The University of Queensland

Amphiphilic heparinoids as potent antiviral agents against SARS-CoV-2

Chhabra, Mohit, Shanthamurthy, Chethan D., Kumar, Nanjudaswamy Vijendra, Mardhekar, Sandhya, Vishweshwara, Sharath S., Wimmer, Norbert, Modhiran, Naphak, Watterson, Daniel, Amarilla, Alberto A., Cha, Jonathan S., Beckett, James R., De Voss, James J., Kayal, Yasmin, Vlodavsky, Israel, Dorsett, Lauren R., Smith, Raymond A. A., Gandhi, Neha S., Kikkeri, Raghavendra and Ferro, Vito (2024). Amphiphilic heparinoids as potent antiviral agents against SARS-CoV-2. Journal of Medicinal Chemistry. doi: 10.1021/acs.jmedchem.4c00487

Origins of Temperature‐Dependent Anomeric Selectivity in Glycosylations with an L‐Idose Thioglycoside

See, Nicholas W., Roseli, Ras Baizureen, Wimmer, Norbert, Le, Tri T., Krenske, Elizabeth H. and Ferro, Vito (2024). Origins of Temperature‐Dependent Anomeric Selectivity in Glycosylations with an L‐Idose Thioglycoside. Chemistry – A European Journal e202400331. doi: 10.1002/chem.202400331

Site-Selective Photobromination of O-Acetylated Carbohydrates in Benzotrifluoride

Zhang, Guoqing, See, Nicholas W., Wimmer, Norbert, Godinez, Michael J., Cameron, Scott A., Furneaux, Richard H. and Ferro, Vito (2024). Site-Selective Photobromination of O-Acetylated Carbohydrates in Benzotrifluoride. Organic Letters, 26 (28), 5956-5960. doi: 10.1021/acs.orglett.4c01898

Synthesis of uronic acid 1‐Azasugars as putative inhibitors of α‐Iduronidase, β‐glucuronidase and heparanase

Doherty, Gareth G., Ler, Geraldine Jia Ming, Wimmer, Norbert, Bernhardt, Paul V., Ashmus, Roger A., Vocadlo, David J., Armstrong, Zach W. B., Davies, Gideon J., Maccarana, Marco, Li, Jin-ping, Kayal, Yasmin and Ferro, Vito (2023). Synthesis of uronic acid 1‐Azasugars as putative inhibitors of α‐Iduronidase, β‐glucuronidase and heparanase. ChemBioChem, 24 (4) e202200619, 1-7. doi: 10.1002/cbic.202200619

Synthesis of a Gal-β-(1→4)-Gal disaccharide as a ligand for the fimbrial adhesin UcaD

Boittier, Eric D., Wimmer, Norbert, Harris, Alexandria K., Schembri, Mark A. and Ferro, Vito (2022). Synthesis of a Gal-β-(1→4)-Gal disaccharide as a ligand for the fimbrial adhesin UcaD. Australian Journal of Chemistry, 76 (1), 30-36. doi: 10.1071/ch22158

Development of improved synthetic routes to pixatimod (PG545), a sulfated oligosaccharide-steroid conjugate

Chhabra, Mohit, Wimmer, Norbert, He, Qi Qi and Ferro, Vito (2021). Development of improved synthetic routes to pixatimod (PG545), a sulfated oligosaccharide-steroid conjugate. Bioconjugate Chemistry, 32 (11) acs.bioconjchem.1c00453, 2420-2431. doi: 10.1021/acs.bioconjchem.1c00453

A substituent‐directed strategy for the selective synthesis of L‐hexoses: an expeditious route to L‐idose

See, Nicholas W., Wimmer, Norbert, Krenske, Elizabeth H. and Ferro, Vito (2021). A substituent‐directed strategy for the selective synthesis of L‐hexoses: an expeditious route to L‐idose. European Journal of Organic Chemistry, 2021 (10), 1575-1584. doi: 10.1002/ejoc.202100042

Structural insights into heparanase activity using a fluorogenic heparan sulfate disaccharide

Wu, Liang, Wimmer, Norbert, Davies, Gideon J. and Ferro, Vito (2020). Structural insights into heparanase activity using a fluorogenic heparan sulfate disaccharide. Chemical Communications, 56 (89), 13780-13783. doi: 10.1039/d0cc05932c

Dual targeting of dengue virus virions and NS1 protein with the heparan sulfate mimic PG545

