< 生产厂家价格 >

佛手柑内酯

佛手柑内酯用途

Bergapten 是一种天然的抗炎剂和抗肿瘤剂。Bergapten抑制鼠和人CYP 亚型。

点击显示

佛手柑内酯名称

[ CAS 号 ]:
484-20-8

[ 中文名 ]:
佛手苷内酯

[ 英文名 ]:
Bergapten

[中文别名 ]:

[英文别名 ]:

Geralen
Heraclin
Bergapten
EINECS 207-604-5
4-MOP
Bergaptan
MFCD00010272
7H-Furo[3,2-g][1]benzopyran-7-one, 4-methoxy-
MAJUDIN
4-Methoxy-7H-furo[3,2-g][1]benzopyran-7-one

佛手柑内酯生物活性

[ 描述 ]:

Bergapten 是一种天然的抗炎剂和抗肿瘤剂。Bergapten抑制鼠和人CYP 亚型。

[ 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 >> 苯丙酸类

[ 靶点 ]

CYP[1]

[体外研究]

在Bergapten(5-甲氧基补骨脂素,5-MOP)浓度为0.05 mM至25 mM时,SC-M1细胞中的N-乙酰转移酶(NAT)活性降低,但在这些剂量之间未发现明显的剂量依赖性效应(r = 0.5687)。在COLO205细胞中,在低剂量Bergapten(0.05mM和0.5mM)下NAT活性降低,并且在高剂量(50mM)下NAT活性增加。 Bergapten在我们的COLO 205细胞实验浓度中诱导剂量依赖性效应(r = 0.8912);较高剂量(50 mM)的促进作用和较低剂量(0.05-0.5 mM)的抑制作用,而5-25 mM的浓度与对照方案相比没有显着差异[1]。 Bergapten(5-甲氧基补骨脂素)通过调节骨保护素敲除小鼠中的PI3K/AKT,JNK/MAPK和NF-κB信号传导途径,对糖尿病相关的骨质疏松症发挥抑制作用。 Bergapten也被证明可显着抑制促炎细胞因子的产生。 Bergapten具有显着抑制RANKL-RANK信号转导,抑制PI3K/AKT,JNK/MAPK和NF-κB信号通路活化的能力,从而保护小梁结构,降低破骨细胞分化[2]。

[体内研究]

大鼠结肠的NAT代谢活性高于胃的代谢活性,并且Bergapten(5-甲氧基补骨脂素,5-MOP)在24小时时间段导致胃中AF浓度降低。胃和结肠中AAF的浓度很低。尽管DMSO(溶剂)影响AAF的代谢,但与对照方案相比,Bergapten仍导致AAF进一步代谢增加,并且24小时胃内AAF浓度降低,而结肠期间降低AAF浓度。 24至72小时的时间段[1]。

[细胞实验]

将人结肠腺癌细胞系（COLO 205，来自70岁的雄性高加索人）置于75cm2组织培养瓶中，并在含有10％胎牛血清的RPMI1640培养基中培养，该培养基含有青霉素和链霉素（100μg） / mL）和1mM谷氨酰胺，在37℃，5％CO 2和95％O 2的潮湿气氛中。将人胃腺癌细胞系置于75-cm2组织培养瓶中，并在补充有10％胎牛血清的RPMI 1640培养基中生长，该培养基含有青霉素和链霉素（100μg/ mL）和1mM谷氨酰胺，在37℃下培养。 5％CO2和95％O2的潮湿气氛。用不同浓度的Bergapten（0.05,0.5,5,10,25和50mM）处理SC-M1和COLO 205细胞，并孵育72小时，用于Bergapten对NAT活性的剂量 - 效应研究。为了确定0.5mM Bergapten对NAT活性的时程效应，将细胞在37AC温育并分别在12,24,48和72小时收获。将Bergapten溶解在DMSO中，载体的最终浓度<0.1％。仅添加DMSO（溶剂）用于对照方案[1]。

[动物实验]

大鼠[1]使用重约200g的72只雄性Sprague-Dawley（SD）大鼠。总共72只大鼠接受3种不同的方案，每种方案分成4组，每组6只大鼠。胃插管用于将测试化合物递送到每只动物中。第一种方案以0.5mmol / Kg体重的剂量接受1mL Bergapten（溶于DMSO中）。方案2，即对照方案，仅接受1mL溶剂（DMSO），没有任何Bergapten。方案3，对比方案，当时没有得到任何结果。 24小时后，来自3种方案的所有大鼠均以0.3mmol / Kg体重的剂量接受1mL AF（溶解于DMSO中）。按不同的收集时间分组：AF给药后12,24,48和72小时，然后将动物转移到个体代谢笼中。收集来自每种方案的大鼠的胃和结肠，并立即用乙酸乙酯/甲醇（95：5）萃取。蒸发溶剂，将残余物重新溶解在甲醇中，并通过HPLC测定AF和AAF。

[参考文献]

[1]. Lee YM, et al. Effects of 5-methoxypsoralen (5-MOP) on arylamine N-acetyltransferase activity in the stomach and colon of rats and human stomach and colon tumor cell lines. In Vivo. 2005 Nov-Dec;19(6):1061-9.

