piperidines has been researched along with tetrazomine* in 5 studies
5 other study(ies) available for piperidines and tetrazomine
| Article | Year |
|---|---|
Total synthesis of (-)-tetrazomine. Determination of the stereochemistry of tetrazomine and the synthesis and biological activity of tetrazomine analogues.
The first total synthesis of the potent antitumor antibiotic (-)-tetrazomine has been accomplished. A new method for the formation of the allylic amine precursor to an azomethine ylide has been developed and exploited in an efficient [1,3]-dipolar cycloaddition to afford the key tetracyclic intermediate used in the synthesis of (-)-tetrazomine. Several analogues of tetrazomine have been synthesized and tested for antimicrobial and biochemical activity. Topics: Anti-Bacterial Agents; Base Sequence; DNA; Klebsiella pneumoniae; Microbial Sensitivity Tests; Molecular Sequence Data; Piperidines; Staphylococcus aureus; Stereoisomerism; Structure-Activity Relationship | 2002 |
Enantioselective synthesis of the AB-ring system of the antitumor antibiotic tetrazomine.
The synthesis of the 1,2,3,4-tetrahydroisoquinoline moiety of tetrazomine was accomplished in 18 steps and in 3% overall yield from commercially available o-anisaldehyde. The reaction sequence utilizes a Sharpless asymmetric dihydroxylation to install the stereocenter and an intramolecular Friedel--Crafts hydroxyalkylation with an N-protected 2-oxo-acetamide to close the heterocyclic ring. Topics: Alkylation; Antibiotics, Antineoplastic; Hydroxylation; Indicators and Reagents; Piperidines; Stereoisomerism | 2001 |
O2-dependent cleavage of DNA by tetrazomine.
A mechanism for the reduction of molecular oxygen that results in the O2-dependent cleavage of both single-stranded and double-stranded DNA by the antitumor antibiotic tetrazomine (1) is presented. The results are discussed in the context of a redox self-disproportionation of the oxazolidine moiety of tetrazomine. Comparisons are made to the structurally analogous natural product quinocarcin (2) in which, like tetrazomine, the oxazolidine moiety is invoked in redox chemistry, which ultimately results in the reduction of molecular oxygen to superoxide. Topics: DNA; DNA, Superhelical; Oxidation-Reduction; Piperidines; Plasmids; Superoxides | 1994 |
A new alkaloid antibiotic tetrazomine. Structure determination.
A new alkaloid antibiotic tetrazomine was isolated from the culture broth of Saccharothrix mutabilis subsp. chichijimaensis subsp. nov., and its structure was determined to be I by means of spectroscopic measurements. It has an unusual structure which consists of six rings, including piperidine, piperazine, oxazole, and pyrrolidine rings. Topics: Alkaloids; Anti-Bacterial Agents; Piperidines | 1991 |
Tetrazomine, a new antibiotic produced by an actinomycete strain. Taxonomy, fermentation, isolation and characterization.
A new antibacterial antibiotic tetrazomine was found from the fermentation broth of an actinomycete strain which was isolated from beach sand collected at Chichijima, Ogasawara Islands, Tokyo, Japan. The strain Y-09194L, was identified as Saccharothrix mutabilis subsp. chichijimaensis subsp. nov. The antibiotic exhibited broad antimicrobial activity against Gram-positive and Gram-negative bacteria in vitro. It also exhibited strong cytotoxic activity against P388 leukemia cells and showed antitumor activity against P388 leukemia. The apparent molecular formula of tetrazomine was determined as C24H34N4O5. It has a rare structure which consists of six rings including piperidine, piperadine, oxazole, and pyrrolidine. Topics: Actinomycetales; Animals; Anti-Bacterial Agents; Fermentation; Leukemia L1210; Leukemia P388; Microbial Sensitivity Tests; Piperidines | 1991 |