CJ-12373

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Category Enzyme inhibitors
Catalog number BBF-02764
CAS
Molecular Weight 324.37
Molecular Formula C17H24O6

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Description

CJ-12373 is produced by the strain of Penicillum sp. CL22557. It inhibits the superhelix and relaxation mediated by DNA gyrase, not form cracking intermediates, also inhibits the relaxation mediated by eukaryotic topoisomerase II. And it also has anti-Gram-positive bacteria, including Staphylococcus aureus, Staphylococcus epidermidis, Streptococcus pyogenes and Streptococcus agalactiae, which are sensitive and resistant to ciprofloxacin.

Specification

IUPAC Name (1S,3S)-3-heptyl-1,6,8-trihydroxy-3,4-dihydro-1H-isochromene-7-carboxylic acid
Canonical SMILES CCCCCCCC1CC2=CC(=C(C(=C2C(O1)O)O)C(=O)O)O
InChI InChI=1S/C17H24O6/c1-2-3-4-5-6-7-11-8-10-9-12(18)14(16(20)21)15(19)13(10)17(22)23-11/h9,11,17-19,22H,2-8H2,1H3,(H,20,21)/t11-,17-/m0/s1
InChI Key PTQJWIMJHPBXTF-GTNSWQLSSA-N

Properties

Appearance White Powder
Antibiotic Activity Spectrum Gram-positive bacteria
Melting Point 145°C

Reference Reading

1. CJ-12,373, a novel topoisomerase II inhibitor: fermentation, isolation, structure elucidation and biological activities
T Inagaki, K Kaneda, Y Suzuki, H Hirai, E Nomura, T Sakakibara, Y Yamauchi, L H Huang, M Norcia, L M Wondrack, J A Sutcliffe, N Kojima J Antibiot (Tokyo). 1998 Feb;51(2):112-6. doi: 10.7164/antibiotics.51.112.
A novel isochroman carboxylic acid CJ-12,373 was isolated from Penicillium sp. CL22557. CJ-12,373 inhibits both DNA gyrase-mediated supercoiling and relaxation without the formation of a cleavage intermediate, suggesting that CJ-12,373 inhibits DNA gyrase at a stage distinct from the religation step. CJ-12,373 is not selective for procaryotic DNA gyrase as it also inhibits relaxation mediated by eukaryotic topoisomerase II. The antimicrobial potency of CJ-12,373, however, is largely attributed to its inhibition of DNA gyrase.

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