemistry analysis.
Results: Genkwanin significantly decreased the paw swelling and arthritis index in AIA rats and also decreased the inflammation and bone destruction in joint tissues. The serum TNF-α, IL-6, and NO concentrations were markedly reduced while the IL-10 concentration was markedly increased with the treatment of genkwanin. Genkwanin inhibited the activation of JAK/STAT and NF-κB signaling pathways in synovial tissues of AIA rats.
Conclusion: Genkwanin exerted anti-rheumatoid arthritis effects on AIA rats through inhibiting the activation of JAK/STAT and NF-κB signaling pathways. The results obtained in this work lead us to suggest that Genkwanin could play a crucial role on the previously demonstrated anti-rheumatoid arthritis activity of flavonoid extract of D. genkwa (namely FFD).
Genkwanin; Inflammation; JAK/STAT; NF-κB; Rheumatoid arthritis.
Genkwanin Ameliorates Adjuvant-Induced Arthritis in Rats Through Inhibiting JAK/STAT and NF-κB Signaling Pathways
Yarigui Bao 1 , Yue-Wen Sun 1 , Jun Ji 1 , Lu Gan 1 , Chun-Feng Zhang 2 , Chong-Zhi Wang 3 , Chun-Su Yuan 3
2019 Oct
Description :
Genkwanin is a major non-glycosylated flavonoid with anti-flammatory activities.
