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I. PRODUCTION, ISOLATION AND PROPERTIES OF Bu-2470 A, B1 AND B2
MASATAKA KONISHI, KOKO SUGAWARA, KOJI TOMITA, KIYOSHI MATSUMOTO, TAKEO ...
1983 年 36 巻 6 号 p.
625-633
発行日: 1983年
公開日: 2006/04/12
ジャーナル
フリー
A strain of
Bacillus circulans produced a complex of basic peptide antibiotics designated Bu-2470, which was found to contain four active components, A, B
1, B
2a and B
2b. Bu-2470 A specifically inhibited various
Pseudomonas species including
P. aeruginosa, P. maltophilia and
P. putida, but otherwise its antibacterial spectrum was limited to certain Gram-negative organisms. Bu-2470 B
1 and B
2 (B
2a+B
2b) showed broad antibiotic activity against Gram-positive and Gram-negative bacteria including
Pseudomonas species. The physicochemical and biological properties of Bu-2470 B
1 and B
2 are very similar to those of the octapeptin group of antibiotics.
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II. STRUCTURE DETERMINATION OF Bu-2470 A, B1, B2a AND B2b
KOKO SUGAWARA, TERUO YONEMOTO, MASATAKA KONISHI, KIYOSHI MATSUMOTO, TA ...
1983 年 36 巻 6 号 p.
634-638
発行日: 1983年
公開日: 2006/04/12
ジャーナル
フリー
The structures of Bu-2470 A, B
1, B
2a, and B
2b have been determined. Bu-2470 A is a simple octapeptide having no fatty acid moiety, while Bu-2470 B
1, B
2a and B
2b are octapeptides that have been acylated with a β-hydroxy C
11 or C
10 fatty acid. The octapeptide structure of Bu-2470 components was found identical with that of octapeptin C
1, hence generic names of octapeptin C
0, C
2, C
3 and C
4 are proposed for Bu-2470 A, B
1, B
2a, and B
2b, respectively.
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I. TAXONOMY OF THE PRODUCING STRAIN AND THEIR FERMENTATION, PURIFICATION AND CHARACTERIZATION
TETSUO HAMAMOTO, SHIGEMICHI GUNJI, HIROAKI TSUJI, TERUHIKO BEPPU
1983 年 36 巻 6 号 p.
639-645
発行日: 1983年
公開日: 2006/04/12
ジャーナル
フリー
A strain of Streptomyces was found to produce new antifungal antibiotics. The active compounds were purified and separated into two substances named leptomycin A and B by high performance liquid chromatography. The molecular formulae of leptomycins A and B are C
32H
46O
6 and C
33H
48O
6 respectively, and physicochemical and biological properties of them are very similar to each other. Leptomycins A and B exhibit strong inhibitory activity against Schizosaccharomyces and Mucor.
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II. STRUCTURE ELUCIDATION
TETSUO HAMAMOTO, HARUO SETO, TERUHIKO BEPPU
1983 年 36 巻 6 号 p.
646-650
発行日: 1983年
公開日: 2006/04/12
ジャーナル
フリー
The structures of new antifungal antibiotics, leptomycins A and B produced by
Streptomyces sp. ATS1287 were determined as described below (Fig. 1) on the basis of their spectral and chemical character. Leptomycins have unique structures which belong to the unsaturated, branched-chain fatty acids with δ-lactone rings at the end.
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MASASHI AWATA, SHUZO SATOI, NAOKI MUTO, MITSUO HAYASHI, HITOSHI SAGAI, ...
1983 年 36 巻 6 号 p.
651-655
発行日: 1983年
公開日: 2006/04/12
ジャーナル
フリー
A new aminoglycoside antibiotic, saccharocin has been isolated from the fermentation broth of
Saccharopolyspora sp. AC-3440 (FERM P-6238) by column chromatography on a cation-exchange resin. Saccharocin is active against Gram-positive and Gram-negative bacteria. The structure was elucidated to be 4"-deamino-4"-hydroxyapramycin by
13C NMR spectral analysis.
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FUMIAKI KANAI, TSUTOMU SAWA, MASA HAMADA, HIROSHI NAGANAWA, TOMIO TAKE ...
1983 年 36 巻 6 号 p.
656-660
発行日: 1983年
公開日: 2006/04/12
ジャーナル
フリー
Vanoxonin, a new inhibitor of thymidylate synthetase, was found in cultured broths of the strain MG245-CF2 classified as
Saccharopolyspora hirsuta. Vanoxonin, C
15H
25N
3O
9, was obtained as colorless powder. Vanoxonin forms a vanadium complex which exhibits a strong inhibition against thymidylate synthetase. The concentration for 50%. inhibition of the enzyme (IC
50) was 0.7 μg/ml.