[2]. Li XJ, et al. Bergapten exerts inhibitory effects on diabetes-related osteoporosis via the regulation of the PI3K/AKT, JNK/MAPK and NF-κB signaling pathways in osteoprotegerin knockout mice. Int J Mol Med. 2016 Dec;38(6):1661-1672.

[相关活性小分子]

佛手柑内酯物理化学性质

[ 密度 ]:
1.4±0.1 g/cm3

[ 沸点 ]:
412.4±45.0 °C at 760 mmHg

[ 熔点 ]:
190-193 °C(lit.)

[ 分子式 ]:
C₁₂H₈O₄

[ 分子量 ]:
216.189

[ 闪点 ]:
203.2±28.7 °C

[ 精确质量 ]:
216.042252

[ PSA ]:
52.58000

[ LogP ]:
2.00

[ 外观性状 ]:
白色至灰白色结晶固体

[ 蒸汽压 ]:
0.0±1.0 mmHg at 25°C

[ 折射率 ]:
1.635

[ 储存条件 ]:
2-8°C

[ 稳定性 ]:
Stable. Combustible. Incompatible with strong oxidizing agents. May be light sensitive.

[ 水溶解性 ]:
水溶性：实际上不溶；可溶于：乙醚；微溶：苯,醇,氯仿

佛手柑内酯MSDS

详细MSDS(安全技术说明书)

佛手柑内酯毒性和生态

CHEMICAL IDENTIFICATION

RTECS NUMBER :: LV1300000

CHEMICAL NAME :: 7H-Furo(3,2-g)(1)benzopyran-7-one, 4-methoxy-

CAS REGISTRY NUMBER :: 484-20-8

BEILSTEIN REFERENCE NO. :: 0019560

LAST UPDATED :: 199612

DATA ITEMS CITED :: 12

MOLECULAR FORMULA :: C12-H8-O4

MOLECULAR WEIGHT :: 216.20

WISWESSER LINE NOTATION :: T C566 DO LVOJ HO1

HEALTH HAZARD DATA

ACUTE TOXICITY DATA

TYPE OF TEST :: LD50 - Lethal dose, 50 percent kill

ROUTE OF EXPOSURE :: Oral

SPECIES OBSERVED :: Rodent - rat

DOSE/DURATION :: >30 gm/kg

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

TYPE OF TEST :: LD50 - Lethal dose, 50 percent kill

ROUTE OF EXPOSURE :: Oral

SPECIES OBSERVED :: Rodent - mouse

DOSE/DURATION :: 8100 mg/kg

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

TYPE OF TEST :: LD50 - Lethal dose, 50 percent kill

ROUTE OF EXPOSURE :: Oral

SPECIES OBSERVED :: Rodent - guinea pig

DOSE/DURATION :: 9 gm/kg

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

TYPE OF TEST :: TDLo - Lowest published toxic dose

ROUTE OF EXPOSURE :: Oral

SPECIES OBSERVED :: Rodent - rat

DOSE/DURATION :: 204 gm/kg/52W-I

TOXIC EFFECTS :: Behavioral - fluid intake Endocrine - evidence of thyroid hyperfunction Nutritional and Gross Metabolic - weight loss or decreased weight gain

TYPE OF TEST :: TDLo - Lowest published toxic dose

ROUTE OF EXPOSURE :: Oral

SPECIES OBSERVED :: Mammal - dog

DOSE/DURATION :: 800 mg/kg/8D-I

TOXIC EFFECTS :: Behavioral - sleep Behavioral - food intake (animal) Skin and Appendages - dermatitis, irritative (after systemic exposure)

TYPE OF TEST :: TDLo - Lowest published toxic dose

ROUTE OF EXPOSURE :: Oral

SPECIES OBSERVED :: Mammal - dog

DOSE/DURATION :: 4368 mg/kg/13W-I

TOXIC EFFECTS :: Liver - other changes Nutritional and Gross Metabolic - weight loss or decreased weight gain

