Aromadendrin

Names

[ CAS No. ]:
480-20-6

[ Name ]:
Aromadendrin

[Synonym ]:
Katuranin
(2R,3R)-3,5,7-Trihydroxy-2-(4-hydroxyphenyl)-2,3-dihydro-4H-chromen-4-one
(+)-dihydrokaempferol
Aromadedrin
Aromadendrin
DIHYDROKAEMPFEROL

Biological Activity

[Description]:

Dihydrokaempferol is isolated from Bauhinia championii (Benth). Dihydrokaempferol induces apoptosis and inhibits Bcl-2 and Bcl-xL expression. Dihydrokaempferol is a good candidate for new antiarthritic drugs[1].

[Related Catalog]:

Signaling Pathways >> Apoptosis >> Bcl-2 Family

Signaling Pathways >> Apoptosis >> Apoptosis

Research Areas >> Inflammation/Immunology

[Target]

Apoptosis; Bcl-2; Bcl-xL[1]

[In Vitro]

Dihydrokaempferol (0.3-300 μM; 48 hours) has no significant effect on normal synoviocytes, but dependently decreases the viability of RA-FLSs[1]. Dihydrokaempferol (3-30 μM; 48 hours) increases the percentage of apoptotic cells (including early and late apoptotic cells; ~3.8% and ~9.6%, respectively)[1]. Dihydrokaempferol (3-30 μM; 48 hours) promotes Bax and Bad expression and inhibits Bcl-2 and Bcl-xL expression, increases the cleaved fragments of caspase-3, caspase-9 and cleaved PARP[1]. Cell Proliferation Assay[1] Cell Line: Normal synoviocyte cells; RA-FLS cells Concentration: 0.3 μM, 3 μM, 30 μM, 300 μM Incubation Time: 48 hours Result: Decreased the proliferation of RA-FLSs. Apoptosis Analysis[1] Cell Line: RA-FLS cells Concentration: 3 μM, 30 μM Incubation Time: 48 hours Result: Induced apoptosis in RA-FLSs. Western Blot Analysis[1] Cell Line: RA-FLS cells Concentration: 3 μM, 30 μM Incubation Time: 48 hours Result: Promoted Bax and Bad expression, increased the cleaved fragments of caspase-3, caspase-9 and cleaved PARP and inhibited Bcl-2 and Bcl-xL expression.

[References]

[1]. Zhang Y, et al. Apoptosis Effects of Dihydrokaempferol Isolated from Bauhinia championii on Synoviocytes. Evid Based Complement Alternat Med. 2018 Dec 2;2018:9806160.

Chemical & Physical Properties

[ Density]:
1.6±0.1 g/cm3

[ Boiling Point ]:
639.0±55.0 °C at 760 mmHg

[ Molecular Formula ]:
C₁₅H₁₂O₆

[ Molecular Weight ]:
288.252

[ Flash Point ]:
247.3±25.0 °C

[ Exact Mass ]:
288.063385

[ PSA ]:
107.22000

[ LogP ]:
2.42

[ Vapour Pressure ]:
0.0±2.0 mmHg at 25°C

[ Index of Refraction ]:
1.729

[ Storage condition ]:
?20°C

Safety Information

[ Symbol ]:

GHS07

[ Signal Word ]:
Warning

[ Hazard Statements ]:
H302

[ Precautionary Statements ]:
P273-P501

[ Hazard Codes ]:
N,Xn

[ Risk Phrases ]:
50-22

[ Safety Phrases ]:
61

[ RIDADR ]:
UN 3077 9 / PGIII

Synthetic Route

Click to get detail synthetic route

Precursor & DownStream

Precursor

DownStream

Articles

Transcriptome sequencing and metabolite analysis reveals the role of delphinidin metabolism in flower colour in grape hyacinth.

J. Exp. Bot. 65(12) , 3157-64, (2014)

Grape hyacinth (Muscari) is an important ornamental bulbous plant with an extraordinary blue colour. Muscari armeniacum, whose flowers can be naturally white, provides an opportunity to unravel the co...

Functional characterization of a Plagiochasma appendiculatum flavone synthase I showing flavanone 2-hydroxylase activity.

FEBS Lett. 588(14) , 2307-14, (2014)

FNS I is a 2-oxoglutarate dependent dioxygenase (2-ODD) found mainly in species of the Apiaceae family. Here, an FNS I cDNA sequence was isolated from the liverwort Plagiochasma appendiculatum (Aytoni...

Production of 7-O-methyl aromadendrin, a medicinally valuable flavonoid, in Escherichia coli.

Appl. Environ. Microbiol. 78(3) , 684-94, (2012)

7-O-Methyl aromadendrin (7-OMA) is an aglycone moiety of one of the important flavonoid-glycosides found in several plants, such as Populus alba and Eucalyptus maculata, with various medicinal applica...

Related Compounds

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