New cyclic peptides from the Indonesian sponge Theonella swinhoei

Citation
Mc. Roy et al., New cyclic peptides from the Indonesian sponge Theonella swinhoei, TETRAHEDRON, 56(46), 2000, pp. 9079-9092
Citations number
15
Categorie Soggetti
Chemistry & Analysis","Organic Chemistry/Polymer Science
Journal title
TETRAHEDRON
ISSN journal
00404020 → ACNP
Volume
56
Issue
46
Year of publication
2000
Pages
9079 - 9092
Database
ISI
SICI code
0040-4020(20001110)56:46<9079:NCPFTI>2.0.ZU;2-I
Abstract
Three new cyclic peptides, barangamides B, C, and D and a new depsipeptide, theonellapeptolide IIe as well as known theonellapeptolides Ia, Id, Ie, II d have been isolated from the sponge Theonella swinhoei collected in Barang lompo Island, Indonesia. The structures of barangamides were elucidated by interpretation of NMR data and application of Marfey's method. The structur e of theonellapeptolide IIe, a mixture of several conformers showing comple x NMR spectra, was determined by MS analysis of a ring-opened product and b y chemical reaction. Some of the theonellapeptolides showed mild immunosupp ressive activity, while barangamide A was inactive. (C) 2000 Elsevier Scien ce Ltd. All rights reserved.