133908-08-4Relevant articles and documents
First Total Synthesis and Structure-Activity Relationship of Iheyamide A, an Antitrypanosomal Linear Peptide Isolated from a Dapissp. Marine Cyanobacterium
Gerwick, William H.,Iwasaki, Arihiro,Jeelani, Ghulam,Kurisawa, Naoaki,Nozaki, Tomoyoshi,Rahmawati, Yulia,Suenaga, Kiyotake,Teranuma, Kazuya
, p. 2587 - 2593 (2021/09/28)
Iheyamide A ( 1 ) is an antitrypanosomal linear peptide isolated from aDapissp. marine cyanobacterium by our group in 2020, and based on structure-activity relationships of its natural analogues, the C-terminal pyrrolinone moiety has been identified as the phamacophore for its antiparasitic activity. Further, we isolated this pyrrolinone moiety by itself as a new natural product from the marine cyanobacterium and named it iheyanone ( 2 ). As expected, iheyanone ( 2 ) showed antitrypanosomal activity, but its potency was weaker than iheyamide A ( 1 ). To clarify more detailed structure-activity relationships, we completed a total synthesis of iheyamide A ( 1 ) along with iheyanone ( 2 ) and evaluated the antitrypanosomal activities of several synthetic intermediates. As a result, we found that the longer the peptide chain, the stronger the antitrypanosomal activity. As iheyamide A ( 1 ) showed selective toxicity againstTrypanosoma brucei rhodesiense, these findings can provide design guidelines for antitrypanosomal drugs.
Efficient total synthesis of dysidenin, dysidin, and barbamide
Ilardi, Elizabeth A.,Zakarian, Armen
, p. 2260 - 2263 (2012/06/30)
The total syntheses of three trichloroleucine-derived marine natural products-dysidenin, dysidin, and barbamide-capitalized on a practical and highly diastereoselective ruthenium catalyzed radical chloroalkylation of N-acyloxazolidinones as the key step. Copyright
