Minalemines A-F: Sulfamic acid peptide guanidine derivatives isolated from the marine tunicate Didemnun rodriguesi

✍ Scribed by M.A. Expósito; B. López; R. Fernández; M. Vázquez; C. Debitus; T. Iglesias; C. Jiménez; E. Quiñoá; R. Riguera

• Book ID: 104208640
• Publisher: Elsevier Science
• Year: 1998
• Tongue: French
• Weight: 671 KB
• Volume: 54
• Category: Article
• ISSN: 0040-4020
• DOI: 10.1016/s0040-4020(98)00388-3

✦ Synopsis

Six new guanidine compounds, named minalemines A-F 2, were isolated from the marine tunicate Didemnun rodriguesi by careful HPLC separation. Their structures were elucidated by MS, 1D-and 2D-NMR spectral analysis, and chemical degradation. These compounds incorporate one agmatine (Agma) and one homoagmatine (Hagma) terminal unit with their guanidine groups free and the primary amino groups linked through a peptidic bond to L-Leu and a very rare fl-N-carboxymethyl amino acid (Ncma) bearing a saturated long chain. The saturated chains of minalemines A-C are homologs (C7, C8, and C9 respectively). Minalemines D-F are the sulfamic acid derivatives of minalemines A-C and constitute the first examples of such a functional group in a marine organism.