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US 4,288,429 AGranted
Antibiotic planothiocins
AssigneeToyo Jozo Kabushiki Kaisha
InventorsTadashiro Fujii, Satoshi Yaginuma, Naoki Muto, Mitsuo Hayashi
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Abstract
A group of sulfur-containing antibiotics, planothiocin-A, -B, -C, -D, -E, -F and -G, are produced by culturing Actinoplanes sp. A12526 in a nutrient medium, and separating the thus-produced planothiocins therefrom. The novel antibiotics have utility in therapeutic or prophylactic antibacterial compositions or feed additives for livestock, poultry or fish.
Claims7
Planothiocin-A of the following properties:
- (1) Melting point:
- 266.degree.-269.degree. C. (decomp.)
- (2) Elementary analysis:
- C=49.47%, H=3.53%, N=13.25%, S=13.73%,
- (3) Molecular weight:
- 1438 (minimum molecular weight calculated by amino acid analysis as one molecule of threonine in one molecule of the compound),
- (4) Optical rotation:
- [.alpha]sub.D.sup.23 =+19.6 (c=0.7, pyridine)
- (5) Ultraviolet absorption spectrum:
- FIG. 1 (in methanol), FIG. 2 (in acidic methanol), FIG. 3 (in alkaline methanol),
- (6) Infrared absorption spectrum:
- FIG. 4,
- (7) Color reaction:
- positive:
- decoloring potassium permanganate, iodine,
- negative:
- ferric chloride, ninhydrine, Molisch,
- (8) Solubility:
- soluble:
- mixture of CHCl.sub.3 -methanol, pyridine, DMSO, glacial acetic acid.
- insoluble:
- benzene, acetone, petroleum ether, hexane,
- (9) Nature:
- weakly acidic,
- (10) Color:
- white crystals.
23 more elements
Planothiocin-B of the following properties:
- (1) Melting point:
- 259.degree.-262.degree. C. (decomp.),
- (2) Elementary analysis:
- C=49.37%, H=3.45%, N=13.30%, S=14.19%,
- (3) Molecular weight:
- 1350 (minimum molecular weight calculated by amino acid analysis as one molecule of threonine in one molecule of the compound),
- (4) Optical rotation:
- [.alpha]sub.D.sup.23 =+95.4 (c=0.5, pyridine),
- (5) Ultraviolet absorption spectrum:
- FIG. 5 (in methanol), FIG. 6 (in acidic methanol), FIG. 7 (in alkaline methanol),
- (6) Infared absorption spectrum:
- FIG. 8
- (7) Color reaction:
- positive:
- decolorization of potassium permanganate, iodine,
- negative:
- ferric chloride, ninhydrin, Molisch,
- (8) solubility:
- soluble:
- mixture of CHCl.sub.3 -methanol, pyridine, DMSO, glacial acetic acid,
- insoluble:
- benzene, acetone, petroleum ether, hexane,
- (9) Nature:
- weakly acidic,
- (10) Color:
- white crystals,
23 more elements
Planothiocin-C of the following properties:
- (1) Melting point:
- 247.degree.-251.degree. C. (decomp.),
- (2) Elementary analysis:
- C=47.81%, H=3.42%, N=13.62%, S=13.85%,
- (3) Molecular weight:
- 1200-1500 (determined by amino acid analysis),
- (4) Optical rotation:
- [.alpha]sub.D.sup.20 =+28.4 (c=0.9, pyridine),
- (5) Ultraviolet absorption spectrum:
- FIG. 9 (in methanol), FIG. 11 (in alkaline methanol),
- (6) Infrared absorption spectrum:
- FIG. 12,
- (7) Color reaction:
- positive:
- decolorization of potassium permanganate, iodine,
- negative:
- ferric chloride, ninhydrin, Molisch,
- (8) Solubility:
- soluble:
- CHCl.sub.3, pyridine, DMF, DMSO,
- insoluble:
- benzene, acetone, petroleum ether, hexane, water,
- (9) weakly acidic,
- (10) Color:
- white crystals.
