NG-061

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Category Others
Catalog number BBF-03687
CAS
Molecular Weight 270.28
Molecular Formula C15H14N2O3

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Description

NG-061 is originally isolated from Penicillum minioluteum F-4627 and used as a nerve growth factor (NGF) enhancer.

Specification

Synonyms N'-[(1E)-2-methoxy-4-oxocyclohexa-2,5-dien-1-ylidene]-2-phenylacetohydrazide; Phenylacetic acid 2-(2-methoxy-4-oxocyclohexa-2,4-dienylidene)hydrazide
IUPAC Name N-(4-hydroxy-2-methoxyphenyl)imino-2-phenylacetamide
Canonical SMILES COC1=C(C=CC(=C1)O)N=NC(=O)CC2=CC=CC=C2
InChI InChI=1S/C15H14N2O3/c1-20-14-10-12(18)7-8-13(14)16-17-15(19)9-11-5-3-2-4-6-11/h2-8,10,18H,9H2,1H3
InChI Key KMSOILCOVHEHCE-UHFFFAOYSA-N

Properties

Appearance Light Yellow Crystal
Melting Point 189-190°C

Reference Reading

1. Structure of NG-061, a novel potentiator of nerve growth factor (NGF) isolated from Penicillium minioluteum F-4627
R Bhandari, T Eguchi, A Sekine, Y Ohashi, K Kakinuma, M Ito, K Mizoue J Antibiot (Tokyo). 1999 Mar;52(3):231-4. doi: 10.7164/antibiotics.52.231.
The structure of NG-061, a new potentiator of nerve growth factor (NGF) isolated from Penicillium minioluteum F-4627, was determined by spectroscopic analysis and X-ray diffraction method to be phenylacetic acid 2-(2-methoxy-4-oxocyclohexa-2,4-dienylidene)-hydrazide.
2. A novel fungal metabolite NG-061 enhances and mimics neurotrophic effect of nerve growth factor (NGF) on neurite outgrowth in PC12 cells
M Ito, N Sakai, K Ito, F Mizobe, K Hanada, K Mizoue J Antibiot (Tokyo). 1999 Mar;52(3):224-30. doi: 10.7164/antibiotics.52.224.
During the course of our screening program for low molecular natural products with their ability to potentiate and/or mimic neurotrophic effect of NGF, a novel fungal metabolite, phenylacetic acid hydrazide derivative NG-061 was isolated from the fermentation broth of Penicillium minioluteum F-4627. NG-061 enhanced and mimicked neurotrophic effect of NGF on neurite outgrowth in a rat pheochromocytoma cell line PC12.
3. Synthesis of NG-061 and its analogs, and their biological evaluation as an enhancer of nerve growth factor
T Eguchi, S Kanai, K Kakinuma, T Okazaki, K Mizoue Chem Pharm Bull (Tokyo). 2000 Oct;48(10):1470-3. doi: 10.1248/cpb.48.1470.
A novel potentiator of nerve growth factor (NGF), NG-061, which had been isolated from the fermentation broth of Penicillium minioluteum F-4627, was synthesized from methoxybenzoquinone and phenylacetylhydrazine in a single step. A series of acyl hydrazone derivatives were also synthesized and their potentiator activity of neurotrophic effect of NGF on neurite outgrowth was evaluated by assay with a rat pheochromocytoma cell line PC12.

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