ALMAZOLE-C, A NEW INDOLE ALKALOID BEARING AN UNUSUALLY 2,5-DISUBSTITUTED OXAZOLE MOIETY, AND ITS PUTATIVE BIOGENETIC PEPTIDIC PRECURSORS, FROM A SENEGALESE DELESSERIACEAN SEAWEED
G. Guella et al., ALMAZOLE-C, A NEW INDOLE ALKALOID BEARING AN UNUSUALLY 2,5-DISUBSTITUTED OXAZOLE MOIETY, AND ITS PUTATIVE BIOGENETIC PEPTIDIC PRECURSORS, FROM A SENEGALESE DELESSERIACEAN SEAWEED, Helvetica Chimica Acta, 77(7), 1994, pp. 1999-2006
From product isolation and biomimetic synthesis - which also establish
es absolute configurations - the known oxazole alkaloids almazoles A (
(+)-1) and B ((+)-2) seem to arise in a Senegalese delesseriacean seaw
eed from, in sequence, the new modified peptide prealmazole C ((+)-4)
and the oxazole alkaloid almazole C ((+)-3a). N,N- Dimethyl-L-phenylal
aninamide ((+)-7) and the new peptides (+)-5 and (+)-6, as well as a s
eries of known small units, are also involved. In all cases, the oxazo
le ring is peculiarly 2,5-inserted.