22 more elements
Planothiocin-D of the following properties:
- (1) Melting point:
- 254.degree.-258.degree. C. (decomp.),
- (2) Elementary analysis:
- C=48.18%, H=3.58%, N=13.26%, S=15.61%,
- (3) Molecular weight:
- 1200-1500 (determined by amino acid analysis),
- (4) Optical rotation:
- [.alpha]sub.D.sup.20 =+31.4 (c=0.7, pyridine).
- (5) Ultraviolet absorption spectrum:
- FIG. 13 (in methanol), FIG. 15 (in alkaline methanol),
- (6) Infrared absorption spectrum:
- FIG. 16,
- (7) Color reaction:
- positive:
- decolorization of potassium permanganate, iodine,
- negative:
- ferric chloride, ninhydrin, Molisch.
- (8) Solubility:
- soluble:
- CHCl.sub.3, pyridine, DMF, DMSO,
- insoluble:
- benzene, acetone, petroleum ether, water,
- (9) Nature:
- weakly acidic,
- (10) Color:
- white crystals.
23 more elements
Planothiocin-E of the following properties:
- (1) Melting point:
- 245.degree.-247.degree. C. (decomp.)
- (2) Elementary analysis:
- C=48.31%, H=3.36%, N=13.41%, S=13.92%.
- (3) Molecular weight:
- 1200-1500 (determined by amino acid analysis),
- (4) Optical rotation:
- [.alpha]sub.D.sup.20 =+45.5 (c=0.7, pyridine),
- (5) Ultraviolet absorption spectrum:
- FIG. 17 (in methanol), FIG. 19 (in alkaline methanol),
- (6) Infrared absorption spectrum:
- FIG. 20,
- (7) Color reaction:
- positive:
- decolorization of potassium permanganate iodine,
- negative:
- ferric chloride, ninhydrin, Molisch,
- (8) Solubility:
- soluble:
- CHCl.sub.3, pyridine, DMF, DMSO,
- insoluble:
- benzene, acetone, petroleum ether, water,
- (9) Nature:
- weakly acidic,
- (10) Color:
- white crystals.
23 more elements
Planothiocin-F of the following properties:
- (1) Melting point:
- 258.degree.-260.degree. C. (decomp.)
- (2) Elementary analysis:
- C=49.83%, H=3.54%, N=14.70%, S=15.29%,
- (3) Molecular weight:
- 1200-1500 (determined by amino acid analysis),
- (4) Optical rotation:
- [.alpha]sub.D.sup.20 =+107.8 (c=0.8, pyridine),
- (5) Ultraviolet absorption spectrum:
- FIG. 21 (in methanol), FIG. 23 (in alkaline methanol),
- (6) Infrared absorption spectrum:
- FIG. 24,
- (7) Color reaction:
- positive:
- decolorization of potassium permanganate, iodine,
- negative:
- ferric chloride, ninhydrin, Molisch,
- (8) solubility:
- soluble:
- CHCl.sub.3, pyridine, DMF, DMSO,
- insoluble:
- benzene, acetone, petroleum ether, water,
- (9) Nature:
- weakly acidic,
- (10) Color:
- white crystals.
23 more elements
Planothiocin-G of the following properties:
- (1) Melting point:
- 262.degree.-264.degree. C. (decomp.),
- (2) Elementary analysis:
- C=49.26%, H=3.42%, N=13.70%, S=15.96%,
- (3) Molecular weight:
- 1200-1500 (determined by amino acid analysis),
- (4) Optical rotation:
- [.alpha]sub.D.sup.20 =+122.4 (c=0.4, pyridine),
- (5) Ultraviolet absorption spectrum:
- FIG. 25 (in methanol), FIG. 27 (in alkaline methanol),
- (6) Infrared absorption spectrum:
- FIG. 28,
- (7) Color reaction:
- positive:
- decolorization of potassium permanganate, iodine,
- negative:
- ferric chloride, ninhydrin, Molisch,
- (8) Solubility:
- soluble:
- CHCl.sub.3, pyridine, DMF, DMSO,
- insoluble:
- benzene, acetone, petroleum ether, water,
- (9) Nature:
- weakly acidic,
- (10) Color:
- white crystals.
23 more elements
Dependencies are inferred from the claim text.