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Paeciloquinone A

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Paeciloquinone A
Category Enzyme inhibitors
Catalog number BBF-02340
CAS 162797-33-3
Molecular Weight 356.28
Molecular Formula C18H12O8

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Capabilities & Facilities

Fermentation Lab

4 R&D and scale-up labs

2 Preparative purification labs

Fermentation Plant

Semi pilot, pilot and industrial plant 4 Manufacturing sites 7 Production lines at pilot scale 100+ Reactors of 30-4000 L; 170+ reactors of 20 KL-30 KL; 24+ reactors of >100 KL 2 Hydrogenation reactors (200 L, 4Mpa and 1000L, 4Mpa)

Product Description

It is produced by the strain of Paecilomyces carneus P-177. It can inhibit the epidermal growth factor receptor protein tyrosine kinase. Paeciloquinone A inhibits the V-abl protein tyrosine kinase with IC50 of 0.59 μmol/L.

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Synonyms 9,10-Anthracenedione, 1,3,6,8-tetrahydroxy-2-(tetrahydro-2-oxo-3-furanyl)-
IUPAC Name 1,3,6,8-tetrahydroxy-2-(2-oxooxolan-3-yl)anthracene-9,10-dione
Canonical SMILES C1COC(=O)C1C2=C(C=C3C(=C2O)C(=O)C4=C(C3=O)C=C(C=C4O)O)O
InChI InChI=1S/C18H12O8/c19-6-3-8-13(10(20)4-6)17(24)14-9(15(8)22)5-11(21)12(16(14)23)7-1-2-26-18(7)25/h3-5,7,19-21,23H,1-2H2
InChI Key CCJBPPLPVJLTRD-UHFFFAOYSA-N
Appearance Yellow Crystal
Melting Point >350°C
Solubility Soluble in Methanol
1. Paeciloquinones A, B, C, D, E and F: new potent inhibitors of protein tyrosine kinase produced by Paecilomyces carneus. II. Characterization and structure determination
A Fredenhagen, P Hug, H Sauter, H H Peter J Antibiot (Tokyo). 1995 Mar;48(3):199-204. doi: 10.7164/antibiotics.48.199.
Paeciloquinones A to F and versiconol have been isolated as inhibitors of protein tyrosine kinases from the culture broth of the fungus Paecilomyces carneus P-177. The structures of the new anthraquinones were determined by spectroscopic methods, mainly 1H NMR and 13C NMR. The substitution pattern was established by investigation of the respective methylated derivatives.
2. Paeciloquinones A, B, C, D, E and F: new potent inhibitors of protein tyrosine kinases produced by Paecilomyces carneus. I. Taxonomy, fermentation, isolation and biological activity
F Petersen, A Fredenhagen, H Mett, N B Lydon, R Delmendo, H B Jenny, H H Peter J Antibiot (Tokyo). 1995 Mar;48(3):191-8. doi: 10.7164/antibiotics.48.191.
Paeciloquinones A to F as well as versiconol have been isolated as inhibitors of protein tyrosine kinase from the culture broth of the fungus Paecilomyces carneus P-177. The novel anthraquinones inhibit epidermal growth factor receptor protein tyrosine kinase in the micromolar range. Two compounds, paeciloquinones A and C, are potent and selective inhibitors of the v-abl protein tyrosine kinase with an IC50 of 0.4 microM. Dependent on the fermentation conditions, partially different sets of paeciloquinones may be produced. An HPLC method allows separation of all major active components.

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