The Isolation and Synthesis of Novel Nematocidal Dithiocyanates from an Australian Marine Sponge, Oceanapia sp

Autor:	Thomas Friedel, Colin Skene, Ernest Lacey, Jennifer H. Gill, Edward Hsiang-Te Liu, Kirstin Heiland, Robert J. Capon
Rok vydání:	2001
Předmět:	biology Chemistry Stereochemistry Antinematodal Agents Organic Chemistry Carbon skeleton Total synthesis Alkenes biology.organism_classification Porifera Structure-Activity Relationship Sponge Animals Organic chemistry Haemonchus Nuclear Magnetic Resonance Biomolecular Thiocyanates
Zdroj:	The Journal of Organic Chemistry. 66:7765-7769
ISSN:	1520-6904 0022-3263
DOI:	10.1021/jo0106750
Popis:	Bioassay-directed fractionation of the EtOH extract of an Oceanapia sp. collected off the northern Rottnest Shelf, Australia, has yielded three novel dithiocyanates, thiocyanatins A (1), B (2a), and C (2b). The structures were determined by detailed spectroscopic analysis and confirmed by total synthesis. In addition to featuring an unprecedented dithiocyanate functionality, thiocyanatins possess an unusual 1,16-difunctionalized n-hexadecane carbon skeleton and are revealed as a hitherto unknown class of nematocidal agent.
Databáze:	OpenAIRE
Externí odkaz:	https://explore.openaire.eu/search/publication?articleId=doi_dedup___::fe91e68db159a2c62019df03447c41ac https://doi.org/10.1021/jo0106750 Zobrazit plný text záznamu