Pyrisulfoxin B

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Category Antibiotics
Catalog number BBF-02100
CAS
Molecular Weight 273.31
Molecular Formula C13H11N3O2S

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Description

Pyrisulfoxin B is an antibiotic produced by Streptomyces callfornicus BS-75.

Specification

IUPAC Name 4-methoxy-3-methylsulfinyl-6-pyridin-2-ylpyridine-2-carbonitrile
Canonical SMILES COC1=CC(=NC(=C1S(=O)C)C#N)C2=CC=CC=N2
InChI InChI=1S/C13H11N3O2S/c1-18-12-7-10(9-5-3-4-6-15-9)16-11(8-14)13(12)19(2)17/h3-7H,1-2H3
InChI Key CEEFKOCHZZDNPV-UHFFFAOYSA-N

Properties

Appearance Powder
Boiling Point 516.2±50.0°C at 760 mmHg
Melting Point 163-165°C
Density 1.4±0.1 g/cm3

Reference Reading

1. Collismycin C from the Micronesian Marine Bacterium Streptomyces sp. MC025 Inhibits Staphylococcus aureus Biofilm Formation
Jin-Hyung Lee, Eonmi Kim, Hyukjae Choi, Jintae Lee Mar Drugs. 2017 Dec 12;15(12):387. doi: 10.3390/md15120387.
Biofilm formation plays a critical role in antimicrobial resistance in Staphylococcus aureus. Here, we investigated the potential of crude extracts of 79 Micronesian marine microorganisms to inhibit S. aureus biofilm formation. An extract of Streptomyces sp. MC025 inhibited S. aureus biofilm formation. Bioactivity-guided isolation led to the isolation of a series of 2,2'-bipyridines: collismycin B (1), collismycin C (2), SF2738 D (3), SF2738 F (4), pyrisulfoxin A (5), and pyrisulfoxin B (6). Among these bipyridines, collismycin C (2) was found to be the most effective inhibitor of biofilm formation by methicillin-sensitive S. aureus and methicillin-resistant S. aureus (MRSA), and this compound inhibited MRSA biofilm formation by more than 90% at a concentration of 50 μg/mL. The antibiofilm activity of collismycin C was speculated to be related to iron acquisition and the presence and position of the hydroxyl group of 2,2'-bipyridines.

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