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I. TAXONOMY OF THE PRODUCING STRAIN, FERMENTATION, ISOLATION AND CHEMICAL CHARACTERIZATION
K. DORNBERGER, U. BERGER, H. KNÖLL
1980 Volume 33 Issue 1 Pages
1-8
Published: 1980
Released on J-STAGE: April 12, 2006
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A new antibiotic complex has been obtained from the cultures of
Streptomyces strain No. IMET 20978 isolated from the shrimp
Crangon crangott L. On the basis of taxonomic studies the producing microorganism is described as
Streptomyces fimicarius (DUCHÉ) WAKSMAN
et HENRICI, 1948, type strain IMET 20978. The antibiotic complex, designated as griseorubin, belongs to the polycyclic C-glycosyl antibiotics. It is a red-coloured amorphous material which consists of eight closely related fractions including griseorubins A, B, C, D, E, F, G, and H. The griseorubin complex exhibits antibiotic activity against Gram-positive and -negative bacteria as well as against mycoplasma and protozoa. The griseorubin complex is also effective on leukemia L1210 and ZAJDELA ascites hepatoma.
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II. BIOLOGICAL PROPERTIES AND ANTITUMOR ACTIVITY OF THE ANTIBIOTIC COMPLEX GRISEORUBIN
K. DORNBERGER, U. BERGER, W. GUTSCHE, W. JUNGSTAND, K. WOHLRABE, A. H& ...
1980 Volume 33 Issue 1 Pages
9-12
Published: 1980
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The antibiotic complex griseorubin has antimicrobial activity against Gram-positive as well as-negative bacteria, mycobacteria, mycoplasma and protozoa
in vitro but it is not active against yeast and fungi. Tests with transplantable rodent tumors indicate that griseorubin is inhibitory to the growth of lymphatic leukemia L1210 in mice and ZAJDELA ascites hepatoma in rats. The acute LD
50 of griseorubin in mice is 50 mg/kg of body weight when given intraperitoneally. Attempts to potentiate the antitumor activity by complexing with DNA proved to be unsuccessful.
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STUDIES ON NEW PHOSPHONIC ACID ANTIBIOTICS
MASAKUNI OKUHARA, YOSHIO KURODA, TOSHIO GOTO, MASANORI OKAMOTO, HIROSH ...
1980 Volume 33 Issue 1 Pages
13-17
Published: 1980
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A strain of
Streptomyces, isolated from a soil sample and identified as
Streptomyces rubellomurinus sp. nov., has been found to produce FR-900098, an interesting new antibiotic containing phosphorus in its molecule. The antibiotic, obtained as colorless crystals, was shown to inhibit a wide variety of Gram-negative bacteria including
Pseudomonas, Proteus, and
Escherichia coli. Its antibacterial action involves interference with bacterial cell wall synthesis as evidenced by the fact that it causes spheroplast formation by susceptible cells.
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II. TAXONOMIC STUDIES ON PRODUCING ORGANISMS OF THE PHOSPHONIC ACID AND RELATED COMPOUNDS
EIKO IGUCHI, MASAKUNI OKUHARA, MASANOBU KOHSAKA, HATSUO AOKI, HIROSHI ...
1980 Volume 33 Issue 1 Pages
18-23
Published: 1980
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A new species of
Streptomyces which produces a new cell wall-inhibitory antibiotic, FR-900098
1) containing phosphonic acid in its molecule, is named and described. The species name proposed,
Streptomyces rubello, nurinus, refers to the aerial mass color.
Streptomyces rubellonturinus subsp.
indigoferus also produces FR-900098 and the related compound FR-33289
2). FR-900098 related compounds, FR-3286
3) and FR-315642) are produced by
Streptomvices lavendulae.
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III. ISOLATION AND CHARACTERIZATION OF FR-31564
MASAKUNI OKUHARA, YOSHIO KURODA, TOSHIO GOTO, MASANORI OKAMOTO, HIROSH ...
1980 Volume 33 Issue 1 Pages
24-28
Published: 1980
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Three phosphonic acid antibiotics were found to be produced in the fermentation broths of
Streptomyces. FR-31564 and FR-32863 were produced by
Streptomyces lavendulae. FR-33289 was produced by a strain of
Streptomyces, identified as
Streptomyces rubellomurinus subsp.
indigoferus. They are distinct from, but resemble FR-900098 which was reported in our preceding paper, in their chemical and biological characteristics.
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IV. STRUCTURE DETERMINATION OF FR-33289, FR-31564 AND FR-32863
YOSHIO KURODA, MASAKUNI OKUHARA, TOSHIO GOTO, MASANORI OKAMOTO, HIROSH ...
