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Nicos Andreou PetasisHarold and Lillian Moulton Chair in Chemistry and Professor of Chemistry and PharmacologyContact Information E-mail: petasis@usc.edu Phone: (213) 740-6683 Office: LHI 219 LINKS Faculty Profile on Departmental Website |
Education |
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Ph.D. Organic Chemistry, University of Pennsylvania, 1983
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B.S. Chemistry, Aristotle University of Thessaloniki, Greece, 1978
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Postdoctoral Training |
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Research Associate and Adjunct Lecturer, University of Pennsylvania, 1984-1987
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Description of Research |
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Summary Statement of Research Interests |
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| Organic Chemistry, Medicinal Chemistry and Chemical Biology • New organic reactions: New reactions of organotitanium, organoaluminum and organoboron compounds. New methods for asymmetric synthesis and catalysis. • New technologies: New processes for hydrocarbon and energy-related chemistry. New technologies for process chemistry and sustainability. New advanced materials. • New strategies: New concepts for the synthesis of amines, amino acids, amino alcohols, amino sugars, peptidomimetics and heterocycles. New strategies for combinatorial chemistry, medicinal chemistry and drug discovery. • New bioactive molecules: New bioactive heterocycles. New polyunsaturated lipid mediators including lipoxins, resolvins, protectins. New metabolites of omega-3 fatty acids. • New therapies: Design, synthesis and study of new therapeutic and chemo-preventive agents. Development of new methods for the treatment of inflammation, periodontal disease, cystic fibrosis, neurodegenerative diseases, ophthalmic diseases, and cancer. New small molecule epigenetic modulators. | |
Affiliations with Research Centers, Labs, and Other Institutions |
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Department of Chemistry, USC Dornsife College
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Department of Pharmacology & Pharmaceutical Sciences, USC School of Pharmacy
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Loker Hydrocarbon Research Institute, USC Dornsife College
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Norris Comprehensive Cancer Center, USC Keck School of Medicine
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Southern California Environmental Health Sciences Center
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USC Center for Drug Discovery and Development
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Conferences and Other Presentations |
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Conference Presentations |
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"From New Methods and New Molecules to New Medicines", Arthur C. Cope and Arthur C. Cope Scholars Award Symposium, 238th American Chemical Society Meeting, Award Lecture, Abstract, Washington, DC, American Chemical Society, Invited, 08/18/2009
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"Synthesis of Novel Heterocycles from the One-step Reaction of Amines, Carbonyls, and Organoboron Compounds", 13th International Conference on Boron Chemistry (IMEBORON XIII), Lecture/Seminar, Abstract, Platja d'Aro, Barcelona, Spain, Invited, 09/21/2008
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"Total Organic Synthesis of Resolvins, Protectins, and Related Molecules", 2nd Workshop on Lipid Mediators and Informatics, Keynote Lecture, Boston, MA, Brigham & Women’s Hospital and Harvard Medical Sch, Invited, 11/29/2007
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"From Chemistry to Medicine: New Chemical Reactions and New Synthetic Molecules Leading to New Therapies for Inflammation and Cancer", International Symposium on "Chemistry, Biology & Medicine, Invited Lecture, Paphos, Cyprus, Invited, 05/28/2006
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Publications |
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Book Chapter |
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Petasis, N. A.
(2009).
Alkenation with metal carbenes and related reactions. pp. 161-246. Science of Synthesis, Vol. 47, Alkenes, Thieme-Verlag.
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Petasis, N. A.
(2005).
Multicomponent reactions with organoboron compounds. pp. 199-223. Multicomponent Reactions, Wiley-VCH.
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Petasis, N. A.
(2004).
Titanium-carbene mediated reactions. pp. 427-447. Transition Metals for Organic Synthesis Vol. 1, Wiley-VCH.
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Journal Article |
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Winkler, J. W., Uddin, J., Serhan, C. N., Petasis, N. A.
(2013).
Stereocontrolled total synthesis of the potent anti-inflammatory and pro-resolving lipid mediator Resolvin D3 and its aspirin-triggered 17R-epimer. Organic Letters.
Vol. 15 (7), pp. 1424-1427. PubMed Web Address
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Dalli, J., Winkler, J. W., Colas, R. A., Arnardottir, H., Cheng, C. C., Chiang, N., Petasis, N. A., Serhan, C. N.
