MH-031

MH-031

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MH-031
Category Antibiotics
Catalog number BBF-03656
CAS 122246-01-9
Molecular Weight 156.14
Molecular Formula C7H8O4

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Description

MH-031 is produced by the strain of Streptomyces rishiriensis A-5969 with protective effects on the liver.

Specification

Synonyms 3-(2-Oxo-2,5-dihydro-3-furanyl)propanoic acid; ACMC-20mpyj
IUPAC Name 3-(5-oxo-2H-furan-4-yl)propanoic acid
Canonical SMILES C1C=C(C(=O)O1)CCC(=O)O
InChI InChI=1S/C7H8O4/c8-6(9)2-1-5-3-4-11-7(5)10/h3H,1-2,4H2,(H,8,9)
InChI Key KCUAENDTKWKODS-UHFFFAOYSA-N

Properties

Appearance Colorless Acicular Crystal
Boiling Point 411.1°C at 760 mmHg
Melting Point 119-120°C
Density 1.343 g/cm3

Reference Reading

1. Isolation and characterization of unusual hydrazides from Streptomyces sp. impact of the cultivation support and extraction procedure
Géraldine Le Goff, Marie-Thérèse Martin, Bogdan I Iorga, Emilie Adelin, Claudine Servy, Sylvie Cortial, Jamal Ouazzani J Nat Prod. 2013 Feb 22;76(2):142-9. doi: 10.1021/np300527p. Epub 2013 Feb 6.
Three novel hydrazides, geralcins C-E (1-3), were isolated from Streptomyces sp. LMA-545, together with MH-031 and geralcins A and B. This unusual family of compounds was isolated from liquid-state and agar-supported fermentation using Amberlite XAD-16 solid-phase extraction during the cultivation step. The use of such neutral resin during the cultivation step allowed the specific adsorption of microbial secondary metabolites, avoiding any contamination of the crude extracts by the constituents of the culture medium. The trapped compounds were eluted from the resin with methanol, and their structures elucidated using (1)H, (13)C, and (15)N NMR spectroscopic analysis and high-resolution mass spectrometry. Molecular modeling calculations were applied in order to support structural attributions. No antimicrobial, cytotoxic, or DnaG-inhibition activities were detected for geralcins D and E. Geralcin C has no antimicrobial activity but exhibited an IC(50) of 0.8 μM against KB and HCT116 cancer cell lines. Furthermore, geralcin C inhibited the E. coli DnaG primase, a Gram-negative antimicrobial target, with an IC(50) of 0.7 mM.

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