Structural studies on the minor components of quinoxaline antibiotics

Ōtsuka, Hideo; Shoji, Jun

doi:10.1016/0040-4020(67)85107-x

Cited by 40 publications

(16 citation statements)

References 8 publications

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“…732 produces two new components (quinomycins D and E) in addition to quinomycin B. Structural studies reveal that one component (quinomycin D) contains N-methylalloisoleucine in addition to N-methyl-L-valine, whereas the other compound (quinomycin E) possesses N-methyl-alloisoleucine and N,'y-dimethyl-L-alloisoleucine (8). As shown in Table 3, quinomycin D was synthesized to a greater extent than quinomycin E, probably because quinomycin C synthesis, in contrast to quinomycin A formation, was markedly curtailed by DL-isoleucine.…”

Section: Discussionmentioning

confidence: 99%

Influence of Isoleucine upon Quinomycin Biosynthesis by Streptomyces sp. 732

Yoshida

Katagiri

1967

J Bacteriol

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When dl -isoleucine was added to an ammonium nitrate-maltose medium during cultivation of Streptomyces sp. 732, quinomycin B formation was selectively enhanced (from 3 to 70% of the quinomycin mixture) and quinomycin C synthesis was inhibited completely. In addition, two new quinomycins, designated quinomycins D and E, were produced in the presence of isoleucine. These compounds were found to contain N -methylalloisoleucine. In experiments with isoleucine enantiomorphs, it was determined that the order of effectiveness for quinomycin B synthesis was dl -isoleucine > d -isoleucine > l -isoleucine. The extent to which quinomycin B synthesis is enhanced depends upon the concentration and the time of addition of isoleucine to the medium. The effect of dl -isoleucine was reduced to some extent by the addition of l -valine. It is conceivable that amino acids which are precursors of the N -methylamino acids in quinomycin can regulate quinomycin formation.

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Section: Discussionmentioning

confidence: 99%

Influence of Isoleucine upon Quinomycin Biosynthesis by Streptomyces sp. 732

Yoshida

Katagiri

1967

J Bacteriol

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“…Natural products containing quinoxaline ring are rare and can be easily prepared or synthesized. Quinoxaline itself prepared by the condensation of o-phenylene diamine with glyoxal sodium bisulphite in 85-90%/ yield 29 .…”

Section: Chemistrymentioning

confidence: 99%

Antimicrobial Activity of Quinoxaline Derivatives

2014

Chem Sci Trans

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Different types of quinoxaline derivatives show antimicrobial activity. Quinoxalines, also named as Benzopyrazines, having a nitrogen ring, in organic chemistry is a hetrocyclic compounds containing a ring complex made up of a benzene ring and a pyrazine ring. To modify in their nucleus, they form different derivatives of quinoxaline which contains antimicrobial activity. To modify in their structure shows a wide variety of new therapeutic agents having better potency and lesser toxicity. This article is shows to review history, chemistry, synthesis and the derivatives of quinoxaline which shows antimicrobial activity.

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“…Some quinoxaline derivatives are known to posse's antibacterial activities. The quinoxaline antibiotics are agents of bicyclic desipeptide antibiotic that have been reported activity against gram-positive bacteria and certain tumors and to inhibit RNA synthesis 1 . Quinoxaline has also been used in reactive dyes and pigments, azo dyes, fluroscein dyes and it also forms a part of certain antibiotics.…”

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confidence: 99%

Untitled

2011

IJPSR

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Substituted Quinoxaline have received considerable attention during last two decades as they are endowed with variety of biological activities and have wide range of therapeutic properties. A literature survey indicates that quinoxaline derivatives possess different pharmacological and biological activities, of which the most potent is anti-inflammatory activity. In view of above literature survey, we thought to synthesize a novel substituted quinoxaline system.

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Structural studies on the minor components of quinoxaline antibiotics

Cited by 40 publications

References 8 publications

Influence of Isoleucine upon Quinomycin Biosynthesis by Streptomyces sp. 732

Influence of Isoleucine upon Quinomycin Biosynthesis by Streptomyces sp. 732

Antimicrobial Activity of Quinoxaline Derivatives

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