Antifungal antibiotic cepacidine A

Details Antifungal antibiotic cepacidine A Antifungal antibiotic cepacidine A

1996-06-18

1998-07-28

Peselev, Elli

Organic compounds -- part of the class 532-570 series

Organic compounds

Carbohydrates or derivatives

435 75, 435 77, 435822, C07H 1708, C12P 1960, C12N 100

Patent

active

057864608

DESCRIPTION:

BRIEF SUMMARY
BACKGROUND OF THE INVENTION

1. Field of the Invention
The present invention relates to novel antifungal antibiotics Cepacidine A(A.sub.1 and A.sub.2), a novel microorganism Pseudomonas cepacia AF 2001 producing the same, and a process for producing the said antibiotics.
2. Description of the Prior Art
As a variety of antifungal agents such as griseofulvin, nystatin, amphotericin-B and the like were separated from actinomycetes, chemotherapies for the treatment of fungal infections have been established. Another group of antifungal agents such as blasticidin, kasugamycin, polyoxin and validamycin was separated from actinomycetes and has been utilized in controlling fungal infections of plants. Thereafter, many antifungal substances were not only separated from various microorganisms occurring in nature but also produced by synthetic, chemical procedures. However, due to their poor efficacy or toxicity, most antifugal agents have not been utilized in commerce.
Antifungal agents in practical use do not function in a broad spectrum of activities nor do they exhibit a safe level of toxicity. These problems make it difficult to remedy deep antifungal infections. Moreover, since these antifungal agents do not have enough activities to kill fungi completely, rather having fungistatic activities, the use of those antifungal agents requires a long period of therapy. Therefore, there exists a need to develop novel antifungal agents having low toxicity, quick efficacy and fungicidal activity.


SUMMARY OF THE INVENTION

Cultivation of the novel microorganism Pseudomonas cepacia AF 2001 yields novel antibiotic substances Cepacidine A having powerful activities Against various yeasts and fungi, which have the formula: ##STR1## wherein R is H or OH. Where R is H, Cepacidine A.sub.2 was designated; and where R is OH. Cepacidine A.sub.1 was designated.


DESCRIPTION OF THE DRAWINGS

FIG. 1 shows the ultraviolet spectrum of Cepacidine A.
FIG. 2 shows the infrared spectrum of Cepacidine A in potassium bromide.
FIG. 3 shows the fast atom bombardment mass spectrum of Cepacidine A.
FIG. 4 shows the 400 MHz .sup.1 H NMR spectrum of Cepacidine A in deuterated dimethylsulfoxide.
FIG. 5 shows 100 MHz .sup.13 C NMR spectrum of Cepacidine A in deuterated dimethylsulfoxide.
FIG. 6 shows the pyrolyzed gas chromatograms of Cepacidine A, asparagine and aspartic acid.


DETAILED DESCRIPTION OF THE INVENTION



The Microorganism

Pseudomonas cepacia AF 2001 producing novel antifungal Cepacidine A was isolated from the soil samples collected in Munchon, Kyunggi-Do, Korea. The strain AF2001 was deposited at the Korean Federation of Culture Collections, Seoul, Korea, under the accession number KFCC 10773. The strain AF 2001 is a Gram-negative rod sized 0.4-0.6.times.1.0 -1.3 .mu.m and motile by means of a polar flagella. It is oxidative and cytochrome positive. These characteristics serve to identify the strain as a Pseudemonas. A summary of the key characteristics and the carbon utilization pattern for the growth is shown in Table 1 below. The strain AF 2001 has similar characteristics to Pseudemonas cepacia disclosed in Bergy's manual of systematic bacteriology, 1984. However, the strain AF 2001 is different from Pseudomonas cepacia with regard to maltose, sucrose and adonitol utilization. It can grow on maltose and sucrose as a sole carbon source but can not grow on adonitol. In these aspects, the strain AF 2001 is thought to be a new Pseudomonas cepacia.


TABLE 1 ______________________________________ Characteristics of Pseudomonas cepacia AF 2001 Cell type Short rod Gram stain Negative Biochemical characteristics: Oxidative Positive Oxidase Positive Catalase Positive Urease Negative DNase Negative Lysine decarboxylase Negative Nitrate reduction Negative Poly .beta.-hydroxybutyrate Positive accumulation Fluorescence Negative Diffusible pigment Positive Esculin hydrolysis Positive Benzene ring cleavage Ortho Growth at 4.degree. C. Negative Growth at 41.degree. C. Positive Growth at

REFERENCES:
patent: 5189150 (1993-02-01), Zeeck et al.

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