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US 4,512,975 AGranted
Macbecin derivatives and their production
AssigneeTakeda Chemical Industries, Ltd.
InventorsToru Hasegawa, Masayuki Muroi, Seiichi Tanida
Life of this patent
Estimating the term…
Abstract
Macbecin derivatives are produced by cultivating a microorganism of the genus Actinosynnema in a culture medium. The Macbecin derivatives are useful as antibacterial, antifungal or antiprotozoal agent.
Claims1
Antibiotic C-33196 E-4 or C-33196 E-4-R, which has the following properties:
- (a) Antibiotic C-33196E-4:
- (I) Melting point:
- 209.degree.-210.degree. C.
- (II) Appearance:
- Yellow crystals
- (III) Specific rotation:
- [.alpha]sub.D.sup.25 +53.degree..+-.5.degree. (c=0.5, CHCl.sub.3)
- (IV) Elemental analysis (%):
- C, 63.14.+-.0.5;
- H, 7.57.+-.0.5;
- N, 5.26.+-.0.5
- (V) Mass spectrum (M.sup.+):
- m/z 532
- (VI) Ultraviolet absorption spectrum:
- .lambda..sub.max.sup.MeOH 276 nm.+-.2 nm (E.sub.1 cm.sup.1% 272.+-.20);
- .lambda..sub.max.sup.MeOH 390 nm.+-.2 nm (E.sub.1 cm.sup.1% 33.5.+-.5)
- (VII) Infrared absorption spectrum, principal peaks (cm.sup.-1):
- 1735, 1700, 1670, 1650, 1625, 1605, 1500, 1380, 1305, 1290, 1210, 1050
- (VIII) Solubility:
- Sparingly soluble in petroleum ether, hexane, water;
- Soluble in chloroform, methylene chloride, toluene, diethyl ether;
- Readily soluble in acetone, ethyl acetate, methanol, dimethyl sulfoxide
- (IX) Color reactions:
- Positive potassium permanganate test (decoloration);
- Negative ninhydrin, Ehrlich and Barton reactions
- (X) Acidity, neutrality or basicity:
- Neutral
- (XI) Estimated molecular formula:
- C.sub.28 H.sub.40 N.sub.2 O.sub.8, or
- (b) Antibiotic C-33196E-4-R (properties of the crystals containing one molecule of ethyl acetate as the solvent of crystallization):
- (I) Melting point:
- 224.degree.-225.degree. C.
- (II) Appearance:
- Colorless crystals
- (III) Specific rotation:
- [.alpha]sub.D.sup.25 +32.degree..+-.5.degree. (c=0,5, MeOH)
- (IV) Elemental analysis (%):
- C, 60.96.+-.0.5;
- H, 8.25.+-.0.5;
- N 4.59.+-.0.5
- (V) Mass spectrum (M.sup.+):
- m/z 534
- (VI) Ultraviolet absorption spectrum:
- .lambda..sub.max.sup.MeOH 307 nm.+-.2 nm (E.sub.1 cm.sup.1% 75.+-.8)
- (VII) Infrared absorption spectrum, principal peaks (cm.sup.-1):
- 1720, 1670, 1630, 1600, 1535, 1465, 1380, 1325, 1045
- (VIII) Solubility:
- Sparingly soluble in petroleum ether, hexane, diethyl ether, chloroform and ethyl acetate;
- Soluble in methanol;
- Readily soluble in dimethyl sulfoxide
- (IX) Color reactions:
- Positive Barton reaction;
- Negative ninhydrin and Ehrlich reactions
- (X) Acidity, neutrality or basicity:
- Neutral
- (XI) Estimated molecular formula:
- C.sub.28 H.sub.42 N.sub.2 O.sub.8.CH.sub.3 COOC.sub.2 H.sub.5.
54 more elements
Dependencies are inferred from the claim text.