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Tanshinone IIA

Tanshinone IIA ??? ???
?? ??:
568-72-9
???:
Tanshinone IIA
???(??):
TANSHINONE ⅡA;Tanshinone B;Tanshinone 2A;tanshiones;SweetOrange;Tanshine II;ANSHINONE ⅡA;TanshinoneⅡA;Tanshionesiia;TANSHINONE A
CBNumber:
CB5705548
???:
C19H18O3
??? ??:
294.34
MOL ??:
568-72-9.mol
MSDS ??:
SDS

Tanshinone IIA ??

???
196.0 to 200.0 °C
?? ?
480.7±44.0 °C(Predicted)
??
1.209±0.06 g/cm3(Predicted)
?? ??
2-8°C
???
???: ??? 5mg/mL, ??, ???-???~???
??? ??
???, ??
??
??? ??
??
????
Henry's Law Constant
2.0×103 mol/(m3Pa) at 25℃, HSDB (2015)
???
??? ?? ?????? 1? ?? ??????. DMSO ?? ??? ??? -20°?? ?? 3?? ?? ??? ? ????.
?? ??
?? ? ??
InChI
InChI=1S/C19H18O3/c1-10-9-22-18-12-6-7-13-11(5-4-8-19(13,2)3)15(12)17(21)16(20)14(10)18/h6-7,9H,4-5,8H2,1-3H3
InChIKey
HYXITZLLTYIPOF-UHFFFAOYSA-N
SMILES
O1C=C(C)C2C(=O)C(=O)C3=C(C1=2)C=CC1=C3CCCC1(C)C
LogP
4.925 (est)
CAS ??????
568-72-9(CAS DataBase Reference)

??

????? 24/25
WGK ?? 3
RTECS ?? SF8282695
HS ?? 29321900
???? ??? 13 - Non Combustible Solids
?? ?? ??? 568-72-9(Hazardous Substances Data)

Tanshinone IIA C??? ??, ??, ??

??

Tanshinone IIA mainly exists in the roots of Salvia miltiorrhiza Bge. Traditional Chinese medicine Danshen, slightly cold and bitter, is often used for activating blood circulation and eliminating stasis in Chinese medicine. It can also promote blood circulation, open the energy channels, calm the heart, cool the blood, relieve swelling, remove twinge in the heart and stomach, and remove carbuncle and erysipelas. It is classified as high grade in Shen Nong’s Herbal Classic. It has been used as a traditional Chinese medicine in clinical practice for thousands of years. And it is not only recorded in the leading medical works through the ages but also in CP and USP.

??? ??

Orange powder

??? ??

Appearance: brick-red crystalline powder. Melting point: 209–210°C. Solubility: absorbs moisture easily, very soluble in hot water, slightly soluble in methanol or ethanol, and practically insoluble in chloroform

??

The study of the chemical composition of Salvia miltiorrhiza began in the 1930s. Japanese scholars first extracted three kinds of liposoluble components from Danshen. They are tanshinones I, II, and III.

??

Tanshinone IIA is a derivative of Tanshinone and acts as a potential inhibitor of tumor growth in vivo. Also maintains vasodilating activity in vivo.

Pharmacology

Long-term researches show that tanshinone exhibits a variety of pharmacological effects, such as the protection of the cardiovascular system, anti-infective effects, and antioxidant effects. As for the domestic pharmacological study of tanshinone IIA, it was first started in the Shanghai Institute of Chinese Medicine. Professor Ding Guangsheng discussed the cardiovascular effects of tanshinone IIA.He found that intraperitoneal injection of tanshinone IIA sodium sulfonate (200mg/kg) significantly prolonged the survival time of mice under hypoxia atmosphere, and an increase in cardiac output was observed in a dog under anesthesia with a one-time intravenous injection of 20 mg/kg . In recent years, the mechanism of tanshinone IIA is increasingly brought to further research. Tanshinone IIA can increase the activity of superoxide dismutase (SOD) and interfere with the pathological process of many diseases, especially in cardiovascular diseases. It can attenuate the damages from the reactive oxygen species to vascular endothelial cells, lower the risk of atherosclerosis, and reduce the formation of atheromatous plaque. tumor cells and the expression of various genes connected with the proliferation, differentiation, and apoptosis of tumor cells. It may also have something to do with the inhibition of telomerase activity in tumor cells, changes in antigen expression on tumor cell surface, etc.

Clinical Use

Tanshinone IIA is a diterpenoid quinone liposoluble ingredient of high content, and its chemical structure is the most representative in Danshen. In addition to tanshinone IIA sodium sulfonate, there are a variety of preparations of Salvia common ketone used clinically, such as tanshinone tablets, tanshinone capsules, tanshinone injection, Danshen Shuxin capsule, compound Danshen soft capsules, and compound Danshen particles.

Cytotoxicity

IC50 (μg/mL): 0.59 (A549), 0.81 (TOV-21G) and 1.9 (MIAPaCa-2), NS (MV-3)(Chang et al. 2013; Fronza et al. 2011).
IC50 (μg/mL): 2.97 (HeLa), 2.71 (KB-3-1),>2.94 (NCI-H460), 2.62 (PC3), 2.94(MCF-7), 1.62 (K562)(Wu et al. 2014)

Tanshinone IIA ?? ?? ? ???

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Tanshinone IIA ?? ??

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