(2013).
Resolvin D3 and Aspirin-Triggered Resolvin D3 Are Potent Immunoresolvents. Chemistry & Biology.
Vol. 20 (2), pp. 188-201. PubMed Web Address
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Sharma, N., Thomas, S., Golden, E., Hofman, F., Chen, T., Petasis, N. A., Schönthal, A. H., Louie, S. G.
(2012).
Inhibition of autophagy and induction of breast cancer cell death by mefloquine, an antimalarial agent. Cancer Letters.
Vol. 326 (2), pp. 143-154. PubMed Web Address
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Xu, S., Butkevich, A. N., Yamada, R., Zhou, Y., Debnath, B., Duncan, R., Zandi, E., Petasis, N. A., Neamati, N.
(2012).
Discovery of an orally active small-molecule irreversible inhibitor of protein disulfide isomerase for ovarian cancer treatment. Proceedings of the National Academy of Sciences.
Vol. 109 (40), pp. 16348-16353. PubMed Web Address
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Bazan, N. G., Eady, T. N., Khoutorova, L., Atkins, K. D., Hong, S., Lu, Y., Zhang, C., Jun, B., Obenaus, A., Fredman, G., Zhu, M., Winkler, J. W., Petasis, N. A., Serhan, C. N., Belayev, L.
(2012).
Novel aspirin-triggered neuroprotectin D1 attenuates cerebral ischemic injury after experimental stroke. Experimental Neurology.
Vol. 236 (1), pp. 122-130. PubMed Web Address
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Lee, Y. S., Choi, I., Ning, Y., Kim, N. Y., Khatchadourian, V., Yang, D., Chung, H. K., Choi, D., LaBonte, M. J., Ladner, R. D., Nagulapalli Venkata, K. C., Rosenberg, D. O., Petasis, N. A., Lenz, H. J., Hong, Y. K.
(2012).
Interleukin-8 and its receptor CXCR2 in the tumour microenvironment promote colon cancer growth, progression and metastasis. British Journal of Cancer /Cancer Research UK.
Vol. 106 (11), pp. 1833-1841. PubMed Web Address
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Yardley, M., Wyatt, L., Khoja, S., Asatryan, L., Ramaker, M. J., Finn, D. A., Alkana, R. L., Huynh, N., Louie, S. G., Petasis, N. A., Bortolato, M., Davies, D. L.
(2012).
Ivermectin reduces alcohol intake and preference in mice. Neuropharmacology.
Vol. 63, pp. 190-201. PubMed Web Address
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Jayathilaka, N., Han, A., Gaffney, K. J., Dey, R., Jarusiewicz, J. A., Noridomi, K., Philips, M. A., Lei, X., He, J., Ye, J., Gao, T., Petasis, N. A., Chen, L.
(2012).
Inhibition of the function of class IIa HDACs by blocking their interaction with MEF2. Nucleic Acids Research.
Vol. 40 (12), pp. 5378-5388. PubMed Web Address
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Petasis, N. A., Yang, R., Winkler, J. W., Zhu, M., Uddin, J., Bazan, N. G., Serhan, C. N.
(2012).
Stereocontrolled total synthesis of neuroprotectin D1 / protectin D1 and its aspirin-triggered stereoisomer. Tetrahedron Letters.
Vol. 53, pp. 1695-1698. PubMed Web Address
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Serhan, C. N., Dalli, J., Karamnov, S., Choi, A., Park, C., Xu, Z., Ji, R., Zhu, M., Petasis, N. A.
(2012).
Macrophage proresolving mediator maresin 1 stimulates tissue regeneration and controls pain. FASEB J.
Vol. 26 (4), pp. 1755-1765. PubMed Web Address
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Serhan, C. N., Fredman, G., Yang, R., Karamnov, S., Belayev, L. S., Bazan, N. G., Zhu, M., Winkler, J. W., Petasis, N. A.
(2011).
Novel proresolving aspirin-triggered DHA pathway. Chemistry & Biology / Cell.
Vol. 18 (8), pp. 976-987. PubMed Web Address
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Morgan, T. E., Davis, D. A., Iwata, N., Tanner, J. A., Snyder, D., Ning, Z., Kam, W., Hsu, Y., Winkler, J. W., Chen, J., Petasis, N. A., Baudry, M., Sioutas, C., Finch, C. E.
