灵菌红素
|
|
|
- CAS号:
- 82-89-3
- 英文名:
- PRODIGIOSIN
- 英文别名:
- Nsc47147;Aids010622;Aids-010622;PRODIGIOSIN;Prodigiosine;Prodigiosin, apoptotic agent;2-Methyl-3-amyl-6-methoxyprodigiosene;Prodigiosin Serratia marcescens;4-Methoxy-5-[(5-methyl-4-pentyl-2H-pyrrol-2-ylidene)methyl], 2,2'bipyrrole;4-Methoxy-5-[(5-methyl-4-pentyl-2H-pyrrol-2-ylidene)methyl]-2,2'-bi[1H-pyrrol]
- 中文名:
- 灵菌红素
- 中文别名:
- 灵杆菌素;灵菌红素;PRODIGIOSIN,凋亡因子;PRODIGIOSIN,APOPTOTIC AGENT;4-甲氧基-5-((5-甲基-4-戊基-2H-吡咯-2-亚基)甲基)-1H,1'H-2,2'-联吡咯
- CBNumber:
- CB5156304
- 分子式:
- C20H25N3O
- 分子量:
- 323.43
- MOL File:
- 82-89-3.mol
|
|
|
灵菌红素化学性质
-
熔点:
-
151-152°
-
|
-
沸点:
-
554.3±50.0 °C(Predicted)
-
|
-
密度:
-
1.12±0.1 g/cm3(Predicted)
-
|
-
储存条件:
-
-20C
-
|
-
溶解度:
-
Acetonitrile: Soluble; Ethanol: Soluble; Methanol: Soluble
-
|
-
形态:
-
Dark red solid
-
|
-
酸度系数(pKa):
-
17.09±0.50(Predicted)
-
|
-
颜色:
-
Dark red
-
|
-
InChI:
-
InChI=1S/C20H25N3O/c1-4-5-6-8-15-11-16(22-14(15)2)12-19-20(24-3)13-18(23-19)17-9-7-10-21-17/h7,9-13,21,23H,4-6,8H2,1-3H3
-
|
-
InChIKey:
-
SZXDNGVQRDTJSD-UHFFFAOYSA-N
-
|
-
SMILES:
-
N1C(C=C2C=C(CCCCC)C(C)=N2)=C(OC)C=C1C1=CC=CN1
-
|
灵菌红素性质、用途与生产工艺
Prodigiosin (Prodigiosine)，一种天然的红色素，是一种具有生物活性的次生代谢产物。Prodigiosin 是 Wnt/β-catenin 途径的有效抑制剂。Prodigiosin 具有抗菌，抗真菌，抗原生动物，抗疟疾，免疫抑制和抗癌特性。
Prodigiosin (25-500 nM; 24 hours) treatment reduces the viability of breast cancer cells, with IC
50
values at 48 h of 62.52 nM in MDA-MB-231 cells and 261.2 nM in MDA-MB-468 cells.
Prodigiosin (25-500 nM; 24 hours) treatment significantly reduces the levels of phosphorylated LRP6 and DVL2, active β-catenin, and total β-catenin. Prodigiosin noticeably inhibits the phosphorylation of GSK3β at Ser9 in HEK293T cells, which is indicative of an increase in GSK3β activity.
Prodigiosin can inhibit proliferation and induce apoptosis in breast cancer cells.
Prodigiosin (25-500 nM; 24 hours) treatment dose-dependently blocks Wnt signaling activated by Wnt1, Wnt3, Wnt1/LRP6, Wnt3/LRP6, and Dishevelled 2 (DVL2) in transfected HEK293T cells. Prodigiosin treatment inhibits Wnt3A-CM-induced transcription in a dose-dependent manner. Prodigiosin inhibits transcription of the SuperTopFlash reporter activated by either Wnt transfection or Wnt3A treatment.
When applied to cultures of chytrid fungi
Batrachochytrium dendrobatidis
and
B. salamandrivorans
, Prodigiosin causes significant growth inhibition, with MIC values of 10 μM and 50 μM, respectively.
