36062-05-2
36062-05-2 結(jié)構(gòu)式
基本信息
六氫姜黃素?, BR
COX-2抑制劑(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
物理化學性質(zhì)
常見問題列表
姜黃素及其還原產(chǎn)物可在UDP葡糖醛酸轉(zhuǎn)移酶的作用下，形成姜黃素葡糖醛酸結(jié)合物。部分姜黃素在人苯酚磺基轉(zhuǎn)移酶同工酶(SULF1A1和SULF1A3)的催化下，形成姜黃素的磺酸鹽，即磺酸姜黃素，其與姜黃素相比生物活性較低。Holder等人報道，在大鼠體內(nèi)姜黃素的主要代謝產(chǎn)物是四氫、六氫姜黃素的葡糖醛酸結(jié)合物，膽汁代謝物是少量的二氫阿魏酸和微量的阿魏酸。
健康受試者單次口服10g或12g姜黃素的藥代動力學研究發(fā)現(xiàn)，約4h后血漿中檢測到姜黃素葡糖醛酸和磺酸結(jié)合物。通?？诜o藥后，在1至2小時內(nèi)觀察到姜黃素峰值血液濃度，并在大約12小時后變得檢測不到。
|
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. |