Two-directional synthesis and biological evaluation of alkaloid 5-epi-cis-275B′

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Procopiou, George, Aggarwal, Pooja, Newton, Annabella F., Richards, David, Mellor, Ian R., Harbottle, Gareth and Stockman, Robert A. (2014) Two-directional synthesis and biological evaluation of alkaloid 5-epi-cis-275B′. Chemical Communications, 50 (97). pp. 15355-15357. ISSN 1364-548X

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Official URL: http://pubs.rsc.org/en/Content/ArticleLanding/2014/CC/C4CC07287A#!divAbstract

Abstract

The first total synthesis of myrmicine ant alkaloid 5-epi-cis-275B0 (4) is presented. A tandem cyclisation stablished the entire core of the structure in a single transformation as well as the required 2,5-anti stereochemistry. Two-directional synthesis was used to furnish the cyclisation precursor 2, as in each of the subsequent steps towards the natural product. The first electrophysiology studies for 4 (against nicotinic acetylcholine receptors) were also conducted, finding modest inhibition of current.

Item Type:	Article
RIS ID:	https://nottingham-repository.worktribe.com/output/738196
Schools/Departments:	University of Nottingham, UK > Faculty of Science > School of Chemistry University of Nottingham, UK > Faculty of Medicine and Health Sciences > School of Life Sciences
Identification Number:	https://doi.org/10.1039/c4cc07287a
Depositing User:	Mellor, Ian
Date Deposited:	26 Jan 2017 14:12
Last Modified:	04 May 2020 16:55
URI:	https://eprints.nottingham.ac.uk/id/eprint/34270

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