Antifungal compound and process for producing the same

Details Antifungal compound and process for producing the same Antifungal compound and process for producing the same

2007-07-31

2007-07-31

Seaman, D. Margaret (Department: 1625)

Plant protecting and regulating compositions

Plant growth regulating compositions

Plural active ingredients

C544S374000, C546S281700

Reexamination Certificate

active

09601655

ABSTRACT:
Disclosed are novel compounds useful for prevention or control of diseases derived from fungi, a process for producing the same, and novel antifungal agents using the novel compounds. The compounds useful for prevention and treatment of diseases derived from fungi according to the present invention include novel compounds represented by formula (I). The compounds represented by formula (I) have potent antifungal activity against diseases derived from fungi, and do not have phytotoxicity to mammals and agricultural and garden plants, from which diseases should be eliminated, and, even when applied to agricultural and garden plants, have high photostability.whereinR1represents isobutyryl, tigloyl, isovaleryl, or 2-methylbutanoyl;R2represents a hydrogen atom, an aromatic carboxylic acid residue, or a protective group of amino; and R3represents a hydrogen atom, nitro, amino, acylamino, or N,N-dialkylamino, excluding the case where, when R1represents isobutyryl, tigloyl, isovaleryl, or 2-methylbutanoyl with R3representing a hydrogen atom, R2represents a 3-hydroxypicolinic acid residue, 3-hydroxy-4-methoxypicolinic acid residue, or a 3,4-dimethoxypicolinic acid residue.

REFERENCES:
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patent: 7-196489 (1995-08-01), None
patent: 7-233165 (1995-09-01), None
Hanafi, et al., “UK-2A, B, C and D, novel antifungal antibiotics from Streptomyces sp. 517-02. II. Structural elucidation”, J. Antibiot., 49 (12), 1226-1231, 1996.
Shimano et al., “Total Synthesis of the Antifungal Dilactones UK-2A and UK-3A: The Determination of their Relative and Absolute Configurations, Analog Synthesis and Antifungal Activities”, Tetrahedron 54, pp. 12745-12774, 1998.
Shimano et al., “Enantioselective Total Synthesis of the Antifungal Dilactone, UK-2A: The Determination of the Relative and Absolute Configurations.”, Tetrahedron Letters 39, 4363-4366, 1996.
“UK-3A, a Novel Antifungal Antibiotic fromStreptomyces sp.517-02: Fermentation, Isolation, Structural Elucidation and Biological Properties”, Ueki et al., The Journal of Antibiotics, vol. 50, No. 7.
Ueki et al. “The Mode of Action of UK-2A and UK-3A, Novel Antifungal Antibiotics”The Journal of Antibiotics vol. 50, No 12 pp. 1052-1057, (1997).
Shimano et al., “Total Synthesis of the Antifungal Dilaotones UK-2A and UK-3A: The Determination of th r relative and Absolute Configurations, Analog Synthesis and Antifungal Activities.”, Tetrahedron 54 (1998) 12745-12774.
Ueki et al., “UK-3A, a novel antifungal antibiotic fromStreptomyces sp.517-02: fermentation, isolation, structural elucidation and biological properties”, Journal of Antibotics (1997). 50(7), 551-555.
Ueki et al., “UK-2A, B, C and D, novel antifungal antibiotics fromStreptomyces sp.517.02.1. Fermentation, isolation, and biological properties”, Journal of Antibiotics (1996), 49(7), 639-643.
Hanafi et al., “The structures of UK-1 and UK-2, novel antibiotics fromStreptomyces sp.517.02”, Tennen Yuki Kagobutsu Toronkai Koen Yoshihsu (1994), 36th, 728-35.

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