1980 Volume 33 Issue 1 Pages
29-35
Published: 1980
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The structure of novel phosphonic acid antibiotics, FR-33289, FR-31564, and FR-32863, produced by strains of
Streptomyces, have been established as
I, II, and
III, respectively, on the basis of spectroscopic and chemical evidences.
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YASUHLRO MINE, TOSHIAKI KAMIMURA, SHIGEO NONOYAMA, MINORU NISHIDA, SAC ...
1980 Volume 33 Issue 1 Pages
36-43
Published: 1980
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FR-31564, a new phosphonic acid antibiotic, was active against most Gram-negative bacteria except
Serratia marcescens and glucose-nonfermenting Gram-negative rods excluding
Pseudomonas aeruginosa. The antibacterial activity
in vitro of FR-31564 was stronger than that of fosfomycin especially against
Escherichia coli, Klebsiella pneumoniae, Enterobacter species and
P. aeruginosa. FR-31564 also was active against Gram-negative bacteria resistant to β-lactam antibiotics and against gentamicin-resistant strains of
P. aeruginosa. The antibacterial activity
in vitro of FR-31564, like that of fosfomycin, was enhanced when 10% rabbit blood was added to the nutrient agar. The therapeutic efficacy of FR-31564 in experimental infections in mice was superior to that of fosfomycin in infections due to most Gram-negative bacteria used, and was similar to that of gentamicin in infections due to
Citrobacter freundii, Proteus rettgeri and
Proteus inconstans B. The protective effect of FR-31564, particularly in the
P. aeruginosa infection, was superior to that of other control drugs including gentamicin.
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HITOSHI KOJO, YASUTAKA SHIGI, MINORU NISHIDA
1980 Volume 33 Issue 1 Pages
44-48
Published: 1980
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Mutants which acquired resistance to FR-31564 were also resistant to fosfomycin and
vice versa. Some exceptions to cross-resistance were found among clinical isolates of certain species. FR-31564 was found to be incorporated into bacterial cells more efficiently than fosfomycin although the extent of incorporation varied among species. In particular, the uptake rate of FR-31564 by a strain of
Pseudomonas aeruginosa was ten times that of fosfomycin. The uptake rate of FR-31564 by both FR-31564- and fosfomycin-resistant Mutants was less than one-tenth of that by the parent strain. FR-31564 was scarcely inactivated in the culture broths of FR-31564-resistant strains.
All of the FR-31564-resistant mutants of
P. aeruginosa came under the classification of strains lacking an L-α-glycerophosphate transport system.
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L. DAVID, M. DUTEURTRE, A. KERGOMARD, G. KERGOMARD, E. SCANZI, T. STAR ...
1980 Volume 33 Issue 1 Pages
49-53
Published: 1980
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Streptomyces No. 4915 was isolated and revealed to produce cinerubins A and B. This strain was different from other cinerubins-producing strains. Production of cinerubins is reported. Assignments of the signals of the
13C-NMR spectrum of cinerubin A, the major product, have been made.
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NOBUHIKO KOMATSU, KATSUKO KIMURA, SHIZUKO ABE, YOSHIO KAGITANI
1980 Volume 33 Issue 1 Pages
54-60
Published: 1980
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The taxonomic description of
Streptomyces spadicogriseus, a new species belonging to the Gray Series of streptomycetes as classified by PRIDHAM and TRESNER, is presented. This new species is distinguishable from the known members of the Gray Series.
Streptomyces spadicogriseus produces anthramycin but bears no taxonomic relation to the known producer of the antibiotic:
S. refuineus var.
thermotolerans.
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REACTION OF MIDECAMYCIN AND 9-ACETYLMIDECAMYCIN WITH DIMETHYLSULFOXIDE AND ACETIC ANHYDRIDE
SHIGEHARU INOUYE, SHOJI OMOTO, KATSUYOSHI IWAMATSU, TARO NIIDA
1980 Volume 33 Issue 1 Pages
61-71
Published: 1980
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Treatment of 9, 2'-diacetylmidecamycin (
2) with DMSO and acetic anhydride afforded 3"-methylthiomethyl derivative (
3) preferably in the presence of pyridine. Reaction of midecamycin (
1) with DMSO and acetic anhydride gave 2'-acetyl-9-dehydro-3"-methylthiomethyl derivative (
9) indicating that the three hydroxyl groups reacted in a different way to the reagent. When compound
2 was reacted with DMSO and acetic anhydride in the presence of CCl
4, 3"-acetoxymethyl derivative (
13) was a major product, which was formed
via 3 through the PUMMERER rearrangement. The structures of
3, 9 and
13 were confirmed by examining NMR and mass spectra of these compounds and their deuterio analogues. They showed antimicrobial spectra similar to
1 but superior
in vivo activity.
