CAS |
No.76343-93-6 |
中文名称 |
红海海绵素A |
英文名称 |
Latrunculin A |
别名 |
LAT-A |
分子式 |
C22H31NO5S |
分子量 |
421.55 |
纯度 |
≥98% |
外观(性状) |
A Solution in Ethanol(See label for concentration) |
储存条件 |
Store at -20℃,2 years |
MDL |
MFCD27977552 |
SMILES |
CC1CCC2CC(CC(O2)(C3CSC(=O)N3)O)OC(=O)C=C(CCC=CC=C1)C |
InChIKey |
DDVBPZROPPMBLW-IZGXTMSKSA-N |
InChI |
InChI=1S/C22H31NO5S/c1-15-7-5-3-4-6-8-16(2)11-20(24)27-18-12-17(10-9-15)28-22(26,13-18)19-14-29-21(25)23-19/h3-5,7,11,15,17-19,26H,6,8-10,12-14H2,1-2H3,(H,23,25)/b4-3+,7-5-,16-11-/t15-,17-,18-,19+,22-/m1/s1 |
PubChem CID |
445420 |
靶点 |
G-actin |
通路 |
Cytoskeleton |
背景说明 |
Latrunculin A是一种 G-肌动蛋白聚合 (G-actin polymerization) 抑制剂,能够与肌动蛋白 (actin) 单体结合,抑制肌动蛋白聚集。 |
生物活性 |
Latrunculin A 来自 Latrunculia magnifica,是一种 G 肌动蛋白聚合抑制剂,可与肌动蛋白单体结合,抑制肌动蛋白的聚合,对 ATP-肌动蛋白、ADP-Pi-肌动蛋白、ADP-肌动蛋白和 G-肌动蛋白的 Kds 分别为 0.1、0.4、4.7 μM 和 0.19 μM。[1-2] |
In Vitro |
Latrunculin A bound ATP-actin monomers with a higher affinity(Kd = 0.1 μM)than ADP-Pi-actin(Kd = 0.4 μM)or ADP-actin(Kd = 4.7 μM). Latrunculin A binds weakly to actin filaments with a Kd >100 μM.[1] Latrunculin A and carbamates 4- 6 displayed potent anti-invasive activity against the human highly metastatic human prostate cancer PC-3M cells in a Matrigel assay at a concentration range of 50 nM to 1 microM. Latrunculin A(500 nM)decreased the disaggregation and cell migration of PC-3M-CT+ spheroids by 3-fold. Latrunculin A(IC 50 6.7 microM)suppress hypoxia-induced HIF-1 activation in T47D breast tumor cells.[3] Latrunculin A caused a dose- and time-dependent reduction in the high cytoplasmic HuR content of HepG2 and Huh7 hepatocellular carcinoma(HCC)cells.[4] Latrunculin A induced acute cell injury and programmed cell death through activating the caspase-3/7 pathway.[5] |
In Vivo |
Intraperitoneal(i.p.)injection of latrunculin A significantly improved survival rate in mice without any major side-effects.[5] |
数据来源文献 |
[1]. Fujiwara I,et al. Latrunculin A Accelerates Actin Filament Depolymerization in Addition to Sequestering Actin Monomers. Curr Biol. 2018 Oct 8;28(19):3183-3192.e2. [2]. Coué M,et al. Inhibition of actin polymerization by latrunculin A. FEBS Lett. 1987 Mar 23;213(2):316-8. [3]. Sayed KA,et al. Latrunculin A and its C-17-O-carbamates inhibit prostate tumor cell invasion and HIF-1 activation in breast tumor cells. J Nat Prod. 2008 Mar;71(3):396-402. [4]. Doller A,et al.. The cytoskeletal inhibitors latrunculin A and blebbistatin exert antitumorigenic properties in human hepatocellular carcinoma cells by interfering with intracellular HuR trafficking. Exp Cell Res. 2015 Jan 1;330(1):66-80. [5]. Konishi H,et al. Latrunculin a has a strong anticancer effect in a peritoneal dissemination model of human gastric cancer in mice. Anticancer Res. 2009 Jun;29(6):2091-7. |
规格 |
25ug |
单位 |
瓶 |