1965
DOI: 10.1021/jo01018a052
|View full text |Cite
|
Sign up to set email alerts
|

Anisomycin. I. Determination of the Structure and Stereochemistry of Anisomycin

Help me understand this report

Search citation statements

Order By: Relevance

Paper Sections

Select...
2
1
1

Citation Types

0
23
0
2

Year Published

1969
1969
2011
2011

Publication Types

Select...
7
1

Relationship

0
8

Authors

Journals

citations
Cited by 39 publications
(25 citation statements)
references
References 6 publications
0
23
0
2
Order By: Relevance
“…[16] In the 1960s the structure was elucidated after a joint effort by several groups. [17] The natural product, (À)-anisomycin (29 a), was found to block peptide bond formation specifically in eukaryotic ribosomes, and this made it a valuable tool in molecular biology. [18] In addition to its fungicidal activity, [15,18] anisomycin and some of its derivatives display high in vitro antitumor activity.…”
Section: Applicationsmentioning
confidence: 99%
“…[16] In the 1960s the structure was elucidated after a joint effort by several groups. [17] The natural product, (À)-anisomycin (29 a), was found to block peptide bond formation specifically in eukaryotic ribosomes, and this made it a valuable tool in molecular biology. [18] In addition to its fungicidal activity, [15,18] anisomycin and some of its derivatives display high in vitro antitumor activity.…”
Section: Applicationsmentioning
confidence: 99%
“…"The stereochemistry of the epoxide prepared from anisomycin as described in (6) should be shown as (i).…”
Section: Conformation Controlled Selective Acetylation3mentioning
confidence: 99%
“…Heating 3 in absolute ethanol at 140 OC under nitrogen atmosphere gave the unsaturated lactam (4).l Hydrogenation of 4 using 5% Pd/C as catalyst in ethanol gave the lactam 5 and a minor compound (6). The separation of 5 from 6 was not successful and the presence of the small amount of 6 in the hydrogenation reaction was uncovered only after the lithium aluminium hydride reduction of 5 and 6 to 'A by-product possibly (i) was ~solated in about 1 % yield.…”
Section: Introductionmentioning
confidence: 99%
“…3 Renewed interest in this antibiotic and its derivatives has arisen when high anti-tumor activity in vitro was reported. 4 The structure and relative stereochemistry of anisomycin (1) were studied chemically 5 and then determined by X-ray crystallographic analysis. 6 The absolute stereochemistry being (2R,3S,4S) was established on the basis of chemical correlation studies.…”
Section: Introductionmentioning
confidence: 99%