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高良姜素; 3,5,7-三羟基黄酮

高良姜素; 3,5,7-三羟基黄酮用途

Galangin 是 arylhydrocarbon 受体的调节剂,同时抑制 CYP1A1 的活性。

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高良姜素; 3,5,7-三羟基黄酮名称

[ CAS 号 ]:
548-83-4

[ 中文名 ]:
高良姜素

[ 英文名 ]:
Galangin

[中文别名 ]:

[英文别名 ]:

EINECS 208-960-4
3,5,7-trihydroxyflavone
Galangin
teptochrysin
Galengin
3,5,7-trihydroxy-2-phenyl-chromen-4-one
3,5,7-trihydroxy-flavon
3,5,7-Trihydroxy-2-phenyl-4H-chromen-4-one
3,5,7-Trihydroxy-Flavone
galangine

高良姜素; 3,5,7-三羟基黄酮生物活性

[ 描述 ]:

Galangin 是 arylhydrocarbon 受体的调节剂,同时抑制 CYP1A1 的活性。

[ 相关类别 ]:

信号通路 >> 自噬 >> 自噬

信号通路 >> 代谢酶/蛋白酶 >> 细胞色素P450

研究领域 >> 癌症

天然产物 >> 黄酮类化合物

[体外研究]

通过薄层色谱法测量,高良姜素以剂量依赖性方式抑制DMBA的分解代谢分解。高良姜素还抑制DMBA-DNA加合物的形成,并防止DMBA诱导的细胞生长抑制。在完整细胞和从DMBA处理的细胞分离的微粒体中,高良姜素对通过乙氧基脱嘌呤-O-脱乙酰酶活性测量的CYP1A1活性产生有效的剂量依赖性抑制。通过双倒数图分析抑制动力学表明高良姜素以非竞争性方式抑制CYP1A1活性。高良姜素导致CYP1A1 mRNA水平升高,表明它可能是芳香烃受体的激动剂,但它抑制DMBA或2,3,5,7-四氯二苯并对二恶英诱导CYP1A1 mRNA( TCDD)。高良姜素还抑制DMBA或TCDD诱导的含有CYP1A1启动子的报道载体的转录[1]。高良姜素处理抑制细胞增殖并诱导自噬(130μM)和细胞凋亡(370μM)。特别是,HepG2细胞中的高良姜素处理导致(1)自噬体的积累,(2)微管相关蛋白轻链3的水平升高,和(3)具有空泡的细胞百分比增加。 p53表达也增加。高良姜素诱导的自噬通过抑制HepG2细胞中的p53而减弱,并且Hep3B细胞中p53的过度表达使高良姜素诱导的更高百分比的细胞空泡恢复到正常水平[2]。

[细胞实验]

将细胞（5.0×103）接种并用不同浓度的高良姜素在96孔板中处理不同时间。通过添加10μL的5mg / mL MTT溶液来确定每个孔中的活细胞数。在37℃温育4小时后，将细胞溶解在含有20％SDS和50％二甲基甲酰胺的100μL溶液中。使用Varioskan Flash Reader分光光度计在570nm的测试波长和630nm的参考波长下量化光密度。

[参考文献]

[1]. Ciolino HP, et al. The flavonoid galangin is an inhibitor of CYP1A1 activity and an agonist/antagonist of the aryl hydrocarbon receptor. Br J Cancer. 1999 Mar;79(9-10):1340-6.

[2]. Wen M, et al. Galangin induces autophagy through upregulation of p53 in HepG2 cells. Pharmacology. 2012;89(5-6):247-55.

[相关活性小分子]

高良姜素; 3,5,7-三羟基黄酮物理化学性质

[ 密度 ]:
1.6±0.1 g/cm3

[ 沸点 ]:
518.6±50.0 °C at 760 mmHg

[ 熔点 ]:
214-215 °C(lit.)

[ 分子式 ]:
C₁₅H₁₀O₅

[ 分子量 ]:
270.237

[ 闪点 ]:
202.0±23.6 °C

[ 精确质量 ]:
270.052826

[ PSA ]:
90.90000

[ LogP ]:
2.83

[ 外观性状 ]:
淡黄色针状晶体

[ 蒸汽压 ]:
0.0±1.4 mmHg at 25°C

[ 折射率 ]:
1.748

[ 储存条件 ]:
存放于惰性气体之中;避免光,空气

高良姜素; 3,5,7-三羟基黄酮MSDS

详细MSDS(安全技术说明书)

高良姜素; 3,5,7-三羟基黄酮毒性和生态

CHEMICAL IDENTIFICATION

RTECS NUMBER :: LK9275500

CHEMICAL NAME :: Flavone, 3,5,7-trihydroxy-

CAS REGISTRY NUMBER :: 548-83-4

BEILSTEIN REFERENCE NO. :: 0272179

LAST UPDATED :: 199803

DATA ITEMS CITED :: 8

MOLECULAR FORMULA :: C15-H10-O5

MOLECULAR WEIGHT :: 270.25

WISWESSER LINE NOTATION :: T66 BO EVJ CR& DQ GQ IQ

HEALTH HAZARD DATA

ACUTE TOXICITY DATA

TYPE OF TEST :: LD - Lethal dose

ROUTE OF EXPOSURE :: Oral

SPECIES OBSERVED :: Rodent - mouse

DOSE/DURATION :: >1500 mg/kg

TOXIC EFFECTS :: Details of toxic effects not reported other than lethal dose value

TYPE OF TEST :: Micronucleus test

TYPE OF TEST :: Micronucleus test

MUTATION DATA

TYPE OF TEST :: Mutation in mammalian somatic cells

TEST SYSTEM :: Rodent - hamster Ovary

DOSE/DURATION :: 20 mg/L

REFERENCE :: MUREAV Mutation Research. (Elsevier Science Pub. B.V., POB 211, 1000 AE Amsterdam, Netherlands) V.1- 1964- Volume(issue)/page/year: 113,45,1983

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高良姜素; 3,5,7-三羟基黄酮安全信息

[ 符号 ]:

GHS07

[ 信号词 ]:
Warning

[ 危害声明 ]:
H315-H319-H335

[ 警示性声明 ]:
P261-P305 + P351 + P338

[ 个人防护装备 ]:
dust mask type N95 (US);Eyeshields;Gloves

[ 危害码 (欧洲) ]:
Xi:Irritant;

[ 风险声明 (欧洲) ]:
R36/37/38

[ 安全声明 (欧洲) ]:
S26-S37/39

[ 危险品运输编码 ]:
NONH for all modes of transport

[ WGK德国 ]:
3

[ RTECS号 ]:
LK9275500

[ 海关编码 ]:
2914400090

高良姜素; 3,5,7-三羟基黄酮合成路线

详细合成路线

高良姜素; 3,5,7-三羟基黄酮上下游产品

高良姜素; 3,5,7-三羟基黄酮上游产品

高良姜素; 3,5,7-三羟基黄酮下游产品

高良姜素; 3,5,7-三羟基黄酮海关

[ 海关编码 ]: 2914400090

[ 中文概述 ]:
2914400090 其他酮醇及酮醛。监管条件:无。增值税率:17.0%。退税率:9.0%。最惠国关税:5.5%。普通关税:30.0%

[ 申报要素 ]: 品名, 成分含量, 用途, 丙酮报明包装

[ Summary ]:
2914400090 other ketone-alcohols and ketone-aldehydes。Supervision conditions:None。VAT:17.0%。Tax rebate rate:9.0%。MFN tariff:5.5%。General tariff:30.0%

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