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

Procopiou, George; Aggarwal, Pooja; Newton, Annabella F.; Richards, David; Mellor, Ian R.; Harbottle, Gareth; Stockman, Robert A.

Authors

George Procopiou

Pooja Aggarwal

Annabella F. Newton

David Richards

IAN MELLOR ian.mellor@nottingham.ac.uk
Assistant Professor

Gareth Harbottle



Abstract

© 2014 The Royal Society of Chemistry. The first total synthesis of myrmicine ant alkaloid 5-epi-cis-275B′ (4) is presented. A tandem cyclisation established 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.

Journal Article Type Article
Publication Date Oct 15, 2014
Journal Chemical Communications
Print ISSN 1359-7345
Electronic ISSN 1364-548X
Publisher Royal Society of Chemistry
Peer Reviewed Peer Reviewed
Volume 50
Issue 97
Pages 15355-15357
APA6 Citation Procopiou, G., Aggarwal, P., Newton, A. F., Richards, D., Mellor, I. R., Harbottle, G., & Stockman, R. A. (2014). Two-directional synthesis and biological evaluation of alkaloid 5-epi-cis-275B′. Chemical Communications, 50(97), 15355-15357. https://doi.org/10.1039/c4cc07287a
DOI https://doi.org/10.1039/c4cc07287a
Publisher URL http://pubs.rsc.org/en/Content/ArticleLanding/2014/CC/C4CC07287A#!divAbstract
Copyright Statement Copyright information regarding this work can be found at the following address: http://eprints.nottingh.../end_user_agreement.pdf
Additional Information : This document is CrossCheck deposited; : Supplementary Information; : George Procopiou (ResearcherID); : Pooja Aggarwal (ORCID); : Pooja Aggarwal (ResearcherID); : The Royal Society of Chemistry has an exclusive publication licence for this journal; OPEN ACCESS: The accepted version of this article will be made freely available after a 12 month embargo period; : Received 15 September 2014; Accepted 15 October 2014; Accepted Manuscript published 15 October 2014; Advance Article published 28 October 2014; Version of Record published 11 November 2014

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Copyright Statement
Copyright information regarding this work can be found at the following address: http://eprints.nottingham.ac.uk/end_user_agreement.pdf





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