Cell Proliferation Assay
|
Cell Line:
|
MDA-MB-231 and MDA-MB-468 cells
|
|
Concentration:
|
10 nM, 25 nM, 50 nM, 100 nM, 250 nM, 500 nM, 1000 nM, 2500 nM, 5000 nM
|
|
Incubation Time:
|
24 hours, 48 hours
|
|
Result:
|
Reduced the viability of breast cancer cells, with IC
50
values at 48 h of 62.52 nM in MDA-MB-231 cells and 261.2 nM in MDA-MB-468 cells.
|
Western Blot Analysis
|
Cell Line:
|
HEK293T cells
|
|
Concentration:
|
50 nM, 100 nM, 250 nM, 500 nM
|
|
Incubation Time:
|
24 hours
|
|
Result:
|
Significantly reduced the levels of phosphorylated LRP6 and DVL2, active β-catenin, and total β-catenin.
|
Prodigiosin (5 mg/kg; intraperitoneal injection; twice weekly; for 3 weeks) treatment significantly inhibits tumor growth. Prodigiosin treatment decreases tumor cell density and expression of the proliferation marker Ki-67.
|
Animal Model:
|
Female BALB/c nude mice injected with MDA-MB-231 cells
|
|
Dosage:
|
5 mg/kg
|
|
Administration:
|
Intraperitoneal injection; twice weekly; for 3 weeks
|
|
Result:
|
Significantly inhibited tumor growth in mice.
|
灵菌红素
上下游产品信息
上游原料
下游产品
| 更新日期 | 产品编号 | 产品名称 | CAS编号 | 包装 | 价格 |
|---|
| 2025/05/22 | HY-100711 | 灵菌红素
Prodigiosin | 82-89-3 | 100 μg | 700元 |
| 2025/05/22 | HY-100711 | 灵菌红素
Prodigiosin | 82-89-3 | 250 μg | 1260元 |
灵菌红素
生产厂家
全球有 81家供应商
灵菌红素国内生产厂家
82-89-3, 灵菌红素 相关搜索:
- 抑制剂
- 药靶配体
- 通用生化试剂-天然产物
- 微生物代谢物
- 4-甲氧基-5-((5-甲基-4-戊基-2H-吡咯-2-亚基)甲基)-1H,1'H-2,2'-联吡咯
- PRODIGIOSIN,APOPTOTIC AGENT
- PRODIGIOSIN,凋亡因子
- 灵杆菌素
- 灵菌红素
- 82-89-3
- 4-Methoxy-5-((5-methyl-4-pentyl-2H-pyrrol-2-ylidene)methyl)-1H,1'H-2,2'-bipyrrole
- Prodigiosin Serratia marcescens
- Prodigiosin, apoptotic agent
- (E)-4-methoxy-5-((5-methyl-4-pentyl-2H-pyrrol-2-ylidene)methyl)-1H,1'H-2,2'-bipyrrole
- 2-Methyl-3-amyl-6-methoxyprodigiosene
- 2,2'-Bi-1H-pyrrole,4-Methoxy-5-[(5-Methyl-4-pentyl-2H-pyrrol-2-ylidene)Methyl]-
- 2,2'-Bi-1H-pyrrole,4-Methoxy-5-[(5-Methyl-4-pentyl-2H-pyrrol-2-ylidene)Methyl]-prodigiosinⅡ≤
- Nsc47147
- Aids-010622
- Aids010622
- 4-Methoxy-5-[(5-methyl-4-pentyl-2H-pyrrol-2-ylidene)methyl], 2,2'bipyrrole
- Prodigiosine
- 4-Methoxy-5-[(5-methyl-4-pentyl-2H-pyrrol-2-ylidene)methyl]-2,2'-bi[1H-pyrrole]
- 4-Methoxy-5-[(5-methyl-4-pentyl-2H-pyrrol-2-ylidene)methyl]-2,2'-bi[1H-pyrrol]
- 4-Methoxy-5-(4-pentyl-5-methyl-2H-pyrrole-2-ylidenemethyl)-2,2'-bi[1H-pyrrole]
- 3-Methoxy-2-(5-methyl-4-pentyl-2H-pyrrol-2-ylidene)methyl-5-(1H-pyrrol-2-yl)-1H-pyrrole
- (Z)-4-Methoxy-5-((5-Methyl-4-pentyl-2H-pyrrol-2-ylidene)Methyl)-1H,1'H-2,2'-bipyrrole
- PRODIGIOSIN