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Endophenazine D

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Category Antibiotics
Catalog number BBF-01230
CAS
Molecular Weight 284.27
Molecular Formula C15H12N2O4

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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 has activity against gram-positive bacteria and filamentous fungi such as mucor and Penicillium. It has herbicidal activity against Lemna minor.

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IUPAC Name 2-(5,10-dihydrophenazine-1-carbonyloxy)acetic acid
Canonical SMILES C1=CC=C2C(=C1)NC3=CC=CC(=C3N2)C(=O)OCC(=O)O
InChI InChI=1S/C15H12N2O4/c18-13(19)8-21-15(20)9-4-3-7-12-14(9)17-11-6-2-1-5-10(11)16-12/h1-7,16-17H,8H2,(H,18,19)
InChI Key KFXYGNFKEYTDSF-UHFFFAOYSA-N
Appearance Colorless Solid
Antibiotic Activity Spectrum Gram-positive bacteria; Fungi
Solubility Soluble in 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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