dc.date.accessioned | 2016-09-07T14:05:05Z | |
dc.date.available | 2016-09-07T14:05:05Z | |
dc.date.issued | 2015 | |
dc.identifier.uri | http://hdl.handle.net/10852/51979 | |
dc.description.abstract | The human 8-oxoguanine DNA glycosylase OGG1 is involved in base excision repair (BER), one of several DNA repair mechanisms that may counteract the effects of chemo- and radiation therapy for the treatment of cancer. We envisage that potent inhibitors of OGG1 may be found among the 9-alkyl-8-oxoguanines. Thus we explored synthetic routes to 8-oxoguanines and examined these as OGG1 inhibitors. The best reaction sequence started from 6-chloroguanine and involved N-9 alkylation, C-8 bromination, and finally simultaneous hydrolysis of both halides. Bromination before N-alkylation should only be considered when the N-substituent is not compatible with bromination conditions. The 8-oxoguanines were found to be weak inhibitors of OGG1. 6-Chloro-8-oxopurines, byproducts in the hydrolysis of 2,6-halopurines, turned out to be slightly better inhibitors than the corresponding 8-oxoguanines. | en_US |
dc.language.iso | en | en_US |
dc.relation.ispartof | Mahajan, Tushar R. (2016) Design, synthesis and biological evaluation of 8- oxoguanine derivatives as DNA glycosylases inhibitors and efficient functionalization of 2-amino-6- chloropurines at C-8 via lithiated species. Doctoral thesis. http://urn.nb.no/URN:NBN:no-55392 | |
dc.relation.ispartof | Ytre-Arne, Mari Eknes (2018) Discovery and characterization of small-molecule inhibitors of 8-oxoguanine DNA glycosylase 1. Doctoral thesis http://hdl.handle.net/10852/61648 | |
dc.relation.uri | http://urn.nb.no/URN:NBN:no-55392 | |
dc.relation.uri | http://hdl.handle.net/10852/61648 | |
dc.rights | Attribution 4.0 International | |
dc.rights.uri | https://creativecommons.org/licenses/by/4.0/ | |
dc.title | Synthetic Routes to N-9 Alkylated 8-Oxoguanines; Weak Inhibitors of the Human DNA Glycosylase OGG1 | en_US |
dc.type | Journal article | en_US |
dc.creator.author | Mahajan, Tushar R. | |
dc.creator.author | Ytre-Arne, Mari Eknes | |
dc.creator.author | Strøm-Andersen, Pernille | |
dc.creator.author | Dalhus, Bjørn | |
dc.creator.author | Gundersen, Lise-Lotte | |
dc.identifier.jtitle | Molecules | |
dc.identifier.volume | 20 | |
dc.identifier.issue | 9 | |
dc.identifier.startpage | 15944 | |
dc.identifier.endpage | 15965 | |
dc.identifier.doi | http://dx.doi.org/10.3390/molecules200915944 | |
dc.identifier.urn | URN:NBN:no-55393 | |
dc.type.document | Tidsskriftartikkel | en_US |
dc.type.peerreviewed | Peer reviewed | |
dc.identifier.fulltext | Fulltext https://www.duo.uio.no/bitstream/handle/10852/51979/1/molecules-20-15944-v2.pdf | |
dc.type.version | PublishedVersion | |