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STROBILURIN C AND OUDEMANSIN B, TWO NEW ANTIFUNGAL METABOLITES FROM XERULA SPECIES (AGARICALES)
TIMM ANKE, HELMUT BESL, URSULA MOCEK, WOLFGANG STEGLICH
1983 年 36 巻 6 号 p.
661-666
発行日: 1983年
公開日: 2006/04/12
ジャーナル
フリー
Two new antifungal (
E)-β-methoxyacrylates, strobilurin C and oudemansin B, were isolated from cultures of
Xerula longipes and
Xerula melanotricha. Their structures were elucidated by spectroscopic methods. Both antibiotics inhibit the growth of a wide variety of saprophytic and phytopathogenic fungi at very low concentrations. Like strobilurins A, B, and oudemansin A the new metabolites are potent inhibitors of respiration.
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I. PURIFICATION, PHYSICOCHEMICAL PROPERTIES AND STRUCTURES OF FATTY ACID RESIDUES
KUNIAKI HOSONO, HIDEO SUZUKI
1983 年 36 巻 6 号 p.
667-673
発行日: 1983年
公開日: 2006/04/12
ジャーナル
フリー
An inhibitor of cyclic adenosine 3', 5'-monophosphate (cAMP) phosphodiesterase was isolated from the culture filtrate of
Bacillus subtilis C-756 isolated from soil. It was purified and finally separated into three fractions by reverse-phase HPLC. The respective fractions were designated as APD-I, -II and -III in the order eluted and the relative quantities of APD-I, -II and -III were approximately 10%, 40% and 50%, respectively. They were acylpeptides composed of β-hydroxy fatty acid residues and heptapeptide. Though the amino acid compositions of the peptides were the same, the fatty acid residues were all different. APD-I contained a mixture of 3-hydroxy-11-methyldodecanoic acid (
i-C
13h
3) and 3-hydroxy-10-methyldodecanoic acid (
α-C
13h
3). APD-II contained 3-hydroxytetradecanoic acid (
n-C
14h
3). APD-III contained a mixture of 3-hydroxy-13-methyltetradecanoic acid (
i-C
15h
3) and 3-hydroxy-12-methyltetradecanoic acid (
α-C
15h
3).
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II. AMINO ACID SEQUENCE AND LOCATION OF LACTONE LINKAGE
KUNIAKI HOSONO, HIDEO SUZUKI
1983 年 36 巻 6 号 p.
674-678
発行日: 1983年
公開日: 2006/04/12
ジャーナル
フリー
Bacillus subtilis C-756 produced three kinds of inhibitors of cyclic adenosine 3', 5'-monophosphate (cAMP) phosphodiesterase. Each was an acylpeptide consisting of a β-hydroxy fatty acid residue and heptapeptide. By the application of mass spectrometry, the amino acid sequence of peptide was determined to be β-hydroxy fatty acid-Glu-Leu-Leu-Val-Asp-Leu-Leu in all three cases. Each had a lactone linkage between the carboxyl group of
C-terminal leucine and the β-hydroxyl group of the fatty acid moiety. The total structures of these inhibitors were thus established.
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III. INHIBITION OF CYCLIC AMP PHOSPHODIESTERASE
KUNIAKI HOSONO, HIDEO SUZUKI
1983 年 36 巻 6 号 p.
679-683
発行日: 1983年
公開日: 2006/04/12
ジャーナル
フリー
Acylpeptides, APD-I, -II and -III, were inhibitors of cyclic adenosine 3', 5'-monophosphate (cAMP) phosphodiesterase, and their inhibition types were non-competitive. The inhibitory activity of APD-II was the most potent among them. Opening of the lactone linkage reduced the inhibitory activity to about half. The activity almost disappeared when an inhibitor or a derivative with opened lactone linkage was methylated with diazomethane. The activity was, however, restored by the addition of metal ions such as Ca2+, Mn2+, Fe2+, and Co2+. This suggests that the inhibition may be caused by a chelating action of the free carboxyl groups of glutamic acid and aspartic acid in the peptide.
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SADAO MIYAMURA, KAIO KOIZUMI, YOJI NAKAGAWA
1983 年 36 巻 6 号 p.
684-687
発行日: 1983年
公開日: 2006/04/12
ジャーナル
フリー
A new biologically active substance, M-9337, was obtained from Streptomyces strain M-9337, a soil isolate. The producing organism was subsequently determined to be a new strain and named
Streptomyces antihaemolyticus M-9337. The active substance was prepared as white yellow powder from culture broth by solvent extraction and silica gel thin-layer chromatography. It showed no antimicrobial activity and potent inhibitory activity against streptolysin, a type of hemolysin.
