MINALEMINES A-F - SULFAMIC ACID PEPTIDE GUANIDINE DERIVATIVES ISOLATED FROM THE MARINE TUNICATE DIDEMNUN RODRIGUESI

Citation
Ma. Exposito et al., MINALEMINES A-F - SULFAMIC ACID PEPTIDE GUANIDINE DERIVATIVES ISOLATED FROM THE MARINE TUNICATE DIDEMNUN RODRIGUESI, Tetrahedron, 54(26), 1998, pp. 7539-7550
Citations number
16
Categorie Soggetti
Chemistry Inorganic & Nuclear
Journal title
ISSN journal
00404020
Volume
54
Issue
26
Year of publication
1998
Pages
7539 - 7550
Database
ISI
SICI code
0040-4020(1998)54:26<7539:MA-SAP>2.0.ZU;2-A
Abstract
Six new guanidine compounds, named minalemines A-F-2, were isolated fr om the marine tunicate Didemnun rodriguesi by careful HPLC separation. Their structures were elucidated by MS, 1D- and 2D-NMR spectral analy sis, and chemical degradation. These compounds incorporate one agmatin e (Agma) and one homoagmatine (Hagma) terminal unit with their guanidi ne groups free and the primary amino groups linked through a peptidic bond to L-Leu and a very rare beta-N-carboxymethyl amino acid (Ncma) b earing a saturated long chain. The saturated chains of minalemines A-C are homologs (C7, C8, and C9 respectively). Minalemines D-F are the s ulfamic acid derivatives of minalemines A-C and constitute the first e xamples of such a functional group in a marine organism. (C) 1998 Else vier Science Ltd. All rights reserved.