Benzastatin A

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Category Others
Catalog number BBF-00287
CAS
Molecular Weight 316.44
Molecular Formula C19H28N2O2

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Description

Benzastatin A is produced by the strain of Streptomyces nitrosporeas 30643. All the components can inhibit the lipid peroxidation activity of rat liver microsomes.

Specification

IUPAC Name 4-amino-3-[(2Z)-3-(methoxymethyl)-6,7-dimethylocta-2,6-dienyl]benzamide
Canonical SMILES CC(=C(C)CCC(=CCC1=C(C=CC(=C1)C(=O)N)N)COC)C
InChI InChI=1S/C19H28N2O2/c1-13(2)14(3)5-6-15(12-23-4)7-8-16-11-17(19(21)22)9-10-18(16)20/h7,9-11H,5-6,8,12,20H2,1-4H3,(H2,21,22)/b15-7-
InChI Key YMJHQWISZUEYPB-CHHVJCJISA-N

Properties

Appearance White Powder

Reference Reading

1. Benzastatins A, B, C, and D: new free radical scavengers from Streptomyces nitrosporeus 30643. II. Structural determination
W G Kim, J P Kim, I D Yoo J Antibiot (Tokyo). 1996 Jan;49(1):26-30. doi: 10.7164/antibiotics.49.26.
The structures of benzastatins A, B, C, and D, new free radical scavengers, were determined by spectroscopic studies. Benzastatins A and B incorporate the para-aminobenzamide unit which is rare in fungal metabolites. Benzastatins C and D are unique alkaloids related to virantmycin; they contain the tetrahydroquinoline unit in the molecules.
2. Benzastatins A, B, C, and D: new free radical scavengers from Streptomyces nitrosporeus 30643. I. Taxonomy, fermentation, isolation, physico-chemical properties and biological activities
W G Kim, J P Kim, C J Kim, K H Lee, I D Yoo J Antibiot (Tokyo). 1996 Jan;49(1):20-5. doi: 10.7164/antibiotics.49.20.
In the course of screening for free radical scavengers, rare metabolites, benzastatins A and B having aminobenzamide skeleton and benzastatins C and D having tetrahydroquinoline skeleton, were isolated from the culture broth of streptomyces nitrosporeus 30643. They showed inhibitory activity against lipid peroxidation in rat liver microsomes. In the cell assay, benzastatins C and D inhibited glutamate toxicity in N18-RE-105 cells with EC50 values of 2.0 and 5.4 microM, respectively.

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Tip: Chemical formula is case sensitive. C22H30N4O c22h30n40
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