36062-05-2
36062-05-2 结构式
基本信息
六氢姜黄素?, BR
COX-2抑制剂(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
物理化学性质
常见问题列表
姜黄素及其还原产物可在UDP葡糖醛酸转移酶的作用下，形成姜黄素葡糖醛酸结合物。部分姜黄素在人苯酚磺基转移酶同工酶(SULF1A1和SULF1A3)的催化下，形成姜黄素的磺酸盐，即磺酸姜黄素，其与姜黄素相比生物活性较低。Holder等人报道，在大鼠体内姜黄素的主要代谢产物是四氢、六氢姜黄素的葡糖醛酸结合物，胆汁代谢物是少量的二氢阿魏酸和微量的阿魏酸。
健康受试者单次口服10g或12g姜黄素的药代动力学研究发现，约4h后血浆中检测到姜黄素葡糖醛酸和磺酸结合物。通常口服给药后，在1至2小时内观察到姜黄素峰值血液浓度，并在大约12小时后变得检测不到。
|
COX-2
|
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. |
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. |