The chemical structure was confirmed by NMR and HRMS.
Appicaltion
Pyridomycin is an antimycobacterial antibiotic produced by Streptomyces pyridomyceticus.1),2),3) It inhibited the growth of Mycobacterium tuberculosis at 1.6 μg/ml.1) Pyridomycin inhibited enoyl-ACP reductase, InhA, in a different manner from isoniazid.4) It competitively inhibited InhA by bridging NADH- and lipid substrate-binding pockets.5) Mutations in catalase-peroxidase, KatG, cause isoniazid resistance in M. tuberculosis. Pyridomycin similarly inhibited both isoniazid-resistant strains harboring KatG mutations and wild-type M. tuberculosis. 4)
References
1) A new antibiotic, pyridomycin. Maeda K, et al. J. Antibiot. 1953 6(3)140.
2) The chemistry of pyridomycin. Ogawara H, et al. Chem. Pharm. Bull. 1968 16(4) 679-687.
3) Structure of pyridomycin. Koyama G, et al. Tetrahedron Lett. 1967 37 3587-3590.
4) Towards a new tuberculosis drug: pyridomycin - nature's isoniazid. Hartkoorn R, et al. EMBO Mol Med. 2012 10 1032-42.
5) Pyridomycin bridges the NADH- and substrate-binding pockets of the enoyl reductase InhA. Hartkoorn R, et al. Nat Chem Biol. 2014 10 96-8.