The isolation and synthesis of novel nematocidal dithiocyanates from an Australian marine sponge, Oceanapia sp.

Citation
Rj. Capon et al., The isolation and synthesis of novel nematocidal dithiocyanates from an Australian marine sponge, Oceanapia sp., J ORG CHEM, 66(23), 2001, pp. 7765-7769
Citations number
20
Categorie Soggetti
Chemistry & Analysis","Organic Chemistry/Polymer Science
Journal title
JOURNAL OF ORGANIC CHEMISTRY
ISSN journal
00223263 → ACNP
Volume
66
Issue
23
Year of publication
2001
Pages
7765 - 7769
Database
ISI
SICI code
0022-3263(20011116)66:23<7765:TIASON>2.0.ZU;2-9
Abstract
Bioassay-directed fractionation of the EtOH extract of an Oceanapia sp. col lected off the northern Rottnest Shelf, Australia, has yielded three novel dithiocyanates, thiocyanatins A (1), B (2a), and C (2b). The structures wer e determined by detailed spectroscopic analysis and confirmed by total synt hesis. In addition to featuring an unprecedented dithiocyanate functionalit y, thiocyanatins possess an unusual 1,16-difunctionalized n-hexadecane carb on skeleton and are revealed as a hitherto unknown class of nematocidal age nts