1.
J Nat Prod
; 63(11): 1566-9, 2000 Nov.
Article
in English
| MEDLINE
| ID: mdl-11087612
ABSTRACT
Lysine is proposed as an alternative biosynthetic precursor of the pyrrole-imidazole alkaloids frequently found in marine sponges. As a putative key intermediate, the natural product Nalpha-(4-bromopyrrolyl-2-carbonyl)-L-homoarginine (1) from the sponge Agelas wiedenmayeri was synthesized in the solid phase starting from Fmoc/Pmc-protected L-homoarginine and in solution starting from readily available L-lysine methyl ester.
Subject(s)
Homoarginine/analogs & derivatives , Porifera/chemistry , Alkaloids/metabolism , Animals , Homoarginine/chemical synthesis , Homoarginine/chemistry , Hydroxylation , Imidazoles/metabolism , Lysine/chemistry , Lysine/metabolism , Magnetic Resonance Spectroscopy , Pyrroles/metabolism , Spectrometry, Mass, Fast Atom Bombardment
2.