(2011).
Glutamatergic neurons in rodent models respond to nanoscale particulate urban air pollutants. Environmental Health Perspectives.
Vol. 119 (7), pp. 1003-1009. PubMed Web Address
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Serhan, C. N., Petasis, N. A.
(2011).
Resolvins and protectins in inflammation resolution. Chemical Reviews.
Vol. 111 (10), pp. 5922-5943. PubMed Web Address
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Zhao, Y., Calon, F., Julien, C., Winkler, J. W., Petasis, N. A., Lukiw, W. J., Bazan, N. G.
(2011).
Docosahexaenoic acid-derived neuroprotectin D1 induces neuronal survival via secretase- and PPARg-mediated mechanisms in Alzheimer's disease models. PLoS ONE.
Vol. 6 (1), pp. e15816. PubMed Web Address
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Krishnamoorthy, S., Recchiuti, A., Chiang, N., Yacoubian, S., Lee, C., Yang, R., Petasis, N. A., Serhan, C. N.
(2010).
Resolvin D1 binds human phagocytes with evidence for proresolving receptors. Proceedings of the National Academy of Sciences.
Vol. 107 (4), pp. 1660-1665. PubMed Web Address
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Marcheselli, V. L., Mukherjee, P. K., Arita, M., Hong, S., Antony, R., Sheets, K., Winkler, J. W., Petasis, N. A., Serhan, C. N., Bazan, N. G.
(2010).
Neuroprotectin D1/protectin D1 stereoselective and specific binding with human retinal pigment epithelial cells and neutrophils. Prostaglandins, Leukotrienes and Essential Fatty Acids.
Vol. 82 (1), pp. 27-34.
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Liu, Z., Virrey, J. J., Cho, H., Kardosh, A., Golden, E. B., Louie, S. G., Gaffney, K. J., Petasis, N. A., Schönthal, A. H., Chen, T. C., Hofman, F. M.
(2010).
Antiangiogenic activities of 2,5-dimethyl-celecoxib on the tumor vasculature. Molecular Cancer Therapeutics.
Vol. 9 (3), pp. 631-641.
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Spite, M., Norling, L. V., Summers, L., Yang, R., Cooper, D., Petasis, N. A., Flower, R. J., Perretti, M., Serhan, C. N.
(2009).
Resolvin D2 is a potent regulator of leukocytes and controls microbial sepsis. Nature.
Vol. 461 (7268), pp. 1287-1291. PubMed Web Address
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Calandria, J. M., Marcheselli, V. L., Mukherjee, P. K., Uddin, J., Winkler, J. W., Petasis, N. A., Bazan, N. G.
(2009).
Selective survival rescue in 15-Lipoxygenase-1-deficient retinal pigment epithelial cells by the novel docosahexaenoic acid-derived mediator, neuroprotectin D1. J. Biol. Chem..
Vol. 284 (26), pp. 17877-17882.
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Carlo, T., Petasis, N. A., Levy, B. D.
(2009).
Activation of polyisoprenyl diphosphate phosphatase 1 remodels cellular presqualene diphosphate. Biochemistry.
Vol. 48 (13), pp. 2997-3004.
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Cho, H., Thomas, S., Golden, E. B., Gaffney, K. J., Hofman, F. M., Chen, T. C., Louie, S. G., Petasis, N. A., Schonthal, A. H.
(2009).
Enhanced killing of chemo-resistant breast cancer cells via controlled aggravation of ER stress. Cancer Letters.
Vol. 282 (1), pp. 87-97.
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Golden, E. B., Lam, P. Y., Kardosh, A., Gaffney, K. J., Cadenas, E., Louie, S. G., Petasis, N. A., Chen, T. C., Schonthal, A. H.
(2009).
Green tea polyphenols block the anticancer effects of bortezomib and other boronic acid-based proteasome inhibitors. Blood.
Vol. 113 (23), pp. 5927-5937.
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Petasis, N. A., Butkevich, A. N.
(2009).
Synthesis of 2H-chromenes and 1,2-dihydroquinolines from aryl aldehydes, amines, and alkenylboron compounds. Journal of Organometallic Chemistry.
Vol. 694 (11), pp. 1747-1753.
