Studies Towards The Novel Synthesis Of Benzoisochromane Quinone Polyketides

McGaw, Oliver (2014) Studies Towards The Novel Synthesis Of Benzoisochromane Quinone Polyketides. Doctoral thesis, University of East Anglia.

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Granaticin is a structurally unique member of the benzoisochromane quinone (BIQ) family of antibiotics. The molecule and its derivative exhibit a sugar moiety fusted to the naphthazarin core, only exhibited by one other natural compound, by a C-C glycosidic bond and an aldol like bond. The mechanism of enzymatic attachment of this substituent is currently unknown.
This project aimed to devise a novel and elegant synthesis towards the granaticin aglycone and other benzoisochromane quinone natural compounds with the long term aim of discerning the mechanism of glycosylation.
This thesis shows a novel route for the synthesis of highly substituted isochromane and isochromane quinone compounds towards the eventual synthesis of the desired natural molecules.

Item Type: Thesis (Doctoral)
Faculty \ School: Faculty of Science > School of Chemistry
Depositing User: Nicola Veasy
Date Deposited: 03 May 2016 14:12
Last Modified: 30 Apr 2018 00:38


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