1966
DOI: 10.1021/ja00967a033
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5-Hydroxy-7-chlortetracycline

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Cited by 15 publications
(6 citation statements)
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“…The tetracyclines 64, 65 [86] are broad-spectrum antibiotics and were produced by different Streptomyces species. They have activity against both Gram-positive and Gram-negative bacteria.…”
Section: Importance Of Bacteria For the Development Of Drug Researchmentioning
confidence: 99%
See 1 more Smart Citation
“…The tetracyclines 64, 65 [86] are broad-spectrum antibiotics and were produced by different Streptomyces species. They have activity against both Gram-positive and Gram-negative bacteria.…”
Section: Importance Of Bacteria For the Development Of Drug Researchmentioning
confidence: 99%
“…In a first step, the naphthalene carboxylic acid 71 could be combined with cysteine (86) followed by cyclization and reduction to give karamomycin A (73). On dehydrogenation, the latter would yield karamomycin B (75).…”
Section: Hypothetic Biosynthetic Pathway Of Karamomycinsmentioning
confidence: 99%
“…After considerable labor, this was found to be the case. [28][29][30] Isolation of the active product was exceptionally difficult because it was not stable at pH levels where it separated from contaminants by column partition chromatography. Ultimately this was solved by dripping the column eluants into buffer solutions to adjust the pH to a safe range rapidly.…”
Section: Directed Biosynthesismentioning
confidence: 99%
“…Making these molecules also required the development of novel chemistry leading to a very substantial improvement in antimicrobial potency that included otherwise fluoroquinolone-resistant organisms. The best of these agents, ABT-719 (30), has been evaluated in the clinic but has not been marketed, apparently due to unattractive side-effects. 95 Additional explorations included different annealing of the benzene ring, its attachment by a single C-C bond, and the like.…”
Section: Antimicrobial Agents From Higher Plantsmentioning
confidence: 99%
“…Feeding experiments to elucidate the biosynthesis of the karamomycins have not been performed so far, so that the following considerations are highly speculative. In a first step, the naphthalene carboxylic acid 71 could be combined with cysteine (86) followed by cyclization and reduction to give karamomycin A (73). On dehydrogenation, the latter would yield karamomycin B (75).…”
Section: Hypothetic Biosynthetic Pathway Of Karamomycinsmentioning
confidence: 99%