Modhiran, Naphak, Gandhi, Neha S., Wimmer, Norbert, Cheung, Stacey, Stacey, Katryn, Young, Paul R., Ferro, Vito and Watterson, Daniel (2019). Dual targeting of dengue virus virions and NS1 protein with the heparan sulfate mimic PG545. Antiviral Research, 168, 121-127. doi: 10.1016/j.antiviral.2019.05.004

Investigations into the decomposition of aminoacyl-substituted monosaccharide scaffolds from a drug discovery library

He, Q. Q., Wimmer, N., Verquin, G., Meutermans, W. and Ferro, V. (2015). Investigations into the decomposition of aminoacyl-substituted monosaccharide scaffolds from a drug discovery library. Organic and Biomolecular Chemistry, 13 (13), 4070-4079. doi: 10.1039/C5OB00122F

Discovery of PG545: A highly potent and simultaneous inhibitor of angiogenesis, tumor growth, and metastasis

Ferro, Vito, Liu, Ligong, Johnstone, Ken D., Wimmer, Norbert, Karoli, Tomislav, Handley, Paul, Rowley, Jessica, Dredge, Keith, Li, Cai Ping, Hammond, Edward, Davis, Kat, Sarimaa, Laura, Harenberg, Job and Bytheway, Ian (2012). Discovery of PG545: A highly potent and simultaneous inhibitor of angiogenesis, tumor growth, and metastasis. Journal of Medicinal Chemistry, 55 (8), 3804-3813. doi: 10.1021/jm201708h

Lipopeptides for the fragment-based pharmaceutics design

Ziora, Zyta M., Wimmer, Norbert, New, Roger, Skwarczynski, Mariusz and Toth, Istvan (2012). Lipopeptides for the fragment-based pharmaceutics design. International Journal of Organic Chemistry, 2 (01), 75-81. doi: 10.4236/ijoc.2012.21013

Synthesis of glycolipopeptidic building blocks for carbohydrate receptor discovery

Ziora, Zyta M., Wimmer, Norbert, New, Roger, Skwarczynski, Mariusz and Toth, Istvan (2011). Synthesis of glycolipopeptidic building blocks for carbohydrate receptor discovery. Carbohydrate Research, 346 (12), 1439-1444. doi: 10.1016/j.carres.2011.03.019

Biological diversity from a structurally diverse library: Systematically scanning conformational space using a pyranose scaffold

Abbenante, Giovanni, Becker, Bernd, Blanc, Sebastien, Clark, Chris, Condie, Glenn, Fraser, Graeme, Grathwohl, Matthias, Halliday, Judy, Henderson, Senka, Lam, Ann, Liu, Ligong, Mann, Maretta, Muldoon, Craig, Pearson, Andrew, Premraj, Rajaratnam, Ramsdale, Tracie, Rossetti, Tony, Schafer, Karl, Le Thanh, Giang, Tometzki, Gerald, Vari, Frank, Verquin, Geraldine, Waanders, Jennifer, West, Michael, Wimmer, Norbert, Yau, Annika, Zuegg, Johannes and Meutermans, Wim (2010). Biological diversity from a structurally diverse library: Systematically scanning conformational space using a pyranose scaffold. Journal of Medicinal Chemistry, 53 (15), 5576-5586. doi: 10.1021/jm1002777

ChemInform Abstract: Synthesis of Neoglycoproteins Containing L-glycero-α-D-manno- Heptopyranosyl-(1→4)- and -(1→5)-linked 3-Deoxy-α- D-manno-oct-2-ulopyranosylonic Acid (Kdo) Phosphate Determinants

Sekljic, H. , Wimmer, N., Hofinger, A., Brade, H. and Kosma, P. (2010). ChemInform Abstract: Synthesis of Neoglycoproteins Containing L-glycero-α-D-manno- Heptopyranosyl-(1→4)- and -(1→5)-linked 3-Deoxy-α- D-manno-oct-2-ulopyranosylonic Acid (Kdo) Phosphate Determinants. ChemInform, 28 (45), no-no. doi: 10.1002/chin.199745240

Lipophile-conjugated sulfated oligosaccharides as novel microbicides against HIV-1

Said, J, Trybala, E, Andersson, E, Johnstone, K, Liu, LG, Wimmer, N, Ferro, V and Bergstrom, T (2010). Lipophile-conjugated sulfated oligosaccharides as novel microbicides against HIV-1. Antiviral Research, 86 (3), 286-295. doi: 10.1016/j.antiviral.2010.03.011

The PG500 series: Novel heparan sulfate mimetics as potent angiogenesis and heparanase inhibitors for cancer therapy