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WILLIAM J. WHEELER, DON R. FINLEY, HAROLD E. OSBORNE
1980 Volume 33 Issue 1 Pages
72-75
Published: 1980
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The preparation of crystalline bis-trimethylsilylcefamandole (7) and its utility in the preparation and purification of cefamandole are described. Although stable to solvolysis in isopropyl alcohol,
7 underwent smooth conversion to cefamandole in the presence of water, methanol, or ethanol.
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SYNTHESIS AND STRUCTURE ACTIVITY RELATIONSHIPS OF NOVEL ORALLY ACTIVE 7-[4-HYDROXY-3-(SUBSTITUTED METHYL)PHENYL]-ACETAMIDO-3-CEPHFM-4-CARBOXYLIC ACIDS
ABRAHAM NUDELMAN, ABRAHAM PATCHORNICK, EVA KAROLY-HAFELY, FRIDA BRAUN, ...
1980 Volume 33 Issue 1 Pages
76-82
Published: 1980
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A family of novel optically active α-amino-3-substituted-methyl-4-hydroxy benzene acetic acids (
3) have been prepared. A number of these amino acids were converted to a group of cephalosporins (
12). Compound
12A showed the most interesting activity
in vitro and
in vivo, primarily against Gram-positive organisms and was shown to be well absorbed orally.
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L. A. DOLAK, C. DEBOER
1980 Volume 33 Issue 1 Pages
83-84
Published: 1980
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SARAH F. GRAPPEL, JOSEPH R. GUARINI, PAUL ACTOR, JERRY A. WEISBACH
1980 Volume 33 Issue 1 Pages
85-87
Published: 1980
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MASANORI OKANISHI, TAICHI MANOME, HAMAO UMEZAWA
1980 Volume 33 Issue 1 Pages
88-91
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ISOLATION OF A BIOSYNTHETIC INTERMEDIATE HYDROCARBON, PENTALENENE
HARUO SETO, HIROSHI YONEHARA
1980 Volume 33 Issue 1 Pages
92-93
Published: 1980
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NAOKI TSUJI, YOSHIHIRO TERUI, KAZUO NAGASHIMA, KAZUO TORI, LEROY F. JO ...
1980 Volume 33 Issue 1 Pages
94-97
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TETSUO SUAMI, SEIICHIRO OGAWA, NORITAKA CHIDA
1980 Volume 33 Issue 1 Pages
98-99
Published: 1980
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KUNIAKI TATSUTA, KOHJI AKIMOTO, MITSUHIRO KINOSHITA
1980 Volume 33 Issue 1 Pages
100-102
Published: 1980
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LEONARD FALKOWSKI, ANDRZEJ JARZEBSKI, BARBARA STEFANSKA, ELZBIETA BYLE ...
1980 Volume 33 Issue 1 Pages
103-104
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MAKOTO TAMAKI, MICHIAKI TAKIMOTO, SHOSUKE SOFUKU, ICHIRO MURAMATSU
1980 Volume 33 Issue 1 Pages
105-106
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SADAO OIDA, AKIRA YOSHIDA, TERUO HAYASHI, NORIKO TAKEDA, TAKUZO NISHIM ...
1980 Volume 33 Issue 1 Pages
107-109
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SHOICHI ISEKI, YOSHIO KOIDE, TAKUSABURO EBINA, NAKAO ISHIDA
1980 Volume 33 Issue 1 Pages
110-113
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REDUCTIVE METHYLATION OF BLEOMYCIN, A CHEMICAL PROOF FOR THE PRESENCE OF THE FREE SECONDARY AMINE IN BLEOMYCIN
TAKEYD FUKUOKA, YASUHIKO MURAOKA, AKIO FUJII, HIROSHI NAGANAWA, TOMOHI ...
1980 Volume 33 Issue 1 Pages
114-117
Published: 1980
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CHUHEI NOJIRI, HIROOMI WATABE, KAZUKO KATSUMATA, YUJIRO YAMADA, TAKESH ...
1980 Volume 33 Issue 1 Pages
118-121
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KEIJI FUKASAWA, HISASHI SAKURAI, SHOJI SHIMIZU, HIROSHI NAGANAWA, SHIN ...
1980 Volume 33 Issue 1 Pages
122-123
Published: 1980
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