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Pyrrolomycin E

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Pyrrolomycin E
Category Antibiotics
Catalog number BBF-02102
CAS 87376-16-7
Molecular Weight 307.52
Molecular Formula C10H5Cl3N2O3

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Fermentation Lab

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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

Pyrrolomycin E is a pyrrole antibiotic produced by Adinosporangium vitaminophilum SF-2080. It has anti-Gram-positive bacteria, anti-Gram-negative bacteria and anti-individual fungi activity.

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IUPAC Name 2,4-dichloro-6-(5-chloro-3-nitro-1H-pyrrol-1-ium-2-yl)phenol
Canonical SMILES C1=C(C=C(C(=C1C2=C(C=C([NH2+]2)Cl)[N+](=O)[O-])O)Cl)Cl
InChI InChI=1S/C10H5Cl3N2O3/c11-4-1-5(10(16)6(12)2-4)9-7(15(17)18)3-8(13)14-9/h1-3,14,16H/p+1
InChI Key SGEOBHBCFXDBHD-UHFFFAOYSA-O
Antibiotic Activity Spectrum Gram-positive bacteria; Gram-negative bacteria; fungi
Boiling Point 456.3°C at 760 mmHg
Density 1.716 g/cm3
1. Pyrrolomycins C, D and E, new members of pyrrolomycins
N Ezaki, M Koyama, T Shomura, T Tsuruoka, S Inouye J Antibiot (Tokyo). 1983 Oct;36(10):1263-7. doi: 10.7164/antibiotics.36.1263.
Pyrrolomycins C, D and E, new members of pyrrolomycins produced by Actinosporangium vitaminophilum SF-2080, have been isolated by chromatography on a basic alumina column. Three antibiotics have chlorinated pyrrole nuclei linked directly or via carbonyl function to the dichlorophenol moiety. Pyrrolomycins C and E are active against Gram-positive bacteria, while the spectrum of pyrrolomycin D is broad including Gram-positive, Gram-negative bacteria and fungi.
2. Structural studies on pyrrolomycins C, D and E
M Koyama, N Ezaki, T Tsuruoka, S Inouye J Antibiot (Tokyo). 1983 Nov;36(11):1483-9. doi: 10.7164/antibiotics.36.1483.
Pyrrolomycins C, D and E are new members of the pyrrolomycin group of antibiotics produced by an Actinosporangium sp. The structures of pyrrolomycins C and D were determined to be 2,3-dichloro-5-(3',5'-dichloro-2'-hydroxybenzoyl)pyrrole and 2,3,4-trichloro-5-(3',5'-dichloro-2'-hydroxybenzoyl)pyrrole, respectively, by means of spectroscopic and synthetic approaches while that of pyrrolomycin E was shown to be 5-chloro-2-(3',5'-dichloro-2'-hydroxyphenyl)-3-nitropyrrole by spectroscopic data.

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