Chrysosplenol D

Names

[ Name ]:
Chrysosplenol D

[Synonym ]:
5,3',4'-trihydroxy-3,6,7-trimethoxyflavone
3',4',5-Trihydroxy-3,6,7-trimethoxyflavone
quercetagetin 3,6,7-trimethylether
4H-1-Benzopyran-4-one, 2-(3,4-dihydroxyphenyl)-5-hydroxy-3,6,7-trimethoxy-
2-(3,4-Dihydroxyphenyl)-5-hydroxy-3,6,7-trimethoxy-4H-chromen-4-one
Chrysosplenol D
chrysophenol-D

Biological Activity

[Description]:

Chrysosplenol D is a methoxy flavonoid that induces ERK1/2-mediated apoptosis in triple negative human breast cancer cells. Chrysosplenol D also exhibits anti-inflammatory and moderate antitrypanosomal activities[1][2][3][4].

[Related Catalog]:

Signaling Pathways >> Apoptosis >> Apoptosis

Research Areas >> Cancer

Research Areas >> Infection

Research Areas >> Inflammation/Immunology

[In Vitro]

Chrysosplenol D inhibits the cell viability of CaCo2 cells, with IC50 of 63.48 μM[1]. Chrysosplenol D (1-100 μM; 48 h) selectively inhibits the viability of the TNBC cell lines, MDA-MB-231, CAL-51, CAL-148, as well as MCF7, A549, MIA PaCa-2, and PC-3[2]. Chrysosplenol D (1-10 μM; 48 h) induces cell cycle aberrations with accumulation of cells in the S-phase and partially in the G2/M-phase of the cell cycle[2]. Chrysosplenol D (1-10 μM; 48 h) induce apoptosis in breast cancer cells[2]. Chrysosplenol D shows moderate antitrypanosomal activity, with IC50 of 47.27 μM for T.b. brucei[3].

[In Vivo]

Chrysosplenol D (30 μM; 3 d) inhibits MDA-MB-231 tumor growth on chick chorioallantoic membranes[2]. Chrysosplenol D (0.07-0.28 mmol/kg) protects against LPS-induced systemic inflammatory response syndrome (SIRS) in mice[4]. Chrysosplenol D (1-1.5 μmol/cm2) inhibits croton oil-induced ear edema in mice[4].

[References]

[1]. Habib ES, et, al. Anti-inflammatory effect of methoxyflavonoids from Chiliadenus montanus (Jasonia Montana) growing in Egypt. Nat Prod Res. 2020 Aug 4;1-5.

[2]. Lang SJ, et, al. Chrysosplenol d, a Flavonol from Artemisia annua, Induces ERK1/2-Mediated Apoptosis in Triple Negative Human Breast Cancer Cells. Int J Mol Sci. 2020 Jun 8;21(11):4090.

[3]. Skaf J, et, al. Improving anti-trypanosomal activity of alkamides isolated from Achillea fragrantissima. Fitoterapia. 2018 Mar;125:191-198.

[4]. Li YJ, et, al. Flavonoids casticin and chrysosplenol D from Artemisia annua L. inhibit inflammation in vitro and in vivo. Toxicol Appl Pharmacol. 2015 Aug 1;286(3):151-8.

Chemical & Physical Properties

[ Density]:
1.5±0.1 g/cm3

[ Boiling Point ]:
645.0±55.0 °C at 760 mmHg

[ Molecular Formula ]:
C₁₈H₁₆O₈

[ Molecular Weight ]:
360.315

[ Flash Point ]:
237.3±25.0 °C

[ Exact Mass ]:
360.084503

[ PSA ]:
118.59000

[ LogP ]:
2.29

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

[ Index of Refraction ]:
1.680

Safety Information

[ Hazard Codes ]:
Xi

[ HS Code ]:
2914509090

Customs

[ HS Code ]: 2914509090

[ Summary ]:
HS:2914509090 other ketones with other oxygen function VAT:17.0% Tax rebate rate:9.0% Supervision conditions:none MFN tariff:5.5% General tariff:30.0%