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Studies on Total Syntheses of Cytotoxic Cyclic Peptides of Marine Origin
- Source :
- YAKUGAKU ZASSHI. 111:1-18
- Publication Year :
- 1991
- Publisher :
- Pharmaceutical Society of Japan, 1991.
-
Abstract
- Cyclic peptides from marine organisms constitute a growing class of naturally occurring cytotoxic substances. A general synthetic method for thiazole amino acids, common components of these cyclic peptides 1-7, has been developed and total syntheses of 1-7 have been achieved. In the process, dolastatin 3 with the proposed structure has been disclosed to differ from the natural material and the real structure 2 has been confirmed by its total synthesis. Patellamides with the proposed structures has been revised to be 6 by their total syntheses. Absolute configuration of ascidiacyclamide has been determined to be 4 and the structure of ulithiacyclamide has been confirmed. Ulicyclamide has been efficiently prepared in combination with solid and liquid phase syntheses. Didemnins A and B, cyclic depsipeptides with potent antitumor activity, have been prepared by condensation of the key eastern and western fragments.
- Subjects :
- Pharmacology
Depsipeptide
chemistry.chemical_classification
Molecular Structure
Stereochemistry
Absolute configuration
Pharmaceutical Science
Total synthesis
Antineoplastic Agents
Cyclic peptide
Amino acid
Structure-Activity Relationship
chemistry.chemical_compound
chemistry
Tumor Cells, Cultured
Animals
Structure–activity relationship
Molecule
Marine Toxins
Peptides
Thiazole
Subjects
Details
- ISSN :
- 13475231 and 00316903
- Volume :
- 111
- Database :
- OpenAIRE
- Journal :
- YAKUGAKU ZASSHI
- Accession number :
- edsair.doi.dedup.....cbacbbf81c0dcea520394624d5f5320d