Dredge, K., Hammond, E., Davis, K., Li, C. P., Liu, L., Johnstone, K., Handley, P., Wimmer, N., Gonda, T. J., Gautam, A., Ferro, V. and Bytheway, I. (2010). The PG500 series: Novel heparan sulfate mimetics as potent angiogenesis and heparanase inhibitors for cancer therapy. Investigational New Drugs, 28 (3), 276-283. doi: 10.1007/s10637-009-9245-5

A versatile synthetic approach toward diversity libraries using monosaccharide scaffolds

Thanh, Giang Le, Abbenante, Giovanni, Adamson, George, Becker, Bernd, Clark, Chris, Condie, Glenn, Falzun, Tania, Grathwohl, Matthias, Gupta, Praveer, Hanson, Michael, Huynh, Ngoc, Katavic, Peter, Kuipers, Krystle, Lam, Ann, Liu, Ligong, Mann, Maretta, Mason, Jeff, McKeveney, Declan, Muldoon, Craig, Pearson, Andrew, Rajaratnam, Premraj, Ryan, Sarah, Tometzki, Gerry, Verquin, Geraldine, Waanders, Jennifer, West, Michael, Wilcox, Neil, Wimmer, Norbert, Yau, Annika ... Meutermans, Wim (2010). A versatile synthetic approach toward diversity libraries using monosaccharide scaffolds. Journal of Organic Chemistry, 75 (1), 197-203. doi: 10.1021/jo9021919

Orthogonally Protected Monosaccharide Building Blocks for Solid Phase Production of Diversity Oriented Libraries

Rajaratnam, Premraj, Gupta, Praveer, Katavic, Peter, Kuipers, Krystle, Huyh, Ngoc, Ryan, Sarah, Falzun, Tania, Tometzki, Gerrald B., Bornaghi, Laurent, Le Thanh, Giang, Abbenante, Giovanni, Liu, Ligong, Meutermans, Wim, Wimmer, Norbert and West, Michael L. (2010). Orthogonally Protected Monosaccharide Building Blocks for Solid Phase Production of Diversity Oriented Libraries. Australian Journal of Chemistry, 63 (4), 693-699. doi: 10.1071/CH09480

Synthesis and immunological evaluation of self-adjuvanting glycolipopeptide vaccine candidates

Fujita, Yoshio, Abdel-Aal, Abu-Baker M., Wimmer, Norbert, Batzloff, Michael R., Good, Michael F. and Toth, Istvan (2008). Synthesis and immunological evaluation of self-adjuvanting glycolipopeptide vaccine candidates. Bioorganic & Medicinal Chemistry, 16 (19), 8907-8913. doi: 10.1016/j.bmc.2008.08.064

Novel cationic lipophilic peptides for oligodeoxynucleotide delivery

Chan, E, Amon, M, Marano, R. J., Wimmer, N, Kearns, P. S., Manolios, N, Rakoczy, P. E. and Toth, I (2007). Novel cationic lipophilic peptides for oligodeoxynucleotide delivery. Bioorganic & Medicinal Chemistry, 15 (12), 4091-4097. doi: 10.1016/j.bmc.2007.03.078

Anti-proliferative effects of novel Glyco-lipid-arsenicals (III) on MCF-7 human breast cancer cells

Wimmer, N., Robinson, J. A., Gopisetty Venkata, N., Roberts-Thomson, S. J., Monteith, G. R. and Toth, I. (2006). Anti-proliferative effects of novel Glyco-lipid-arsenicals (III) on MCF-7 human breast cancer cells. Medicinal Chemistry, 2 (1), 79-87. doi: 10.2174/157340606775197714

Dendrimer delivery of an anti-VEGF oligonucleotide into the eye: A long-term study into inhibition of laser-induced CNV, distribution, uptake and toxicity

Marano, R. J., Toth, I., Wimmer, N., Brankov, M. and Rakoczy, E. P. (2005). Dendrimer delivery of an anti-VEGF oligonucleotide into the eye: A long-term study into inhibition of laser-induced CNV, distribution, uptake and toxicity. Gene Therapy, 12 (21), 1544-1550. doi: 10.1038/sj.gt.3302579

Functional implications of modifying RyR‐activating peptides for membrane permeability

Dulhunty, Angela F., Cengia, Louise, Young, Jacqui, Pace, Suzy M., Harvey, Peta J., Lamb, Graham D., Chan, Yiu-Ngok, Wimmer, Norbert, Toth, Istvan and Casarotto, Marco G. (2005). Functional implications of modifying RyR‐activating peptides for membrane permeability. British Journal of Pharmacology, 144 (6), 743-754. doi: 10.1038/sj.bjp.0705981

