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Studies towards the total synthesis of Nakadomarin A

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.

Identiferoai:union.ndltd.org:bl.uk/oai:ethos.bl.uk:560017
Date January 2012
CreatorsLaloy Poltronieri, Emilie
PublisherUniversity of Glasgow
Source SetsEthos UK
Detected LanguageEnglish
TypeElectronic Thesis or Dissertation
Sourcehttp://theses.gla.ac.uk/3630/

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