402731-92-4

Upstream product

• 13139-15-6 N-tert-butoxycarbonyl-L-leucine 
• 172225-76-2 (E)-(3S,4R)-1-Methoxymethoxy-4-methyl-6-phenyl-hex-5-en-3-ol 

Downstream Products

• 326473-63-6 (S)-2-tert-Butoxycarbonylamino-4-methyl-pentanoic acid (E)-(1S,2R)-1-(2-hydroxy-ethyl)-2-methyl-4-phenyl-but-3-enyl ester 
• 326473-64-7 (S)-2-tert-Butoxycarbonylamino-4-methyl-pentanoic acid (E)-(1S,2R)-1-((E)-3-{(R)-2-(4-methoxy-phenyl)-1-[2-(2-trimethylsilanyl-ethoxycarbonyl)-ethylcarbamoyl]-ethylcarbamoyl}-allyl)-2-methyl-4-phenyl-but-3-enyl ester 

Relevant academic research and scientific papers

Synthesis of amide analogs of arenastatin A

In order to probe the metabolism of arenastatin A, a potent cytotoxic depsipeptide from the marine sponge Dysidea arenaria, we synthesized three analogs in which the ester linkages were replaced by amide bonds. Triamide analog-II and tetraamide analog, both of which contained a 15,20-amide linkage, showed stability in serum. However, arenastatin A and triamide analog-I, which both contained a 15,20-ester moiety, were readily metabolized in serum. Among the three amide analogs, only triamide analog-II exhibited potent cytotoxic activity against KB cells. (C) 2000 Elsevier Science Ltd.