Regan, Andrew - The University of Manchester

个人简介

I am currently a senior lecturer working in the Synthesis research theme in the School of Chemistry. I studied Natural Sciences at the University of Cambridge (B.A. 1981, M.A. 1985), and stayed there for my PhD (1985) in organic synthesis, working under the supervision of Professor Jim Staunton. I spent a year (1984-5) doing postdoctoral research on a NATO fellowship with Professor Gilbert Stork at Columbia University in New York. I then returned to the U.K to take up a lectureship in chemistry at the University of Kent at Canterbury, which I held from 1985-90. I moved to Manchester in 1991.

研究领域

My research is in the field of organic chemistry, and I work in the Organic Research Grouping in the School of Chemistry. I am interested in the synthesis of biologically active compounds, and in the development of new synthetic methods. We have developed a new and general method for the synthesis of phosphinic acids, using a reactive silylated intermediate, which is being applied to the synthesis of analogues of biologically active phosphate diesters, such as certain hormones (e.g. cyclic AMP and platelet activating factor) and anti-cancer compounds (e.g. miltefosine and edelfosine), in order to prolong their biological activity. Other complex biologically active targets include simplified analogues of macrocyclic antibiotics (e.g. erythromycin and rhizoxin), designed to explore the structural requirements for activity. The unusual alkaloid epibatidine, which is found in very small quantities on the skin of a South American tree frog, and which has potent morphine-like analgesic activity, has been synthesised, and asymmetric variants and syntheses of analogues have been developed. Biologically active tetronic acids have been prepared using an enzymic method for the key asymmetric step, and also by using a chiral auxiliary.

近期论文

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Biljana Arsic, Abida Awan, Richard J. Brennan, Juan A. Aguilar, Ruth Ledder, Andrew J. McBain, Andrew C. Regan, and Jill Barber. Theoretical and experimental investigation on clarithromycin, erythromycin A and azithromycin and descladinosyl derivatives of clarithromycin and azithromycin with 3-O substitution as anti-bacterial agents. MedChemComm. 2014; 5: 1347-1354. eScholarID:256056 | DOI:10.1039/C4MD00220B Eufemio Moreno Pineda, Floriana Tuna, Robin G. Pritchard, Andrew C. Regan, Richard E. P. Winpenny and Eric J. L. McInnes. Molecular amino-phosphonate cobalt–lanthanide clusters. Chemical Communications. 2013 March; (34): 3522-3524. eScholarID:195941 | DOI:10.1039/C3CC40907D Marios M. Markoulides and Andrew C. Regan. Synthesis of a phosphinate analogue of the anti-tumour phosphate di-ester perifosine via sequential radical processes. Organic & Biomolecular Chemistry. 2012; (2012): 119-129. eScholarID:177628 | DOI:10.1039/c2ob26395e Markoulides, Marios S., Regan, Andrew C. Synthesis of phosphinate analogues of the phospholipid anti-tumour agent hexadecylphosphocholine (miltefosine). Tetrahedron Letters. 2011 June; 52(23): 2954-2956. eScholarID:150285 | DOI:10.1016/j.tetlet.2011.03.107 Andrew C. Regan and C. Ian F. Watt. Structure and reactivity in the hydrolyses of aliphatic carboxylic acid esters and chlorides. Journal of Physical Organic Chemistry. 2007; 20: 180-189. eScholarID:1a5290 | DOI:10.1002/poc.1144 Jeremy C. Conway, Peter Quayle, Andrew C. Regan and Christopher J. Urch. A palladium mediated spiroketal synthesis. Heterocycles. 2006; 67: 85-88. eScholarID:1a5194 | DOI:10.3987/COM-05-S(T)20 A.C. Regan. One or more C=C bond(s) formed by addition. Comprehensive Organic Functional Group Transformations II. Elsevier.2005: 533-580. eScholarID:3a107 Jeremy C. Conway, Peter Quayle, Andrew C. Regan and Christopher J. Urch. Palladium mediated spiroketal synthesis: application to pheromone synthesis. Tetrahedron. 2005; 61: 11910-11923. eScholarID:1a5193 | DOI:10.1016/j.tet.2005.09.055