Claims
- 1. Process for the preparation of lactic-acid-containing, optically active, cyclic depsipeptides having 18 ring atoms with the aid of fungal strains of the species Fusarium or enzymatic preparations isolated therefrom.
- 2. Process for the preparation of lactic-acid-containing, optically active, cyclic depsipeptides having 18 ring atoms (enniatins) of the general formula (I) ##STR9## in which R.sup.1, R.sup.2 and R.sup.4 independently of one another represent hydrogen, straight-chain or branched alkyl having up to 8 carbon atoms, hydroxyalkyl, mercaptoalkyl, alkylthioalkyl, alkylsulphinylalkyl, alkylsulphonylalkyl, carboxyalkyl, alkoxy-carbonylalkyl, carbamoylalkyl, aminoalkyl, alkylaminoalkyl, dialkylaminoalkyl, guanidinoalkyl, straight-chain or branched alkenyl having up to 6 carbon atoms, cyclic alkyl having up to 8 carbon atoms, and optionally substituted arylalkyl or hetarylalkyl, substituents which may be mentioned being halogen, hydroxyl, alkoxy, alkyl, nitro or amino,
- R.sup.3 and R.sup.5 independently of one another represent hydrogen, straight-chain or branched alkyl having up to 8 carbon atoms, hydroxyalkyl, mercaptoalkyl, alkylthioalkyl, alkylsulphinylalkyl, alkylsulphonylalkyl, straight-chain or branched alkenyl having up to 6 carbon atoms, cyclic alkyl having up to 8 carbon atoms, and optionally substituted arylalkyl or hetarylalkyl, substituents which may be mentioned being halogen, hydroxyl, alkoxy, alkyl, nitro or amino,
- from optically active or racemic amino acids of the formulae (II), (III) and (IV) ##STR10## in which R.sup.1, R.sup.2 and R.sup.4 have the abovementioned meaning,
- and optically active or racemic 2-hydroxy-carboxylic acids of the formulae (V) and (VI) ##STR11## in which R.sup.3 and R.sup.5 have the abovementioned meaning,
- and optically active or racemic lactic acid, characterized in that the reaction is carried out in the presence of fungal strains of the species Fusarium in suitable nutrient solutions or in a buffer system in the presence of synthetases isolated from microorganisms.
- 3. A process for the preparation of lactic-acid-containing optically active, cyclic depsipeptides having 18 ring atoms (enniains) of the formula (I): ##STR12## in which R.sup.1, R.sup.2 and R.sup.4 independently represent straight-chain or branched alkyl having up to 8 carbon atoms, hydroxyalkyl, alkylthioalkyl, carboxyalkyl, carbarnoylalkyl, aminoalkyl, straight-chain or branched alkenyl having up to 6 carbon atoms, or cyclic alkyl having up to 8 carbon atoms; and
- R.sup.3 and R.sup.5 independently represent straight-chain alkyl, hydroxyalkyl, or alkylthioalkyl each having up to 6 carbon atoms;
- said process comprising reacting optically active or racemic amino acids of the formulae (II), (III) and (IV): ##STR13## and optically active or racemic 2-hydroxy-carboxylic acids of the formulae (V) and (VI): ##STR14## and optically active or racemic lactic acid; wherein the reaction is carried out in the presence of a fungal strain selected from the group consisting of Fusarium fungal strains in suitable nutrient solutions.
- 4. The process according to claim 3,
- in which
- R.sup.1, R.sup.2 and R.sup.4 independently represent straight-chain or branched alkyl having up to 6 carbon atoms, or straight-chain or branched alkenyl having up to 6 carbon atoms; and
- R.sup.3 and R.sup.5 independently represent straight-chain alkyl or hydroxyalkyl having up to 6 carbon atoms.
- 5. The process according to claim 3,
- in which
- R.sup.1 R.sup.2 and R.sup.4 independently represent straight-chain or branched alkyl having up to 6 carbon atoms, or straight-chain or branched alkenyl having up to 6 carbon atoms; and
- R.sup.3 and R.sup.5 independently represent straight-chain alkyl having up to 6 carbon atoms.
Priority Claims (1)
Number |
Date |
Country |
Kind |
44 06 025 |
Feb 1994 |
DEX |
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Parent Case Info
This application is a divisional of application Ser. No. 08/390,326, filed Feb. 17, 1995 now U.S. Pat. No. 5,656,464.
US Referenced Citations (1)
Number |
Name |
Date |
Kind |
3937718 |
Mukaiyama |
Feb 1976 |
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Foreign Referenced Citations (2)
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2851629 |
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DEX |
9325543 |
Dec 1993 |
WOX |
Non-Patent Literature Citations (4)
Entry |
M. Kobayashi et al., Anna Rep. Sankyo Res. Lab, vol. 46, 67-75 (1994). |
Chemical Abstracts, abstract of 114: 227487k Abstract of JP 02-229,117 (1991). |
H. Tomoda et al., J. Antibiotics, vol. 45, No. 8, pp. 1207-1215 (1992). |
R. Pieper et al. J. Antibiotics, vol. 45, No. 8 pp. 1273-1277 (1992). |
Divisions (1)
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Number |
Date |
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Parent |
390326 |
Feb 1995 |
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