TYPE OF TEST :: TDLo - Lowest published toxic dose

ROUTE OF EXPOSURE :: Oral

DOSE :: 5600 mg/kg

SEX/DURATION :: female 6-15 day(s) after conception

TOXIC EFFECTS :: Reproductive - Fertility - pre-implantation mortality (e.g. reduction in number of implants per female; total number of implants per corpora lutea) Reproductive - Effects on Embryo or Fetus - fetotoxicity (except death, e.g., stunted fetus)

TYPE OF TEST :: TDLo - Lowest published toxic dose

ROUTE OF EXPOSURE :: Oral

DOSE :: 6720 mg/kg

SEX/DURATION :: female 7-18 day(s) after conception

TOXIC EFFECTS :: Reproductive - Effects on Embryo or Fetus - fetotoxicity (except death, e.g., stunted fetus)

MUTATION DATA

TEST SYSTEM :: Rodent - mouse

DOSE/DURATION :: 900 mg/kg

REFERENCE :: EMMUEG Environmental and Molecular Mutagenesis. (Alan R. Liss, Inc., 41 E. 11th St., New York, NY 10003) V.10- 1987- Volume(issue)/page/year: 25,302,1995 *** REVIEWS *** IARC Cancer Review:Animal Sufficient Evidence IMSUDL IARC Monographs, Supplement. (WHO Publications Centre USA, 49 Sheridan Ave., Albany, NY 12210) No.1- 1979- Volume(issue)/page/year: 7,242,1987 IARC Cancer Review:Human Inadequate Evidence IMEMDT IARC Monographs on the Evaluation of Carcinogenic Risk of Chemicals to Man. (WHO Publications Centre USA, 49 Sheridan Ave., Albany, NY 12210) V.1- 1972- Volume(issue)/page/year: 40,327,1986 IARC Cancer Review:Group 2A IMSUDL IARC Monographs, Supplement. (WHO Publications Centre USA, 49 Sheridan Ave., Albany, NY 12210) No.1- 1979- Volume(issue)/page/year: 7,242,1987

点击显示

佛手柑内酯安全信息

[ 符号 ]:

GHS08

[ 信号词 ]:
Danger

[ 危害声明 ]:
H334-H340-H350

[ 警示性声明 ]:
P201-P261-P308 + P313

[ 个人防护装备 ]:
Eyeshields;Faceshields;Gloves;type P2 (EN 143) respirator cartridges

[ 危害码 (欧洲) ]:
Xi: Irritant;

[ 风险声明 (欧洲) ]:
R43

[ 安全声明 (欧洲) ]:
S36/37

[ 危险品运输编码 ]:
UN 1759

[ WGK德国 ]:
2

[ RTECS号 ]:
LV1300000

[ 海关编码 ]:
2932999099

佛手柑内酯合成路线

详细合成路线

佛手柑内酯上下游产品

佛手柑内酯上游产品

佛手柑内酯下游产品

佛手柑内酯海关

[ 海关编码 ]: 2932999099

[ 中文概述 ]:
2932999099. 其他仅含氧杂原子的杂环化合物. 增值税率:17.0%. 退税率:13.0%. 监管条件:无. 最惠国关税:6.5%. 普通关税:20.0%

[ 申报要素 ]: 品名, 成分含量, 用途

[ Summary ]:
2932999099. other heterocyclic compounds with oxygen hetero-atom(s) only. VAT:17.0%. Tax rebate rate:13.0%. . MFN tariff:6.5%. General tariff:20.0%

佛手柑内酯文献

Non-animal photosafety screening for complex cosmetic ingredients with photochemical and photobiochemical assessment tools.

Regul Toxicol Pharmacol 72 , 578-85, (2015)

Previously, a non-animal screening approach was proposed for evaluating photosafety of cosmetic ingredients by means of in vitro photochemical and photobiochemical assays; however, complex cosmetic in...

Bergapten drives autophagy through the up-regulation of PTEN expression in breast cancer cells.

Mol. Cancer 14 , 130, (2015)

Bergapten (5-methoxypsoralen), a natural psoralen derivative present in many fruits and vegetables, has shown antitumoral effects in a variety of cell types. In this study, it has been addressed how B...

[Chemical constituents contained in seeds of Notopterygium franchetii].

Zhongguo Zhong Yao Za Zhi 37(7) , 941-5, (2012)

To study the chemical constituents from the seeds of Notopterygium franchetii.Ethanol extracts of seeds N. franchetii were separated and purified by such methods as normal and reversed phase column ch...

更多文献