{"id":2024,"date":"2013-10-28T20:04:13","date_gmt":"2013-10-28T20:04:13","guid":{"rendered":"http:\/\/people.unica.it\/molecularmedicine\/?page_id=2024"},"modified":"2023-06-20T08:26:00","modified_gmt":"2023-06-20T08:26:00","slug":"roger-hunter","status":"publish","type":"page","link":"https:\/\/people.unica.it\/molecularmedicine\/faculty\/international-faculty-members\/roger-hunter\/","title":{"rendered":"Roger Hunter"},"content":{"rendered":"

Mally Chair of Organic Chemistry at the University of Cape Town\"Hunter\"<\/a><\/span><\/p>\n

Chemistry Department<\/span><\/p>\n

University of Cape Town, Rondebosch, 7701<\/span><\/p>\n

South Africa<\/span><\/p>\n

Tel: +27 21 6502544<\/span><\/p>\n

E-mail:<\/span> Roger.Hunter@uct.ac.za<\/span><\/a><\/span><\/p>\n

Personal web page:<\/span> here<\/a><\/span><\/p>\n

Main areas of expertise: Synthetic organic chemistry; Medicinal chemistry<\/span><\/p>\n

 <\/b><\/span><\/p>\n

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\u2666 A<\/span><\/span>pplication of synthetic organic chemistry to a broad range of problems in synthesis methodology, medicinal chemistry and total synthesis, including asymmetric catalysis<\/span><\/span><\/p>\n

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Ongoing projects:<\/span><\/p>\n

Total synthesis, methodology and catalysis – <\/span>A number of bioactive alkaloids (Castanospermine, Tacamonine, Lepadiformine) are being pursued via total synthesis, with the emphasis on new synthetic methodology. Recently, a new ephedrine-based auxiliary-controlled methodology has been developed for accessing a key chiral, non-racemic azaquaternary synthon relevant to Lepadiformine synthesis. Organocatalysis is also being used to access azaquaternary centres, in which a novel hydrazide catalysis is being developed. Finally there is a longstanding interest in my group around new synthesis methodology, eg for preparing unsymmetrical disulfides.<\/span><\/p>\n

Novel Bifunctional HIV-1 Reverse-Transcriptase Inhibitorsand HIV-1 NCp7 Inhibitors – <\/span>The one objective is to design, synthesize and develop HIV reverse-transcriptase bifunctional inhibitorscontaining a NNRTI and a NRTI separated by a tether so as to bind to each target site (a pocket and the polymerisation substrate-binding site respectively) simultaneously on RT.<\/span><\/p>\n

New Antimalarials – <\/span>Medicinal chemistry leads against malaria are being pursued, an example being new chloroquine-based antimalarial hybrids incorporating a dibemethin grouping, which have been shown to be active against KI, the chloroquine\u2013resistant strain of Plasmodium falciparum<\/em> responsible for Malaria infection.<\/span><\/p>\n

Garlic mimics – <\/span>Compounds resembling allicin and ajoene from garlic are being synthesized and developed as stable mimics with potent antimicrobial and anti\u2013cancer properties. A structure\u2013activity profile has been developed for the anti\u2013cancer agent ajoene. Chemical biology studies regarding mode-of-action are underway.<\/span><\/p>\n

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Key publications:<\/span><\/p>\n

Bailey CM, Sullivan TJ, Iyidogan P, Tirado-Rives J, Chung R, Ruiz-Caro J, Mohamed E, Jorgensen W, Hunter R, AndersonKS (2013) Bifunctional inhibition of HIV-1 reverse transcriptase: mechanism and proof-of-concept as a novel therapeutic design strategy. <\/span>J Med Chem<\/i> 56<\/strong>: 3959\u22123968<\/span><\/p>\n

Kaschula CH, Hunter R, Stellenboom N, Caira MR, Winks S, Ogunleye T, Richards P, Cotton J, Kilbeyaz K, Wang Y, Siyo V, Ngarande E, Parker MI (2012) Structure-activity studies on the anti-proliferation activity of ajoene analogues in WHCO1 oesophageal cancer cells. <\/span>Eur J Med Chem <\/i>50<\/b>: 236-254<\/span><\/p>\n

Zishiri VK, Hunter R, Smith PJ, Taylor D, Summers R, Kirk K, Martin RE, Egan TJ (2011) A series of structurally simple chloroquine chemosensitizing dibemethin derivatives that inhibit chloroquine transport by PfCRT. <\/span>Eur J Med Chem <\/i>46<\/b>: 1729-1742<\/span><\/p>\n

