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US 5,514,649 AGranted
Antibiotic GE 2270 factors C.sub.2a
AssigneeGruppo Lepetit S.p.A.
InventorsEnrico Selva, Sergio Stella, Luigi Colombo, Maurizio Denaro
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Abstract
The present invention is directed to a new antibiotic substance denominated antibiotic GE 2270 factor C.sub.2a, the addition salts thereof, the pharmaceutical compositions thereof and its use as medicament, particularly in the treatment of infectious diseases involving microorganisms susceptible to it and its use as animal growth promoter.
Claims6
Antibiotic GE 2270 factor C.sub.2a having the following characteristics:
- A) Ultraviolet absorption spectrum exhibiting the following absorption maxima:
- ______________________________________ Solvent UV max (nm) ______________________________________ 0.1 M HCl 245-250 (shoulder) 300-315 0.1 M KOH 245-250 (shoulder) 300-315 Phosphate buffer pH 7.38 245-250 (shoulder) 300-315 Methanol 245-250 (shoulder) 300-315 ______________________________________
- B) .sup.1 H-NMR spectrum exhibiting the following groups of signals in DMSO-d.sub.6 (hexadeuterodimethylsulfoxide) using TMS as the internal standard (0.00 ppm) .delta., ppm, m! (s=singlet, d=doublet, t=triplet, m=multiplet, Py=pyridine, Tz=thiazole) 9.03, d, (NS);
- 8.70, d, (2NH's);
- 8.60, s, 8.54, s, 8.29, s, and 7.38, s, (Tz CH's);
- 8.48, m, (glycine NH);
- 8.43, d, and 8.27, d, (Py CH's);
- 7.35-7.20, m, (aromatic CH's and primary amide NH);
- 6.98, s (primary amide NH);
- 6.04, d, (OH);
- 5.80, t (OH);
- 5.35-5.15, m, (.alpha.CH's);
- 5.04, m, (phenylserine .beta.CH);
- 4.98, s CH.sub.2 (OCH.sub.3)!;
- 4.87, d, CH.sub.2 (OH)!;
- 4.81, m and 4.56, m, (oxazoline CH.sub.2);
- 4.35-3.75, m, (CH.sub.2 of glycine and prolineamide CH's);
- 3.39,s, (OCH.sub.3);
- 2.71, m, and 1.30, m, (CH.sub.2 of asparagine);
- 2.48, d, (NCH.sub.3 of N-methylasparagine);
- 2.22-1.80, m, (isopropyl CH and prolineamide CH's);
- 0.88 and 0.84, d, (valine CH.sub.3 's);
- C) Retention time (R.sub.t) of 12.6 min and retention time relative to antibiotic GE 2270 factor A (R.sub.t 16.6 min) of 0.76 in the following reverse phase HPLC system:
- Column:
- Bakerbond.RTM. C8 (5 .mu.m) 4.6.times.250 mm Flow rate:
- 1.8 ml/min
- Phase A:
- CH.sub.3 CN:tetrahydrofuran:40 mM HCOONH.sub.4 40:40:20
- Phase B:
- CH.sub.3 CN:tetrahydrofuran:40 mM HCOONH.sub.4 10:10:80
- Elution:
- linear gradient from 20% to 30% of Phase A in 20 min;
- Detection:
- UV 254 nm
- D) Main FAB-MS peak corresponding to the lowest isotope of the protonated molecular ion exhibiting a value of 1306 daltons when obtained on a Kratos MS-50 double focusing mass spectrometer, using 8 kV accelerating voltage and a saddle field atom gun with Xe gas (2.times.10.sup.-5 tort pressure indicated on the source ion guage) at 6 kV voltage and 1 mA current, the sample being mixed with a thioglycerol matrix containing 0.1M acetic acid;
- and its addition salts.
33 more elements
Dependencies are inferred from the claim text.