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Endophenazine B

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Endophenazine B
Category Antibiotics
Catalog number BBF-01228
CAS 479415-40-2
Molecular Weight 322.36
Molecular Formula C19H18N2O3

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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 Streptomyces anulatus. It's a phenazine antibiotic, and it has low herbicidal activity against Lemna minor.

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Synonyms 5,7-Dihydro-5-methyl-9-(3-methyl-2-buten-1-yl)-7-oxo-1-phenazinecarboxylic Acid
Storage 2-8 °C
IUPAC Name 5-methyl-9-(3-methylbut-2-enyl)-7-oxophenazine-1-carboxylic acid
Canonical SMILES CC(=CCC1=CC(=O)C=C2C1=NC3=C(C=CC=C3N2C)C(=O)O)C
InChI InChI=1S/C19H18N2O3/c1-11(2)7-8-12-9-13(22)10-16-17(12)20-18-14(19(23)24)5-4-6-15(18)21(16)3/h4-7,9-10H,8H2,1-3H3,(H,23,24)
InChI Key CIWWONHFDUMHHK-UHFFFAOYSA-N
Appearance Dark Purple to black Solid
Solubility Slightly soluble in Chloroform, Methanol
1. Endophenazines A-D, new phenazine antibiotics from the arthropod associated endosymbiont Streptomyces anulatus. I. Taxonomy, fermentation, isolation and biological activities
Klaus Gebhardt, Judith Schimana, Philipp Krastel, Konrad Dettner, Joachim Rheinheimer, Axel Zeeck, Hans-Peter Fiedler J Antibiot (Tokyo). 2002 Sep;55(9):794-800. doi: 10.7164/antibiotics.55.794.
Four new members of the phenazine family, endophenazines A-D, and the already known phenazine-1-carboxylic acid (tubermycin B) were detected in the culture broth of various endosymbiotic Streptomyces anulatus strains by chemical screening in a combination of TLC-staining reagents and HPLC-diode array analysis. The endosymbiotic strains were isolated from four different arthropod hosts at various sites. The new phenazine compounds showed antimicrobial activities against Gram-positive bacteria and some filamentous fungi, and herbicidal activity against Lemna minor (duckweed).
2. Endophenazines A-D, new phenazine antibiotics from the athropod associated endosymbiont Streptomyces anulatus II. Structure elucidation
Philipp Krastel, Axel Zeeck, Klaus Gebhardt, Hans-Peter Fiedler, Joachim Rheinheimer J Antibiot (Tokyo). 2002 Sep;55(9):801-6. doi: 10.7164/antibiotics.55.801.
A detailed screening of the secondary metabolite pattern produced by different athropod associated strains of the species Streptomyces anulatus resulted in the isolation and structure elucidation of the endophenazines A-D (2, 4-6). The structures were assigned by spectroscopic methods and chemical transformations. 4 represents a chromophoric system based on a phenazin-7-one, 5 and 6 are new 5,10-dihydrophenazine derivatives.

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