Two-directional synthesis and biological evaluation of alkaloid 5-epi-cis-275B′
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...
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| Format: | Article |
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Royal Society of Chemistry
2014
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| Online Access: | https://eprints.nottingham.ac.uk/34270/ |
| _version_ | 1848794813183295488 |
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| author | Procopiou, George Aggarwal, Pooja Newton, Annabella F. Richards, David Mellor, Ian R. Harbottle, Gareth Stockman, Robert A. |
| author_facet | Procopiou, George Aggarwal, Pooja Newton, Annabella F. Richards, David Mellor, Ian R. Harbottle, Gareth Stockman, Robert A. |
| author_sort | Procopiou, George |
| building | Nottingham Research Data Repository |
| collection | Online Access |
| description | 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. |
| first_indexed | 2025-11-14T19:22:09Z |
| format | Article |
| id | nottingham-34270 |
| institution | University of Nottingham Malaysia Campus |
| institution_category | Local University |
| last_indexed | 2025-11-14T19:22:09Z |
| publishDate | 2014 |
| publisher | Royal Society of Chemistry |
| recordtype | eprints |
| repository_type | Digital Repository |
| spelling | nottingham-342702020-05-04T16:55:52Z https://eprints.nottingham.ac.uk/34270/ 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. 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. Royal Society of Chemistry 2014-10-15 Article PeerReviewed 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 http://pubs.rsc.org/en/Content/ArticleLanding/2014/CC/C4CC07287A#!divAbstract doi:10.1039/c4cc07287a doi:10.1039/c4cc07287a |
| spellingShingle | Procopiou, George Aggarwal, Pooja Newton, Annabella F. Richards, David Mellor, Ian R. Harbottle, Gareth Stockman, Robert A. Two-directional synthesis and biological evaluation of alkaloid 5-epi-cis-275B′ |
| title | Two-directional synthesis and biological evaluation of alkaloid 5-epi-cis-275B′ |
| title_full | Two-directional synthesis and biological evaluation of alkaloid 5-epi-cis-275B′ |
| title_fullStr | Two-directional synthesis and biological evaluation of alkaloid 5-epi-cis-275B′ |
| title_full_unstemmed | Two-directional synthesis and biological evaluation of alkaloid 5-epi-cis-275B′ |
| title_short | Two-directional synthesis and biological evaluation of alkaloid 5-epi-cis-275B′ |
| title_sort | two-directional synthesis and biological evaluation of alkaloid 5-epi-cis-275b′ |
| url | https://eprints.nottingham.ac.uk/34270/ https://eprints.nottingham.ac.uk/34270/ https://eprints.nottingham.ac.uk/34270/ |