Blar i Department of Chemistry på forfatter "Haug, Bengt Erik"
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Aldol condensations on a 3-alkylidene-2,5-diketopiperazine - synthesis of two marine natural products
Fairhurst, Magnus John E.; Muhammad, Zeeshan; Haug, Bengt Erik; Bayer, Annette (Peer reviewed; Journal article, 2018)The synthesis of two marine natural products containing a 3-alkylidene-6-arylidene-2,5-diketopiperazine scaffold by employing two consecutive aldol condensations starting with 1,4-diacetyl-2,5-diketopiperazine is reported. ... -
Design, synthesis, and biological evaluation of scaffold-based tripeptidomimetic antagonists for CXC chemokine receptor 4 (CXCR4)
Zachariassen, Zack Georg; Thiele, Stefanie; Berg, Erik; Rasmussen, Pernille; Fossen, Torgils; Rosenkilde, Mette M.; Våbenø, Jon; Haug, Bengt Erik (Journal article, 2014)Structure–activity relationship studies of the cyclopentapeptide CXCR4 antagonists (cyclo(-l-/d-Arg1-Arg2-2-Nal3-Gly4-d-Tyr5-)) suggest that the l-/d-Arg1-Arg2-2-Nal3 tripeptide sequence contained within these cyclopentapeptides ... -
Identification of a Phage Display-Derived Peptide Interacting with the N-Terminal Region of Factor VII Activating Protease (FSAP) Enables Characterization of Zymogen Activation
Berge-Seidl, Sebastian; Nielsen, Nis Valentin; Alfonso, Armando A Rodriguez; Etscheid, Michael; Kandanur, Sai Priya Sarma; Haug, Bengt Erik; Stensland, Maria; Thiede, Bernd; Karacan, M; Preising, N; Wiese, S; Standker, L; Declerck, Paul J.; Løset, Geir Åge; Kanse, Sandip (Journal article; Peer reviewed, 2022)Factor VII Activating protease (FSAP) has a protective effect in diverse disease conditions as inferred from studies in FSAP–/– mice and humans deficient in FSAP activity due to single-nucleotide polymorphism. The zymogen ... -
Influence of chain length on the activity of tripeptidomimetic antagonists for CXC chemokine receptor 4 (CXCR4)
Baumann, Markus; Hussain, Mohammad Musarraf; Henne, Nina; Garrote, Daniel Moya; Karlshøj, Stefanie; Fossen, Torgils; Rosenkilde, Mette M.; Våbenø, Jon; Haug, Bengt Erik (Peer reviewed; Journal article, 2017-01)Here we report a series of close analogues of our recently published scaffold-based tripeptidomimetic CXCR4 antagonists, containing positively charged guanidino groups in R1 and R2, and an aromatic group in R3. While ... -
Kinase chemodiversity from the Arctic: the breitfussins
Østnes Hansen, Kine; Andersen, Jeanette hammer; Bayer, Annette; Pandey, Sunil Kumar; Lorentzen, Marianne; Jørgensen, Kåre Bredeli; Sydnes, Magne Olav; Guttormsen, Yngve; Baumann, Matthias; Koch, Uwe; Klebl, Bert; Eickhoff, Jan; Haug, Bengt Erik; Isaksson, Johan; Hansen, Espen (Peer reviewed; Journal article, 2019)In this work, we demonstrate that the indole-oxazole-pyrrole framework of the breitfussin family of natural products is a promising scaffold for kinase inhibition. Six new halogenated natural products, breitfussin C–H (3 ... -
LTX-315: a first-in-class oncolytic peptide that reprograms the tumor microenvironment
Sveinbjørnsson, Baldur; Camilio, Ketil Andre; Haug, Bengt Erik; Rekdal, Øystein (Peer reviewed; Journal article, 2017)The oncolytic peptide LTX-315, which has been de novo designed based on structure–activity relationship studies of host defense peptides, has the ability to kill human cancer cells and induce specific anticancer immune ... -
Oncolytic peptide LTX-315 induces an immune-mediated abscopal effect in a rat sarcoma model
Nestvold, Janne M.; Wang, Mengyu; Camilio, Ketil Andre; Zinöcker, Severin; Tjelle, Torunn Elisabeth; Lindberg, Alf; Haug, Bengt Erik; Kvalheim, Gunnar; Sveinbjørnsson, Baldur; Rekdal, Øystein (Peer reviewed; Journal article, 2017)LTX 315 is an oncolytic peptide with potent immunological properties. In the present study, we demonstrate that intratumoral treatment with LTX-315 resulted in a complete regression and systemic immune response in a rat ... -
Optimized bisubstrate inhibitors for the actin N-terminal acetyltransferase NAA80
Myklebust, Line Merethe; Baumann, Markus; Støve, Svein Isungset; Foyn, Håvard; Arnesen, Thomas; Haug, Bengt Erik (Journal article; Peer reviewed, 2023)Acetylation of protein N-termini is one of the most common protein modifications in the eukaryotic cell and is catalyzed by the N-terminal acetyltransferase family of enzymes. The N-terminal acetyltransferase NAA80 is ... -
Relative Spatial Positions of Tryptophan and Cationic Residues in Helical Membrane-active Peptides Determine Their Cytotoxicity
Rekdal, Øystein; Haug, Bengt Erik; Kalaaji, manar; Hunter, Howard N.; Lindin, Inger; Israelsson, Ingrid; Solstad, Terese; Yang, Nannan; Brandl, Martin; Mantzilas, Dimitrios; Vogel, Hans J. (Journal article; Peer reviewed, 2012)The cytotoxic activity of 10 analogs of the idealized amphipathic helical 21-mer peptide (KAAKKAA)3, where three of the Ala residues at different positions have been replaced with Trp residues, has been investigated. The ... -
Synthesis of a novel tripeptidomimetic scaffold and biological evaluation for CXC chemokine receptor 4 (CXCR4) antagonism
Baumann, Markus; Nome, Lina Marie; Zachariassen, Zack Georg; Karlshøj, Stepfanie; Fossen, Torgils; Rosenkilde, Mette M.; Våbenø, Jon; Haug, Bengt Erik (Peer reviewed; Journal article, 2017-07)We here report the preparation of a new 2,6,8-trisubstituted bicyclic tripeptidomimetic scaffold through TFA-mediated cyclization of a linear precursor containing three side chains. The introduction of a triphenylmethyl-protected ... -
Total Synthesis of Phorbazole B
Guttormsen, Yngve; Fairhurst, Magnus John Espeland; Pandey, Sunil Kumar; Isaksson, Johan; Haug, Bengt Erik; Bayer, Annette (Journal article; Peer reviewed, 2020)Phorbazoles are polychlorinated heterocyclic secondary metabolites isolated from a marine sponge and several of these natural products have shown inhibitory activity against cancer cells. In this work, a synthesis of the ... -
Unequivocal structure confirmation of a breitfussin analog by anisotropic NMR measurements
Ndukwe, Ikenna E.; Lam, Yu-hong; Pandey, Sunil Kumar; Haug, Bengt Erik; Bayer, Annette; Sherer, Edward C.; Blinov, Kirill A.; Williamson, R. Thomas; Isaksson, Johan; Reibarkh, Mikhail; Liu, Yizhou; Martin, Gary E. (Journal article; Peer reviewed, 2020)Structural features of proton-deficient heteroaromatic natural products, such as the breitfussins, can severely complicate their characterization by NMR spectroscopy. For the breitfussins in particular, the constitution ...