Pharmaceuticals that contain polycyclic hydrocarbon scaffolds

Stockdale, Tegan P. and Williams, Craig M. (2015) Pharmaceuticals that contain polycyclic hydrocarbon scaffolds. Chemical Society Reviews, 44 21: 7737-7763. doi:10.1039/C4CS00477A

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Author Stockdale, Tegan P.
Williams, Craig M.
Title Pharmaceuticals that contain polycyclic hydrocarbon scaffolds
Journal name Chemical Society Reviews   Check publisher's open access policy
ISSN 0306-0012
Publication date 2015-07-14
Year available 2015
Sub-type Article (original research)
DOI 10.1039/C4CS00477A
Open Access Status Not yet assessed
Volume 44
Issue 21
Start page 7737
End page 7763
Total pages 27
Place of publication Cambridge, United Kingdom
Publisher R S C Publications
Language eng
Formatted abstract
Numerous variations on structural motifs exist within pharmaceutical compounds that have entered the clinic. These variations have amounted over many decades based on years of drug development associated with screening natural products and de novo synthetic systems. Caged (or bridged) bicyclic structural elements offer a variety of diverse features, encompassing three-dimensional shape, and assorted pharmacokinetic properties. This review highlights approximately 20 all carbon cage containing pharmaceuticals, ranging in structure from bicyclo[2.2.1] through to adamantane, including some in the top-selling pharmaceutical bracket. Although, a wide variety of human diseases, illnesses and conditions are treated with drugs containing the bicyclic motif, a common feature is that many of these lipophilic systems display CNS and/or neurological activity. In addition, to an extensive overview of the history and biology associated with each drug, a survey of synthetic methods used to construct these entities is presented. An analysis section compares natural products to synthetics in drug discovery, and entertains the classical caged hydrocarbon systems potentially missing from the clinic. Lastly, this unprecedented review is highly pertinent at a time when big pharma is desperately trying to escape flatland drugs.
Q-Index Code C1
Q-Index Status Confirmed Code
Institutional Status UQ

Document type: Journal Article
Sub-type: Article (original research)
Collections: Official 2016 Collection
School of Chemistry and Molecular Biosciences
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Citation counts: TR Web of Science Citation Count  Cited 22 times in Thomson Reuters Web of Science Article | Citations
Scopus Citation Count Cited 22 times in Scopus Article | Citations
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Created: Fri, 17 Jul 2015, 19:39:53 EST by Mrs Louise Nimwegen on behalf of School of Chemistry & Molecular Biosciences