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APHE-2

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APHE-2
Category Antibiotics
Catalog number BBF-03291
CAS 93773-64-9
Molecular Weight 226.27
Molecular Formula C14H14N2O

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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

APHE-2 is a pyrazoloisoquinolinone antibiotic produced by Streptoverticillium griseocarneum. It has weak anti-Gram-positive bacteria activity.

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Synonyms 1H-Indole, 3-(2-propyl-5-oxazolyl)-; WS-30581A
IUPAC Name 5-(1H-indol-3-yl)-2-propyl-1,3-oxazole
Canonical SMILES CCCC1=NC=C(O1)C2=CNC3=CC=CC=C32
InChI InChI=1S/C14H14N2O/c1-2-5-14-16-9-13(17-14)11-8-15-12-7-4-3-6-10(11)12/h3-4,6-9,15H,2,5H2,1H3
InChI Key KCQVQYHMHWZCAL-UHFFFAOYSA-N
Antibiotic Activity Spectrum Gram-positive bacteria
Boiling Point 390.4±45.0°C at 760 mmHg
Density 1.2±0.1 g/cm3
1. APHE-3, a spore-associated antibiotic of Streptomyces griseocarneus NCIMB 40447
R Cruz, M E Arias, J Soliveri Appl Microbiol Biotechnol. 2000 Apr;53(4):480-3. doi: 10.1007/s002530051645.
Solid cultures of the producing strain grown on Bennett medium develop abundant mycelium and intense sporulation. Under these conditions biosynthesis of APHE antibiotics (APHE-1 to -3) is accomplished. Further studies show that APHE-3 is basically produced during spore formation and mostly present in spores, while APHE-1 and APHE-2 are the predominant antibiotics in the mycelium. APHE compounds are present in almost all streptomycetes tested, indicating a possible role in the life cycle of these microorganisms.
2. APHE-1 and APHE-2, two new antimicrobial and cytotoxic antibiotics. II. Physico-chemical properties and structure elucidation
M L Fidalgo, M S Arias, J Soliveri, M E Arias J Antibiot (Tokyo). 1992 Nov;45(11):1759-62. doi: 10.7164/antibiotics.45.1759.
Two new pyrazolo-isoquinolinone antibiotics, APHE-1 and APHE-2, have been isolated from the culture filtrate and mycelia of Streptoverticillium griseocarneum NCIMB 40447. Molecular formulae were established as C13H12N2O for APHE-1 and C14H14N2O for APHE-2, by elemental analysis, NMR and mass spectra. 2D NMR techniques (1H-1H COSY-45 and 1H-13C correlated spectroscopy) have been applied to establish their structures.
3. APHE-1 and APHE-2, two new antimicrobial and cytotoxic antibiotics. I. Taxonomy, fermentation, isolation and biological activity
M L Fidalgo, J L Alonso, J Soliveri, M E Arias J Antibiot (Tokyo). 1992 Nov;45(11):1753-8. doi: 10.7164/antibiotics.45.1753.
APHE-1 and APHE-2 are two new antibiotics produced by Streptoverticillium griseocarneum NCIMB 40447. They exhibited a remarkable cytotoxic activity against several tumor cell lines from different origin. Furthermore, they showed weak antimicrobial activity against Gram-positive bacteria, filamentous fungi and yeasts.

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