Back to results
US 4,421,687 AGranted
Macbecin derivatives
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.
Claims5
Antibiotic C-33196 E-6, C-33196 E-6-R, C-33196 E-7 or C-33196 E-7-R, which has the following chemical structure:
- ##STR19## wherein one of the groups of R.sub.1, R.sub.2 and R.sub.3 is methyl and the remaining ones are hydrogen, and X is a group of ##STR20## and has the following properties:
- (a) Antibiotic C-33196 E-6:
- (I) Specific rotation:
- [.alpha]sub.D.sup.24 +258.8.degree..+-.20.degree. (c=0.5, CHCl.sub.3);
- (II) Ultraviolet absorption spectrum:
- .lambda..sub.max.sup.MeOH 273 nm.+-.2 nm (E.sub.1 cm.sup.1% 454.+-.45);
- .lambda..sub.max.sup.MeOH 397 nm.+-.2 nm (E.sub.1 cm.sup.1% 50.3.+-.5);
- (III) Infrared absorption spectrum, principal peaks (cm.sup.-1):
- 1720, 1705, 1670, 1650, 1610, 1505, 1380, 1325, 1265, 1210, 1090, 1040;
- (b) Antibiotic C-33196 E-6-R:
- (I) Specific rotation:
- [.alpha]sub.D.sup.24 +37.8.degree..+-.4.degree. (c=0.5, MeOH);
- (II) Ultraviolet absorption spectrum:
- .lambda..sub.max.sup.MeOH 255 nm.+-.2 nm (E.sub.1 cm.sup.1% 337.+-.30);
- .lambda..sub.max.sup.MeOH 307 nm.+-.2 nm (E.sub.1 cm.sup.1% 91.+-.9);
- (III) Infrared absorption spectrum, principal peaks (cm.sup.-1):
- 1720, 1650, 1600, 1535, 1460, 1380, 1320, 1090, 1040, 1010;
- (c) Antibiotic C-33196 E-7:
- (I) Specific rotation:
- [.alpha]sub.D.sup.24 +37.4.degree..+-.4.degree. (c=0.5, CHCl.sub.3);
- (II) Ultraviolet absorption spectrum:
- .lambda..sub.mex.sup.MeOH 274 nm.+-.2 nm (E.sub.1 cm.sup.1% 502.+-.50);
- .lambda..sub.max.sup.MeOH 396 nm.+-.2 nm (E.sub.1 cm.sup.1% 59.8.+-.6);
- (III) Infrared absorption spectrum, principal peaks (cm.sup.-1):
- 1725, 1670, 1650, 1605, 1500, 1380, 1325, 1260, 1205, 1150, 1095, 1035;
- (d) Antibiotic C-33196 E-7-R:
- (I) Specific rotation:
- [.alpha]sub.D.sup.24 +18.6.degree..+-.2.degree. (c=0.5, MeOH);
- (II) Ultraviolet absorption spectrum:
- .lambda..sub.max.sup.MeOH 250 nm.+-.2 nm (E.sub.1 cm.sup.1% 305.+-.30);
- .lambda..sub.max.sup.MeOH 315 nm.+-.2 nm (E.sub.1 cm.sup.1% 68.+-.7);
- (III) Infrared absorption spectrum, principal peaks (cm.sup.-1):
- 1710, 1640, 1600, 1485, 1455, 1380, 1310, 1250, 1090, 1040.
30 more elements
Dependencies are inferred from the claim text.