Zishiri VK, Joshi MC, Hunter R, Chibale K, Smith PJ, Summers RL, Martin RE, Egan TJ (2011) Quinoline antimalarials containing a dibemethin group are active against chloroquinone-resistant <\/span>Plasmodium falciparum<\/i> and inhibit chloroquine transport via the <\/span>P. falciparum<\/i> chloroquine-resistance transporter (PfCRT). <\/span>J Med Chem <\/i>54<\/b>: 6956-6968<\/span><\/p>\n

Kaschula CH, Hunter R, Hassan HT, Stellenboom N, Cotton J, Zhai XQ, Parker MI (2011) Anti-proliferative activity of synthetic ajoene analogues on cancer cell-lines. <\/span>Anticancer Agents Med Chem<\/i> <\/span>11<\/b>: 260-266<\/span><\/p>\n

Younis Y, Hunter R, Muhanji CI, Hale I, Singh R, Bailey CM, Sullivan TS, Anderson KS (2010) [d4U]-spacer-[HI-236] double-drug inhibitors of HIV-1 reverse-transcriptase. <\/span>Bioorg<\/i>Med Chem <\/i>18<\/b>: 4661\u20114673<\/span><\/p>\n

Smith MW, Hunter R, Patten D, Hinz W (2009) A new approach to indolo[2,3-a]quinolizidines through radical cyclization of 2-acyl-1-phenylthiotetrahydro-b-carbolines bearing pendent a,b-unsaturated esters. <\/span>Tetrahedron Lett <\/i>50<\/b>: 6342-6346<\/span><\/p>\n

Hunter R, Rees-Jones SCM, H Su (2007) Vinylogous Mukaiyama aldol reactions with 4-oxy-2-trimethylsilyloxypyrroles: relevance to castanospermine synthesis. <\/span>Beilstein J Org Chem<\/i> <\/span>3<\/b>: 38-43<\/span><\/p>\n

Hunter R, Caira MR, Stellenboom N (2006) Inexpensive, one-pot synthesis of unsymmetrical disulfides using 1-chlorobenzotriazole. <\/span>J Org Chem <\/i>71<\/b>: 8268-8271<\/span><\/p>\n","protected":false},"excerpt":{"rendered":"

Mally Chair of Organic Chemistry at the University of Cape Town Chemistry Department University of Cape Town, Rondebosch, 7701 South Africa Tel: +27 21 6502544 E-mail: Roger.Hunter@uct.ac.za Personal web page: here Main areas of expertise: Synthetic organic chemistry; Medicinal chemistry     \u2666 Application of synthetic organic chemistry to a broad range of problems in synthesis methodology, medicinal chemistry and total synthesis, including asymmetric catalysis   Ongoing projects: Total synthesis, methodology and catalysis – A number of bioactive alkaloids (Castanospermine, Tacamonine, Lepadiformine) are being pursued via total synthesis, with the emphasis on new synthetic methodology. Recently, a new ephedrine-based auxiliary-controlled methodology has […]<\/a><\/p>\n","protected":false},"author":2009,"featured_media":0,"parent":1867,"menu_order":2,"comment_status":"closed","ping_status":"closed","template":"","meta":{"ngg_post_thumbnail":0,"footnotes":""},"class_list":["post-2024","page","type-page","status-publish","hentry","post-seq-1","post-parity-odd","meta-position-corners","fix"],"_links":{"self":[{"href":"https:\/\/people.unica.it\/molecularmedicine\/wp-json\/wp\/v2\/pages\/2024","targetHints":{"allow":["GET"]}}],"collection":[{"href":"https:\/\/people.unica.it\/molecularmedicine\/wp-json\/wp\/v2\/pages"}],"about":[{"href":"https:\/\/people.unica.it\/molecularmedicine\/wp-json\/wp\/v2\/types\/page"}],"author":[{"embeddable":true,"href":"https:\/\/people.unica.it\/molecularmedicine\/wp-json\/wp\/v2\/users\/2009"}],"replies":[{"embeddable":true,"href":"https:\/\/people.unica.it\/molecularmedicine\/wp-json\/wp\/v2\/comments?post=2024"}],"version-history":[{"count":8,"href":"https:\/\/people.unica.it\/molecularmedicine\/wp-json\/wp\/v2\/pages\/2024\/revisions"}],"predecessor-version":[{"id":3442,"href":"https:\/\/people.unica.it\/molecularmedicine\/wp-json\/wp\/v2\/pages\/2024\/revisions\/3442"}],"up":[{"embeddable":true,"href":"https:\/\/people.unica.it\/molecularmedicine\/wp-json\/wp\/v2\/pages\/1867"}],"wp:attachment":[{"href":"https:\/\/people.unica.it\/molecularmedicine\/wp-json\/wp\/v2\/media?parent=2024"}],"curies":[{"name":"wp","href":"https:\/\/api.w.org\/{rel}","templated":true}]}}