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36062-05-2

中文名稱 六氫姜黃素
英文名稱 HEXAHYDROCURCUMIN
CAS 36062-05-2
分子式 C21H26O6
分子量 374.43
MOL 文件 36062-05-2.mol
更新日期 2024/12/19 16:50:40
36062-05-2 結構式 36062-05-2 結構式

基本信息

中文別名
六氫姜黃素
六氫姜黃素?, BR
COX-2抑制劑(HEXAHYDROCURCUMIN)
英文別名
HEXAHYDROCURCUMIN
Hexahydrocurcumin, BR
5-Hydroxy-1,7-bis(4-hydroxy-3-methoxyphenyl)-3-heptanone
1,7-Bis(4-hydroxy-3-methoxyphenyl)-5-hydroxyheptan-3-one
1,7-Bis(3-methoxy-4-hydroxyphenyl)-5-hydroxy-3-heptanone
3-Heptanone, 5-hydroxy-1,7-bis(4-hydroxy-3-methoxyphenyl)-
(RS)-5-Hydroxy-1,7-bis(4-hydroxy-3-methoxyphenyl)-3-heptanone
5-Hydroxy-1-(4-hydroxy-3-Methoxycyclohexyl)-7-(4-hydroxy-3-Methoxyphenyl)heptan-3-one
所屬類別
天然產物:酚類

物理化學性質

熔點80-82℃
沸點622.6±55.0 °C(Predicted)
密度1.226
閃點218℃
儲存條件Sealed in dry,2-8°C
溶解度可溶于氯仿(少量)、乙酸乙酯(少量)、DCM、DMSO
酸度系數(shù)(pKa)10.02±0.20(Predicted)
形態(tài)neat
顏色淡黃色
BRN2486876

安全數(shù)據

危險性符號(GHS)GHS hazard pictograms
GHS07
警示詞警告
危險性描述H302-H315-H319-H335
WGK Germany3

常見問題列表

生物活性
Hexahydrocurcumin 是姜黃素的主要代謝產物之一,是一種選擇性的口服活性 COX-2 抑制劑,對 COX-1 無活性。Hexahydrocurcumin 具有抗氧化,抗癌和抗炎的作用。
靶點

COX-2

體外研究

Hexahydrocurcumin (0-25 μM; 24-48 hours; HT-29 cells) treatment significantly decreased the viability of HT-29 colon cancer cells in a time- and concentration-dependent. The respective IC 50 values for 24 and 48 h of Hexahydrocurcumin exposureare 77.05 and 56.95, respectively.
Hexahydrocurcumin (0-25 μM; 24-48 hours; HT-29 cells) combined with 5-fluorouracil (5-FU; 5 μM) markedly reduces the COX-2 expression. The level of COX-1 is not altered.
Hexahydrocurcumin (0-25 μM; 24-48 hours; HT-29 cells) combined with 5-fluorouracil (5-FU; 5 μM) markedly reduces the COX-2 protein. The level of COX-1 protein is not altered.
Hexahydrocurcumin (7-14 μM; 24 hours) attenuates lipopolysaccharide (LPS)-elicited increase of prostaglandin E 2 (PGE 2 ) in murine macrophages (RAW 264.7) in a concentration-dependent manner.

Cell Viability Assay

Cell Line: HT-29 cells
Concentration: 0 μM, 5 μM, 10 μM, 25 μM
Incubation Time: 24 hours or 48 hours
Result: Significantly decreased the viability of HT-29 colon cancer cells.

RT-PCR

Cell Line: HT-29 cells
Concentration: 25 μM
Incubation Time: 24 hours
Result: Combined with 5-fluorouracil (5-FU; 5 μM) markedly reduced the COX-2 expression.

Western Blot Analysis

Cell Line: HT-29 cells
Concentration: 25 μM
Incubation Time: 24 hours
Result: Combined with 5-fluorouracil (5-FU; 5 μM) markedly reduced the COX-2 protein.
體內研究

Hexahydrocurcumin (50 mg/kg; oral administration; daily; for 16 weeks; male Wistar rats) treatment significantly reduces the numbers of aberrant crypt foci (ACF) in colon cancer rats. Hexahydrocurcumin also markedly decreases COX-2 protein expression. The levels of COX-1 protein is not different from normal rats.

Animal Model: Male Wistar rats (100-120 g) injected with dimethylhydrazine (DMH)
Dosage: 50 mg/kg
Administration: Oral administration; daily; for 16 weeks
Result: Significantly reduced the numbers of ACF in colon cancer rats. Also markedly decreased COX-2 protein expression.
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