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514-67-0

中文名稱 紅斑紅素
英文名稱 RUBROPUNCTATIN
CAS 514-67-0
分子式 C21H22O5
分子量 354.4
MOL 文件 514-67-0.mol
更新日期 2026/05/18 19:33:05
514-67-0 結(jié)構(gòu)式 514-67-0 結(jié)構(gòu)式

基本信息

中文別名
紅斑紅素
514-67-0
英文別名
RUBROPUNCTATIN
Rubropuncatatin
(9aR)-3-hexanoyl-9a-methyl-6-[(E)-prop-1-enyl]furo[3,2-g]isochromene-2,9-dione
(R-(E))-9A-Methyl-3-(1-oxohexyl)-6-(1-propenyl)-2H-furo(3,2-G)(2)benzopyran-2,9(9ah)-dione
(R)-9a-Methyl-3-(1-oxohexyl)-6-[(E)-1-propenyl]-2H-furo[3,2-g][2]benzopyran-2,9(9aH)-dione
2H-Furo(3,2-G)(2)benzopyran-2,9(9ah)-dione, 9A-methyl-3-(1-oxohexyl)-6-(1-propenyl)-, (R-(E))-
2H-Furo[3,2-g][2]benzopyran-2,9(9aH)-dione, 9a-methyl-3-(1-oxohexyl)-6-(1E)-1-propen-1-yl-, (9aR)-
所屬類別
生物化工:抑制劑

物理化學(xué)性質(zhì)

熔點156.5-157.0 °C (decomp)(Solv: ethyl ether (60-29-7))
沸點638.8±55.0 °C(Predicted)
密度1.23±0.1 g/cm3(Predicted)
形態(tài)Solid
顏色Yellow to orange
InChIInChI=1S/C21H22O5/c1-4-6-7-9-17(22)18-16-11-13-10-14(8-5-2)25-12-15(13)19(23)21(16,3)26-20(18)24/h5,8,10-12H,4,6-7,9H2,1-3H3/b8-5+/t21-/m1/s1
InChIKeySULYDLFVUNXAMP-WKOQKXSESA-N
SMILESC1(/C=C/C)OC=C2C(=O)[C@]3(C)OC(=O)C(C(=O)CCCCC)=C3C=C2C=1

常見問題列表

生物活性
Rubropunctatin 是一種從紅曲霉發(fā)酵米(紅霉米)提取物中分離出來的橙色的氮雜酮類色素。 Rubropunctatin 具有抗炎,免疫抑制和抗氧化作用,還具有抗腫瘤活性。
體外研究

Rubropunctatin (1.5-30 μM; 24 h) shows selective tumoricidal effect on the human gastric carcinoma BGC-823 cells and no significant toxicity toward normal epithelial cell GES-1.
Rubropunctatin (5-30 μM; 6-24 h) induces apoptosis in a dose- and time-dependent manner in BGC-823 cells.
Rubropunctatin (0.75-8.0 μg/ml) exhibits DDPH radical scavenging activity, inhibition of super oxide radical generation and ferric reducing activity.

Cell Viability Assay

Cell Line: BGC-823 and GES-1cells
Concentration: 1.5, 3, 6, 12, 15, 18, 30 μM
Incubation Time: 24 hours
Result: Decreased the viability of BGC-823 cells with an IC 50 of 12.57 μM for 24 h.
Did not show obvious cytotoxic effects on the normal cells.

Cell Cycle Analysis

Cell Line: BGC-823 cells
Concentration: 0, 5, 10, 30 μM
Incubation Time: 0, 6, 12, 24 hours
Result: Increased the percentage of cells in sub-G1 phase in a dose- and time-dependent manner.
體內(nèi)研究

Rubropunctatin (8-32 mg/kg; i.v. for 5 times) has anti-tumor effect mice.
Rubropunctamine inhibits 12- O -tetradecanoylphorbol-13-acetate (TPA)-induced inflammation in mice, with an ID 50 of 0.11 mg/ear.

Animal Model: Male nude mice (5 weeks) are inoculated with BGC-823 cells
Dosage: 8, 32 mg/kg
Administration: I.v. five times (day 1st, 4th, 7th, 10th, and 13th)
Result: Diminished the tumor volume by 11.1% (8 mg/kg) and 24.2% (32 mg/kg).
Reduced the tumor weight by 23.5% (8 mg/kg) and 37.7% (32 mg/kg).
No significant difference was observed on the body weight.
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