Agelastatin A

Names

[ Name ]:
Agelastatin A

[Synonym ]:
(5aS,5bS,8aS,9aR)-1-Bromo-8a-hydroxy-8-methyl-5,5a,5b,6,8,8a,9,9a-octahydroimidazo[4',5':4,5]cyclopenta[1,2-e]pyrrolo[1,2-a]pyrazine-4,7-dione
agelastatin A
Imidazo[4',5':4,5]cyclopenta[1,2-e]pyrrolo[1,2-a]pyrazine-4,7-dione, 1-bromo-5,5a,5b,6,8,8a,9,9a-octahydro-8a-hydroxy-8-methyl-, (5aS,5bS,8aS,9aR)-

Biological Activity

[Description]:

Agelastatin A ((-)-Agelastatin A; AglA), a tetracyclic alkaloid isolated from the sponge Agelas dendromorpha, induces apoptosis and arrests cells in the G2/M phase of the cell cycle, exhibiting antitumor activity[1].

[Related Catalog]:

Signaling Pathways >> Apoptosis >> Apoptosis

Research Areas >> Cancer

[In Vitro]

Agelastatin A(0-2 μM, 48 h) 作用于 U-937、HeLa、A549、BT549 以及 IMR90 细胞的 IC50值分别是 67 nM, 708 nM, 1.05 μM, 278 nM 和 1.11 μM[1]。 Agelastatin A(0-1 μM, 48 h) 作用于 CEM、Jurkat、Daudi、HL-60 和 CA46 细胞的 IC50值分别是20，74，20，138 和187 nM[1]。 Agelastatin A(0-150 nM, 16 h)可以剂量依赖性的诱导U-937细胞周期停滞在 G2/M 期[1]。

[In Vivo]

The pharmacokinetic parameters of Agelastatin A(1a) a single 2.5 mg/kg dose in mice[2]. Parameter/td> intravenous (IV) intraperitoneal (IP) ACU 1742 2946 Cmax 4.5 μM 1.65 μM Tmax 2 min 30 min t1/2 4 min 1 h

[References]

[1]. Sunkyu Han, et al. Synthesis and anticancer activity of all known (-)-agelastatin alkaloids. J Org Chem. 2013 Dec 6;78(23):11970-84.

[2]. E Paige Stout, et al. Potent fluorinated agelastatin analogues for chronic lymphocytic leukemia: design, synthesis, and pharmacokinetic studies. J Med Chem. 2014 Jun 26;57(12):5085-93. doi: 10.1021/jm4016922. Epub 2014 Jun.

Chemical & Physical Properties

[ Density]:
2.2±0.1 g/cm3

[ Boiling Point ]:
760.7±60.0 °C at 760 mmHg

[ Molecular Formula ]:
C₁₂H₁₃BrN₄O₃

[ Molecular Weight ]:
341.16100

[ Flash Point ]:
413.9±32.9 °C

[ Exact Mass ]:
340.01700

[ PSA ]:
86.60000

[ LogP ]:
2.18

[ Vapour Pressure ]:
0.0±2.7 mmHg at 25°C

[ Index of Refraction ]:
1.929

Related Compounds

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