Studies on Antiviral Agents. III. Synthesis of Tenuazonic Acid Derivatives.
- 1 January 1967
- journal article
- research article
- Published by Pharmaceutical Society of Japan in CHEMICAL & PHARMACEUTICAL BULLETIN
- Vol. 15 (8) , 1107-1111
- https://doi.org/10.1248/cpb.15.1107
Abstract
Tenuazonic acid derivatives were synthesized from amino acid esters by N-acetoacetylation with diketene followed by cyclization with sodium alkoxides. Some L-amino acid produced a small amount of DL-compounds in this process. N-Acetoacetyl group of diethyl aspartate cyclized to the [alpha]-ester group to form 5-membered ring compound selectively. These compounds were condensed with carbonyl reagents.This publication has 6 references indexed in Scilit:
- Antitumor, Cytotoxic, and Antibacterial Activities of Tenuazonic Acid and Congeneric Tetramic Acids1Journal of Medicinal Chemistry, 1965
- The Synthesis of Tenuazonic and Congeneric Tetramic AcidsJournal of Medicinal Chemistry, 1965
- HUMAN TUMOR-EGG HOST SYSTEM .3. TUMOR-INHIBITORY PROPERTIES OF TENUAZONIC ACID1964
- Antiviral Activity of Tenuazonic AcidNature, 1963
- The Biological Activity of Tenuazonic Acid*Biochemistry, 1963
- Studies in the biochemistry of micro-organisms. 106. Metabolites of Alternaria tenuis auct.: the structure of tenuazonic acidBiochemical Journal, 1959