Inhibition of in vitro VEGF expression and choroidal neovascularization by synthetic dendrimer peptide mediated delivery of a sense oligonucleotide

Marano, Robert J., Wimmer, Norbert, Kearns, Philip S., Thomas, Bradley G., Toth, Istvan, Brankov, Meliha and Rakoczy, P. Elizabeth (2004). Inhibition of in vitro VEGF expression and choroidal neovascularization by synthetic dendrimer peptide mediated delivery of a sense oligonucleotide. Experimental Eye Research, 79 (4), 525-535. doi: 10.1016/j.exer.2004.06.023

Syntheses of polycationic dendrimers on lipophilic peptide core for complexation and transport of oligonucleotides

Wimmer, Norbert, Marano, Robert J., Kearns, Phillip S., Rakoczy, Elizabeth P. and Toth, Istvan (2002). Syntheses of polycationic dendrimers on lipophilic peptide core for complexation and transport of oligonucleotides. Bioorganic and Medicinal Chemistry Letters, 12 (18), 2635-2637. doi: 10.1016/S0960-894X(02)00511-5

Monoclonal antibodies against 3-deoxy-a-D-manno-oct-2-ulosonic acid (Kdo) and D-glycero-a-D-talo-oct-2-ulosonic acid (Ko)

Brade, Lore, Gronow, Sabine, Wimmer, Norbert, Kosma, Paul and Brade, Helmut (2002). Monoclonal antibodies against 3-deoxy-a-D-manno-oct-2-ulosonic acid (Kdo) and D-glycero-a-D-talo-oct-2-ulosonic acid (Ko). Journal of Endotoxin Research, 8 (5), 357-364. doi: 10.1179/096805102125000687

Synthesis of neoglycoproteins containing D-glycero-D-talo-oct-2-ulopyranosylonic acid (Ko) ligands corresponding to core units from Burkholderia and Acinetobacter lipopolysaccharide

Wimmer, Norbert, Brade, Helmut and Kosma, Paul (2000). Synthesis of neoglycoproteins containing D-glycero-D-talo-oct-2-ulopyranosylonic acid (Ko) ligands corresponding to core units from Burkholderia and Acinetobacter lipopolysaccharide. Carbohydrate Research, 329 (3), 549-560. doi: 10.1016/s0008-6215(00)00213-5

Synthesis of inner core antigens related to Chlamydia, Pseudomonas and Acinetobacter LPS

Kosma, Paul, Reiter, Andreas, Zamyatina, Alla, Wimmer, Norbert, Glück, Alexander and Brade, Helmut (1999). Synthesis of inner core antigens related to Chlamydia, Pseudomonas and Acinetobacter LPS. Journal of Endotoxin Research, 5 (3), 157-163. doi: 10.1179/096805199101531679

Synthesis of neoglycoproteins containing L-glycero-alpha-D-manno-heptopyranosyl-(1->4)- and -(1->5)-linked 3-deoxy-alpha-D-manno-oct-2-ulopyranosylonic acid (Kdo) phosphate determinants

Sekljic, Harald, Wimmer, Norbert, Hofinger, Andreas, Brade, Helmut and Kosma, Paul (1997). Synthesis of neoglycoproteins containing L-glycero-alpha-D-manno-heptopyranosyl-(1->4)- and -(1->5)-linked 3-deoxy-alpha-D-manno-oct-2-ulopyranosylonic acid (Kdo) phosphate determinants. Journal of the Chemical Society-Perkin Transactions 1 (13), 1973-1982. doi: 10.1039/a700497d

Heparan sulfate mimetics - potent angiogenesis inhibitors for cancer therapy

Dredge, K, Davis, K, Liu, L, Johnstone, K, Handley, P, Wimmer, N, Bytheway, I, Hammond, E, Li, CP, Rowley, J, Ferro, V and Gautam, A (2007). Heparan sulfate mimetics - potent angiogenesis inhibitors for cancer therapy. AACR-NCI-EORTC International Conference: Molecular Targets and Cancer Therapeutics, San Francisco, CA, United States, 22-26 October 2007. Philadelphia, PA, United States: American Association for Cancer Research.

