Chemical Synthesis of Lipovelutibols B and D and Their Analogues

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dc.contributor.advisor Brimble, M en
dc.contributor.advisor Harris, P en
dc.contributor.author An, Song Mi en
dc.date.accessioned 2019-08-19T03:10:02Z en
dc.date.issued 2019 en
dc.identifier.uri http://hdl.handle.net/2292/47509 en
dc.description Full Text is available to authenticated members of The University of Auckland only. en
dc.description.abstract Lipopeptaibols are a group of membrane-active peptides first isolated from cultures of various Trichoderma fungi. Recently, four novel lipopeptaibols named lipovelutibols A-D were isolated from the Himalayan cold habitat fungus T. velutinum. Of them lipovelutibols B and D display cytotoxic activity against certain cell lines such as HL-60 (human leukemia), LS180 (colon cancer), MDA-MB-231 (breast cancer), and A549 (lung cancer). The total synthesis of lipovelutibols B and D and their analogues requires either (i) the immobilisation of leucine on a suitable linker and resin followed by elaboration of the peptide using Fmoc SPPS, followed by cleavage and reduction to the leucinol or (ii) synthesis of leucinol and immobilisation of this building block on resin, followed by SPPS to the lipopeptide. This project aims to confirm the structure of the reported compounds by comparative analysis and study their structure-activity relationships. Following successful synthesis, the analogues will be tested for their activity against cancer cell lines as well as general antimicrobial activity using lipovelutibols B and D as controls. en
dc.publisher ResearchSpace@Auckland en
dc.relation.ispartof Masters Thesis - University of Auckland en
dc.relation.isreferencedby UoA99265170014002091 en
dc.rights Items in ResearchSpace are protected by copyright, with all rights reserved, unless otherwise indicated. Previously published items are made available in accordance with the copyright policy of the publisher. en
dc.rights Restricted Item. Full Text is available to authenticated members of The University of Auckland only. en
dc.rights.uri https://researchspace.auckland.ac.nz/docs/uoa-docs/rights.htm en
dc.rights.uri http://creativecommons.org/licenses/by-nc-sa/3.0/nz/ en
dc.title Chemical Synthesis of Lipovelutibols B and D and Their Analogues en
dc.type Thesis en
thesis.degree.discipline Chemical Sciences en
thesis.degree.grantor The University of Auckland en
thesis.degree.level Masters en
dc.rights.holder Copyright: The author en
pubs.elements-id 779214 en
pubs.record-created-at-source-date 2019-08-19 en


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