Put a ring on it: application of small aliphatic rings in medicinal chemistry

Autor: Jennifer E. Nelson, Simon C. C. Lucas, Iacovos N Michaelides, Matthias R. Bauer, Benjamin C Whitehurst, R. Ian Storer, Paolo Di Fruscia

Publikováno v: RSC Med Chem

Aliphatic three- and four-membered rings including cyclopropanes, cyclobutanes, oxetanes, azetidines and bicyclo[1.1.1]pentanes have been increasingly exploited in medicinal chemistry for their beneficial physicochemical properties and applications a

Externí odkaz: https://explore.openaire.eu/search/publication?articleId=doi_dedup___::f297b29e4248cacc143b0578d2195082
https://doi.org/10.1039/d0md00370k

Discovery of a selective c-MET inhibitor with a novel binding mode

Autor: Gavin W. Collie, Louise Barlind, Sana Bazzaz, Ulf Börjesson, Ian L. Dale, Jeremy S. Disch, Sevan Habeshian, Rachael Jetson, Puneet Khurana, Andrew Madin, Iacovos N. Michaelides, Ling Peng, Arjan Snijder, Christopher J. Stubbs

Publikováno v: Bioorganic & Medicinal Chemistry Letters. 75:128948

The c-MET receptor tyrosine kinase has received considerable attention as a cancer drug target yet there remains a need for inhibitors which are selective for c-MET and able to target emerging drug-resistant mutants. We report here the discovery, by

Externí odkaz: https://explore.openaire.eu/search/publication?articleId=doi_dedup___::2158b42d5205186ac58da0422919f965
https://doi.org/10.1016/j.bmcl.2022.128948

Total Synthesis of (−)-Himalensine A

Autor: Quynh Nhu N. Nguyen, Darren J. Dixon, Iacovos N. Michaelides, Heyao Shi, Robert S. Paton, Benjamin Darses, Pavol Jakubec

Publikováno v: Journal of the American Chemical Society
Journal of the American Chemical Society, American Chemical Society, 2017, 139 (49), pp.17755-17758. ⟨10.1021/jacs.7b10956⟩

The first enantioselective synthesis of (−)-himalensine A has been achieved in 22 steps. The synthesis was enabled by a novel catalytic, enantioselective prototropic shift/furan Diels–Alder (IMDAF) cascade to construct the ACD tricyclic core. A r

Externí odkaz: https://explore.openaire.eu/search/publication?articleId=doi_dedup___::ebe7dfee1d2a523ed04ff4d04331f505
https://hal.archives-ouvertes.fr/hal-02476971

Expedient Construction of the [7–5–5] All-Carbon Tricyclic Core of the Daphniphyllum Alkaloids Daphnilongeranin B and Daphniyunnine D

Autor: Iacovos N. Michaelides, Filippo Sladojevich, Darren J. Dixon, John W. Ward, Paula R. Rzepa, Benjamin Darses

Publikováno v: Organic Letters. 14:1684-1687

A synthetic strategy for the construction of the [7-5-5] all-carbon tricyclic core of numerous calyciphylline A-type Daphniphyllum alkaloids has been developed using a key intramolecular Pauson-Khand reaction. A subsequent base-mediated double-bond m

Externí odkaz: https://explore.openaire.eu/search/publication?articleId=doi_dedup___::936c0463bb5b9bb024b165b2954dc251
https://doi.org/10.1021/ol3002267

ChemInform Abstract: Acid-Catalyzed Synthesis of Bicyclo[3.n.1]alkenediones

Autor: Iacovos N. Michaelides, Darren J. Dixon, Benjamin Darses

Publikováno v: ChemInform. 42

An acid-catalyzed Dieckmann-type reaction has been developed to access functionalized bicyclo[3.2.1]alkenediones. This methodology has been successfully extended to more substituted and larger ring homologues, providing a new and efficient route to t

Externí odkaz: https://explore.openaire.eu/search/publication?articleId=doi_________::4599a6ea8665b7c2711109dd77b504f0
https://doi.org/10.1002/chin.201120058