Development of peptide vaccines against HPV-16 associated cervical cancer and group a streptococci

Moyle, Peter M., Horvath, Aniko, Karpati, Levente, Olive, Colleen, Barozzi, Nadia, Wimmer, Norbert, Good, Michael and Toth, Istvan (2006). Development of peptide vaccines against HPV-16 associated cervical cancer and group a streptococci. 19th American Peptide Symposium, San Diego, United States, 18-23 June 2005. New York, United States: Springer. doi: 10.1007/978-0-387-26575-9_169

Novel glyco-lipid-arsenicals(III) with anti-proliferative effects on MCF-7 human breast cancer cells

Wimmer, N, Robinson, JA, Gopisetty-Venkatta, N, Roberts-Thomson, SJ, Monteith, GR and Toth, I (2006). Novel glyco-lipid-arsenicals(III) with anti-proliferative effects on MCF-7 human breast cancer cells. 19th American Peptide Symposium, San Diego, CA, United States, June 18-23 2005. New York, N.Y., United States: Springer. doi: 10.1007/978-0-387-26575-9_148

Anti-proliferative effects of novel glyco-lipoaminoacid-modified arsenicals (III) on MCF-7 human breast cancer cells

Wimmer, N., Robinson, J. A., Thomson, S. J., Monteith, G. R. and Toth, I. (2005). Anti-proliferative effects of novel glyco-lipoaminoacid-modified arsenicals (III) on MCF-7 human breast cancer cells. 19th American Peptide Symposium, San Diego, U.S., 18-23 June, 2005. Hoboken, U.S.: Wiley Interscience.

Lipid and carbohydrate based macromolecules in drug and vaccine delivery

Toth, I., Horvath, A., Blanchfield, J. T., Olive, C., Good, M. F., Wimmer, N. and Rakoczy, E.P. (2004). Lipid and carbohydrate based macromolecules in drug and vaccine delivery. 18th American Peptide Symposium, Boston, 19-23 July, 2004.

Lipid and carbohydrate based macromolecules in drug and vaccine delivery

Toth, I., Horvath, A., Olive, C., Good, M. F., Wimmer, N. and Rakoczy, E. P. (2003). Lipid and carbohydrate based macromolecules in drug and vaccine delivery. 26th Australian Polymer Symposium, Noosa, Queensland, 13-17 July 2003. Australia: Royal Australian Chemical Institute.

Lipid and carbohydrate based macromolecules in drug and vaccine delivery

Toth, I., Horvath, A., Blanchfield, J. T., Olive, C., Good, M. F., Wimmer, N. and Rakoczy, E. P. (2003). Lipid and carbohydrate based macromolecules in drug and vaccine delivery. Brisbane Biological and Organic Chemistry Symposium, Gold Coast, 28 November, 2003.

Oligonucleotide gene therapy for choroidal neovascularisation enhanced by dendrimer mediated delivery

Marano, R. J., Wimmer, N., Kearns, P. S., Thomas, B. G., Toth, I., Wilson, A. S., Brankov, M. and Rakoczy, P. E. (2003). Oligonucleotide gene therapy for choroidal neovascularisation enhanced by dendrimer mediated delivery. 3rd Meeting of the Australasian-Gene-Therapy-Society, Brisbane Australia, Apr 30-May 02, 2003. CHICHESTER: Wiley.

Use of synthetic dendrimer peptide's to mediate the delivery of a sense oligonucleotide

Marano, R. J., Wimmer, N., Kearns, P. S., Thomas, B. G., Toth, I., Wilson, A. S., Brankov, M. and Rakoczy, P. E. (2003). Use of synthetic dendrimer peptide's to mediate the delivery of a sense oligonucleotide. Annual Meeting of the Association-for-Research-in-Vision-and-Ophthalmology, Ft Lauderdale Florida, May, 2003. Rockville, MD United States: Association for Research in Vision and Ophthalmology.

Use of brucine to crystallise a disaccharide from a bacterial source

Gould, R. O., Walkinshaw, M. D., Wimmer, N. and Kosma, P. (2002). Use of brucine to crystallise a disaccharide from a bacterial source. XIX IUCr Congress, Geneva, Switzerland, August 2002. International Union of Crystallography (IUCr). doi: 10.1107/s0108767302090050

Synthesis of cationic lipidic peptide dendrimer vectors for in vitro oligonucleotide delivery.

Kearns, P. S., Wimmer, N., Rakoczy, P. E. and Toth, I. (2001). Synthesis of cationic lipidic peptide dendrimer vectors for in vitro oligonucleotide delivery.. APSA Annual Conference 2001, Melbourne, 9-12 Dec 2001. Melbourne: Australasian Pharmaceutical Science Association.

Novel sulfated oligosaccharide derivatives

Ferro, V., Karoli, T., Liu, L., Handley, P.N., Johnstone, K.D., Wimmer, N. and Hammond, E.T. (2009). Novel sulfated oligosaccharide derivatives. WO/2009/049370.