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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。

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 ]:

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]

n-[4-[2-乙基-1-(1H-1,2,4-噻唑-1-基)丁基]苯基]-2-苯并噻唑胺 | 芹菜素; 芹黄素; 5,7,4'-三羟基黄酮 | 可比司他 | 人参皂苷CK | 吉非罗齐 | 艾沙康唑 | 柚皮苷 | 6-[(7S)-7-羟基-6,7-二氢-5H-吡咯并[1,2-C]咪唑-7-基]-N-甲基-2-萘甲酰胺 | 普罗地芬 盐酸盐 | 高良姜素; 3,5,7-三羟基黄酮 | (3BETA)-17-(1H-苯并咪唑-1-基)雄甾-5,16-二烯-3-醇 | 四氢姜黄素 | 1-氨基苯并三唑 | 呋拉茶碱 | 人参皂苷 F1

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

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

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

佛手柑内酯上下游产品

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...


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产品详情:[Perfemiker]佛手苷内酯,分析对照品,>98%(GC)


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相关化合物

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标题:佛手柑内酯_MSDS_用途_密度_佛手柑内酯CAS号【484-20-8】_化源网 地址:https://www.chemsrc.com/amp/cas/484-20-8_314545.html