Neoechinulin A

Modify Date: 2025-08-20 17:43:46

Neoechinulin A Structure
Neoechinulin A structure
Common Name Neoechinulin A
CAS Number 51551-29-2 Molecular Weight 323.389
Density 1.2±0.1 g/cm3 Boiling Point 655.7±55.0 °C at 760 mmHg
Molecular Formula C19H21N3O2 Melting Point N/A
MSDS N/A Flash Point 350.4±31.5 °C

 Use of Neoechinulin A


Neoechinulin A is an isoprenyl indole alkaloid that exhibits scavenging, neurotrophic factor-like, and anti-apoptotic activities. Neoechinulin A induces memory improvements and antidepressant-like effects in mice[1][2].

 Names

Name (3S,6Z)-3-Methyl-6-{[2-(2-methyl-3-buten-2-yl)-1H-indol-3-yl]meth ylene}-2,5-piperazinedione
Synonym More Synonyms

 Neoechinulin A Biological Activity

Description Neoechinulin A is an isoprenyl indole alkaloid that exhibits scavenging, neurotrophic factor-like, and anti-apoptotic activities. Neoechinulin A induces memory improvements and antidepressant-like effects in mice[1][2].
Related Catalog
In Vitro Neoechinulin A (RAW264.7 macrophages; 3 hours; cells then stimulated with LPS (1 μg/mL) for 18 hours) suppresses PGE2, TNF-α, and IL-1β production in a dose-dependent manner[2]. Neoechinulin A can suppress the production of pro-inflammatory mediators and cytokines including NO, PGE2, TNF-α, and IL-1β. Further, it reduced the expression of iNOS and COX-2 in LPS-stimulated RAW264.7 macrophages by inhibiting the NF-κB and p38 MAPK signaling pathways[2]. Neoechinulin A suppresses amyloid-β oligomer-induced microglia activation and thereby protects PC-12 cells from inflammation-mediated toxicity[3].
In Vivo In the Y-maze test, the intracerebroventicular (i.c.v.) administration of LPS (10 μg/mouse) significantly decreased spontaneous alternation behavior, which was prevented by the prior administration of neoechinulin A (300ng/mouse, i.c.v.)[1].
References

[1]. Humbert M, et al. Masitinib combined with standard gemcitabine chemotherapy: in vitro and in vivo studies in human pancreatic tumour cell lines and ectopic mouse model. PLoS One. 2010;5(3):e9430. Published 2010 Mar 4.

[2]. Kim KS, et al. Anti-inflammatory effect of neoechinulin a from the marine fungus Eurotium sp. SF-5989 through the suppression of NF-кB and p38 MAPK Pathways in lipopolysaccharide-stimulated RAW264.7 macrophages. Molecules. 2013;18(11):13245-13259. Published 2013 Oct 25.

[3]. Dewapriya P, et al. Neoechinulin A suppresses amyloid-β oligomer-induced microglia activation and thereby protects PC-12 cells from inflammation-mediated toxicity. Neurotoxicology. 2013;35:30-40.

 Chemical & Physical Properties

Density 1.2±0.1 g/cm3
Boiling Point 655.7±55.0 °C at 760 mmHg
Molecular Formula C19H21N3O2
Molecular Weight 323.389
Flash Point 350.4±31.5 °C
Exact Mass 323.163391
PSA 73.99000
LogP 2.55
Vapour Pressure 0.0±2.0 mmHg at 25°C
Index of Refraction 1.628

 Safety Information

Hazard Codes Xi

 Synonyms

2,5-Piperazinedione, 3-[[2-(1,1-dimethyl-2-propen-1-yl)-1H-indol-3-yl]methylene]-6-methyl-, (3Z,6S)-
(3S,6Z)-3-Methyl-6-{[2-(2-methyl-3-buten-2-yl)-1H-indol-3-yl]methylene}-2,5-piperazinedione
(3S,6Z)-3-methyl-6-{[2-(2-methylbut-3-en-2-yl)-1H-indol-3-yl]methylidene}piperazine-2,5-dione
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