Studies towards the total synthesis of Nakadomarin A

Laloy Poltronieri, Emilie (2012) Studies towards the total synthesis of Nakadomarin A. PhD thesis, University of Glasgow.

Abstract

Nakadomarin A is a polycyclic marine alkaloid of the manzamine family. It was first isolated from the marine sponge Haliclona sp. collected off Manzamo, (Okinawa, Japan) and was characterised by Kobayashi and co-workers in 1997. The structure of this unprecedented compound was elucidated by exhaustive spectroscopic studies which showed that the natural product has a unique hexacyclic skeleton. In terms of biological activity, this natural product displays cytotoxicity against murine lymphoma L1210 cells (IC50 1.3 μg/mL), inhibitory activity against cyclin-dependent kinase 4 (IC50 9.9 μg/mL), anti-microbial activity against the fungus Trichophyton mentagrophytes (MIC 23 μg/mL) and anti-bacterial activity against the Gram-positive bacterium Corynebacterium xerosis.
The complex structure of nakadomarin A combined with its biological activities has made it a highly attractive synthetic target. The work described herein displays the most recent contribution to this field from our research group.

• Item Type: Thesis (PhD)
• Qualification Level: Doctoral
• Keywords: Nakadomarin A, Total Synthesis, Chemistry
• Subjects: Q Science > QD Chemistry
• Colleges/Schools: College of Science and Engineering > School of Chemistry
• Supervisor's Name: Clark, Prof J. Stephen
• Date of Award: 2012
• Depositing User: Mrs Emilie Laloy Poltronieri
• Unique ID: glathesis:2012-3630
• Copyright: Copyright of this thesis is held by the author.
• Date Deposited: 19 Oct 2012
• Last Modified: 10 Dec 2012 14:09
• URI: https://theses.gla.ac.uk/id/eprint/3630