白花丹醌

中文名称:

兰雪醌

中文同义词:

兰雪醌2,3-二氯-1,4-二氨基蒽醌;石苁溶萘醌;白花丹醌(白花丹素);白花丹精;白花丹醌;矶松素;矾松素;石苁蓉萘醌

英文名称:

PLUMBAGIN

英文同义词:

plumbagone;1,4-Dihydro-1,4-dioxo-5-hydroxy-2-methylnaphthalene;Plumbagin (natural);PLUMBAGIN PRACTICAL GRADE;Plumbagin, 99+%;PLUMBAGIN(RG);1,4-NAPHTHALENEDIONE,5-HYDROXY-2-METHYL;PLANT STEROLS KIT

CAS号:

481-42-5

分子式:

C11H8O3

分子量:

188.18

EINECS号:

207-569-6

相关类别:

小分子抑制剂，天然产物;小分子抑制剂;标准品;植物提取物;Inhibitors;Anthraquinones, Hydroquinones and Quinones;chem-chemical

Mol文件:

481-42-5.mol

熔点 

76-78 °C(lit.)

沸点 

283.17°C (rough estimate)

密度 

1.354

折射率 

1.6310 (estimate)

储存条件 

−20°C

形态

Crystals or Crystalline Powder

酸度系数(pKa)

6.70±0.20(Predicted)

颜色

Orange

Merck 

7538

EPA化学物质信息

1,4-Naphthalenedione, 5-hydroxy-2-methyl- (481-42-5)

生物活性

Plumbagin (2-Methyljuglone) 是从 Plumbago zeylanica L 中得到的萘醌类物质，具有抗肿瘤、抗增殖活性。

体外研究

Plumbagin (0, 5, 10, and 15 μM) induces apoptosis of prostate cancer cell lines, such as DU145, CWR22rv1 and LNCaP, in a dose-dependent manner. Plumbagin (5, 20 μM) obviously inhibits the invasion of PC3, DU145, and CWR22rv1 cells. Apoptosis Analysis Cell Line: DU145, CWR22rv1, LNCaP and RWPE-1 cells Concentration: 0, 5, 10, and 15 μM Incubation Time: 24 hours Result: Dose-dependently induced apoptosis of DU145, CWR22rv1 and LNCaP, but showed no effect on RWPE-1 cells at up to 20 μM.

Cell Line:

DU145, CWR22rv1, LNCaP and RWPE-1 cells

Concentration:

0, 5, 10, and 15 μM

Incubation Time:

24 hours

Result:

Dose-dependently induced apoptosis of DU145, CWR22rv1 and LNCaP, but showed no effect on RWPE-1 cells at up to 20 μM.

体内研究

Plumbagin (2 mg/kg, i.p., five days a week for 11 weeks) inhibits the growth of tumor in male athymic nude mice. Plumbagin (2 mg/kg, i.p., five days a week for 11 weeks) inhibits expression of PKCε, suppresses JAK-2 and Stat3 phosphorylation, and activates Stat3, PCNA, VEGF and MMP-9 in mice. Animal Model: Male athymic nude mice bearing DU145 cells Dosage: 2 mg/kg Administration: I.P. after 3 days post cell implantation, five days a week. Result: Delayed tumor growth by 3 weeks, and reduced tumor weight and volume in mice.

Animal Model:

Male athymic nude mice bearing DU145 cells

Dosage:

2 mg/kg

Administration:

I.P. after 3 days post cell implantation, five days a week.

Result:

Delayed tumor growth by 3 weeks, and reduced tumor weight and volume in mice.

用途 

用作染料中间体，用于生产26紫、28紫、双氰等

危险品标志 

T

危险类别码 

25-34-36/37/38

安全说明 

22-26-36/37/39-45-37/39-28A

危险品运输编号 

UN 2923 8/PG 2

WGK Germany 

3

RTECS号

QL8500000

Hazard Note 

Toxic

HazardClass 

6.1(a)

PackingGroup 

II

海关编码 

29146990

毒性

LD50 i.p. in mice: ~0.015 g/kg (Debray)