SMB00515

Sigma-Aldrich

Afzelin

≥90% (LC/MS-UV)

Sinónimos:
Kaempferin, Kaempferol 3-rhamnoside, 3,4′,5,7-Tetrahydroxyflavone 3-rhamnoside, Afzeloside, Kaempferol 3-O-alpha-L-rhamnoside
Empirical Formula (Hill Notation):
C21H20O10
Número de CAS:
Peso molecular:
432.38
MDL number:
PubChem Substance ID:
NACRES:
NA.25
En este momento no podemos mostrarle ni los precios ni la disponibilidad

assay

≥90% (LC/MS-UV)

form

solid

solubility

DMSO: 1 mg/mL

storage temp.

−20°C

SMILES string

OC1=CC(O)=C(C(C(OC@H2C@H(O)C@H(O)C@@H(O)C@H(C)O2)=C(C3=CC=C(O)C=C3)O4)=O)C4=C1

InChI

1S/C21H20O10/c1-8-15(25)17(27)18(28)21(29-8)31-20-16(26)14-12(24)6-11(23)7-13(14)30-19(20)9-2-4-10(22)5-3-9/h2-8,15,17-18,21-25,27-28H,1H3/t8-,15-,17+,18+,21-/m0/s1

InChI key

SOSLMHZOJATCCP-AEIZVZFYSA-N

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General description

Afzelin is a natural product derived from a plant source. Ficus palmata and Nymphaea odoratam are the major sources of afzelin, a flavonol glycoside.

Application

DNA-protective, antioxidant, anti-inflammatory, UV-absorbing and anti-bacterial activities. Afzelin has been used in HPLC (high performance liquid chromomatography) analysis of Comarum palustre L. extract to detect its major compounds.
DNA-protective, antioxidant, and anti-inflammatory, UV-absorbing activity, anti-bacterial activities.

Biochem/physiol Actions

NOS inhibitor, NADPH oxidase inhibitor, Afzelin is known to possess antibacterial, anti-inflammatory, anti-apoptotic and anti-tumor activities. Afzelin might serve as an effective treatment against P. aeruginosa related diseases. Afzelin also promotes apoptosis to inhibit cell proliferation in breast cancer. It exhibits anti-asthmatic effects in a mouse model.
iNOS inhibitor, NADPH oxidase inhibitor

RIDADR

NONH for all modes of transport

WGK Germany

WGK 3

Flash Point F

Not applicable

Flash Point C

Not applicable

Seoung Woo Shin et al.
PloS one, 8(4), e61971-e61971 (2013-04-30)
Ultraviolet (UV) radiation induces DNA damage, oxidative stress, and inflammatory processes in human keratinocytes, resulting in skin inflammation, photoaging, and photocarcinogenesis. Adequate protection of skin against the harmful effects of UV irradiation is essential. Therefore, in this study, we investigated...
Sang Yeol Lee et al.
Molecules (Basel, Switzerland), 19(3), 3173-3180 (2014-03-20)
The crude ethyl acetate extract of the leaves of Cornus macrophylla showed antibacterial activity against Pseudomonas aeruginosa, a leading cause of illness in immunocompromised individuals. Bioactivity-guided separation led to the isolation of kaempferol 3-O-α-L-rhamnopyranoside (afzelin). The structure was determined based...
Afzelin attenuates asthma phenotypes by downregulation of GATA3 in a murine model of asthma
Zhou Wenbo and Nie Xiuhong
Molecular Medicine Reports, 12(1) (2015)
Agrimoniin, an active ellagitannin from Comarum palustre herb with anti-α-glucosidase and antidiabetic potential in streptozotocin-induced diabetic rats
Kashchenko N, et al.
Molecules (Basel), 22(1), 73-73 (2017)

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