TY  - JOUR
AB  - Four C11N5 diketopiperazine metabolites named verpacamides A (6), B (7), C (8), and D (9) consisting of a proline-arginine dipeptide skeleton have been isolated from the marine sponge Axinella vaceleti. Verpacamides A-D are a sequence of metabolites showing the transformation of proline and arginine into the oxidized guanidinyl-cyclo(Pro-Pro) 8 and 9. Compounds 6-9 are structurally and chemically related to C11N5 pyrrole-2-aminoimidazole metabolites also isolated from the Axinellidae and Agelasidae families of sponges and exemplified by dispacamide A (4) and dibromophakellin (10).
A1  - Vergne, C.
A1  - Boury-Esnault, N.
A1  - Pérez, T.
A1  - Martin, M.-T.
A1  - Adeline, M.-T.
A1  - Tran Huu Dau, E.
A1  - Al-Mourabit, A.
DO  - 10.1021/ol0608092
JO  - Organic Letters
SP  - 2421
EP  - 2424.
C1  - 8: 2421-2424.
TI  - Verpacamides A-D, a novel sequence of Diketopiperazines relating Cyclo(Pro-Pro) to Cyclo(Pro-Arg), from the marine sponge <i>Axinella vaceleti</i>: plausible biogenetic precursors of Pyrrole-2-Aminoimidazole Alkaloids.
UR  - https://www.marinespecies.org/afremas/aphia.php?p=sourcedetails&id=425868
VL  - 8
PY  - 2006
Y2  - 2026-10-06
ER  -