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NANCY N. GERBER, HARRY L. YALE, W. A. TABER, I. KUROBANE, L. C. VINING
1983 年 36 巻 6 号 p.
688-694
発行日: 1983年
公開日: 2006/04/12
ジャーナル
フリー
Cultures of actinomycete strain WRAT-210 produced a dark red crystalline metabolite which was named texazone. Spectroscopic evidence suggested that the structure of texazone is 2-(
N-methylamino)-3
H-phenoxazin-3-one-8-carboxylic acid. The structure was confirmed by chemical synthesis through oxidative dimerization of ethyl 3-amino-4-hydroxybenzoate with 2-(
N-methylamino)phenol and subsequent hydrolysis of the resultant phenoxazinone ester.
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RINZO NISHIZAWA, TETSUSHI SAINO, MASAO SUZUKI, TADASHI FUJII, TADASHI ...
1983 年 36 巻 6 号 p.
695-699
発行日: 1983年
公開日: 2006/04/12
ジャーナル
フリー
Bestatin, an immunomodulator useful in cancer treatment with the structure:
N-[(2
S, 3
R)-3-amino-2-hydroxy-4-phenylbutanoyl]-L-leucine, has been synthesized from N-acyl-α-aminoacetophenone. This novel method using readily available reagents and mild conditions can be applied to a large scale production of this useful agent. The overall yield of bestatin was 10.5% from
N-acetyl-α-aminoacetophenone and 7.8%. from
N-benzoyl-α-aminoacetophenone. Bestatin(1) is an aminopeptidase B inhibitor discovered in a culture filtrate of Streptomyces1-3 ).
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DIONISIO M. ZANCA, JUAN F. MARTÍN
1983 年 36 巻 6 号 p.
700-708
発行日: 1983年
公開日: 2006/04/12
ジャーナル
フリー
Cephalosporin C biosynthesis by Cephalosporium acremonium was delayed until most glucose in the medium was used. Addition of increasing concentrations of glucose up to 55 g/liter decreased cephalosporin C biosynthesis but stimulated growth. Sequential formation of penicillin N (an intermediate in the cephalosporin C biosynthetic pathway) and cephalosporin C was found when the culture was developed synchronously. Little cephalosporin C formation was observed until most penicillin N had already been formed. The sequential formation of penicillin N and cephalosporin C was due to the sequential formation of the "penicillin N synthetase system" and the "gcephalosporin C synthetase system" Cells grown in the presence of glucose showed an increased accumulation of penicillin N and clear reduction of the conversion of penicillin N to cephalosporin C. Resting cell studies indicated that the glucose effect was due to the repression of one or more of the enzymes converting penicillin N into cephalosporin C. Little inhibition by glucose of the activity of these enzymes, once formed, was observed. Glucose did not effect significantly the pool sizes of either precursor amino acids of cephalosporin (α-aminoadipic acid and valine) or methionine (an inducer of penicillin N and cephalosporin C biosynthesis). On the basis of these data it is suggested that glucose catabolism specifically represses the enzyme system converting penicillin N into cephalosporin C.
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BERNARD M. GOLDSCHMIDT, BERNARD B. LEVINE
1983 年 36 巻 6 号 p.
709-714
発行日: 1983年
公開日: 2006/04/12
ジャーナル
フリー
The preparation of α-D-benzylpenicilloyl-
n-propylamine and octa-ε-(α-D-benzylpenicilloyl)-octa-α-L-lysine are described. Their structures were established by chemical and spectroscopic evidence. Proton and carbon-13 nuclear magnetic resonance spectra of these two penicillin derivatives and some related compounds are provided. These compounds are useful in skin testing for penicillin allergy.
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BY THE ANTITUMOR ANTIBIOTICS, AUROMOMYCIN AND MACROMOMYCIN, AND THEIR NON-PROTEIN CHROMOPHORES
NOBUHIKO MIWA, SATOSHI MIZUNO, SUEHIKO OKAMOTO
1983 年 36 巻 6 号 p.
715-720
発行日: 1983年
公開日: 2006/04/12
ジャーナル
フリー
With the use of three human lung cultured cell lines : normal diploid fibroblasts (WI38), their SV40-transformants (VA13) and carcinoma cells (A549), whose doubling times were similar, the cytotoxicity of the protein antitumor antibiotics, auromomycin (AUR) and macromomycin (MCR), was studied by colony formation method. The susceptibilities of the three cell lines to these antibiotics were in the order: WI38
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