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Sun, Y., Tjonahen, E., Keledjian, R., Zhu, M., Yang, R., Recchiuti, A., Pillai, P. S., Petasis, N. A., Serhan, C. N.
(2009).
Anti-inflammatory and pro-resolving properties of benzo-lipoxin A4 analogs. Prostaglandins, Leukotrienes and Essential Fatty Acids.
Vol. 81 (5-6), pp. 357-366.
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Petasis, N. A., Keledjian, R., Sun, Y., Nagulapalli, K. C., Tjonahen, E., Yang, R., Serhan, C. N.
(2008).
Design and synthesis of benzo-lipoxin A4 analogs with enhanced stability and potent anti-inflammatory properties. Bioorganic & Medicinal Chemistry Letters.
Vol. 18 (4), pp. 1382–1387.
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Schonthal, A. H., Chen, T. C., Hofman, F. M., Louie, S. G., Petasis, N. A.
(2008).
Celecoxib analogs that lack COX-2 inhibitory function: preclinical development of novel anticancer drugs. Expert Opinion on Investigational Drugs.
Vol. 17 (2), pp. 197-208.
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Chuang, H., Kardosh, A., Gaffney, K. J., Petasis, N. A., Schonthal, A. H.
(2008).
COX-2 inhibition is neither necessary nor sufficient for celecoxib to suppress tumor cell proliferation and focus formation in vitro. Molecular Cancer.
Vol. 7 (1), pp. 38.
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Kardosh, A., Golden, E. B., Pyrko, P., Uddin, J., Hofman, F. M., Chen, T. C., Louie, S. G., Petasis, N. A., Schonthal, A. H.
(2008).
Aggravated Endoplasmic Reticulum Stress as a Basis for Enhanced Glioblastoma Cell Killing by Bortezomib in Combination with Celecoxib or Its Non-Coxib Analogue, 2,5-Dimethyl-Celecoxib. Cancer Research.
Vol. 68 (3), pp. 843-851.
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Petasis, N. A.
(2007).
Expanding roles for organoboron compounds - Versatile and valuable molecules for synthetic, biological, and medicinal chemistry. Australian Journal of Chemistry.
Vol. 60 (11), pp. 795-798.
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Pyrko, P., Kardosh, A., Liu, Y. T., Soriano, N., Xiong, W. Y., Chow, R. H., Uddin, J., Petasis, N. A., Mircheff, A. K., Farley, R. A., Louie, S. G., Chen, T. C., Schothal, A. H.
(2007).
Calcium-activated endoplasmic reticulum stress as a major component of tumor cell death induced by 2,5-dimethyl-celecoxib, a non-coxib analogue of celecoxib. Molecular Cancer Therapeutics.
Vol. 6 (4), pp. 1262-1275.
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Sun, Y. P., Oh, S. F., Uddin, J., Yang, R., Gotlinger, K., Campbell, E., Colgan, S. P., Petasis, N. A., Serhan, C. N.
(2007).
Resolvin D1 and its aspirin-triggered 17R epimer - Stereochemical assignments, anti-inflammatory properties, and enzymatic inactivation. J. Biol. Chem..
Vol. 282 (13), pp. 9323-9334.
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Arita, M., Oh, S. F., Chonan, T., Hong, S., Elangovan, S., Sun, Y. P., Uddin, J., Petasis, N. A., Serhan, C. N.
(2006).
Metabolic inactivation of resolvin E1 and stabilization of its anti-inflammatory actions. Journal of Biological Chemistry.
Vol. 281 (32), pp. 22847-22854.
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Bonnans, C., Fukunaga, K., Keledjian, R., Petasis, N. A., Levy, B. D.
(2006).
Regulation of phosphatidylinositol 3-kinase by polyisoprenyl phosphates in neutrophil-mediated tissue injury. Journal of Experimental Medicine.
Vol. 203 (4), pp. 857-863.
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Serhan, C. N., Gotlinger, K., Hong, S., Lu, Y., Siegelman, J., Baer, T., Yang, R., Colgan, S. P., Petasis, N. A.
(2006).
Anti-inflammatory actions of neuroprotectin D1/protectin D1 and its natural stereoisomers: Assignments of dihydroxy-containing docosatrienes. Journal of Immunology.
Vol. 176 (3), pp. 1848-1859.
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Arita, M., Bianchini, F., Aliberti, J., Sher, A., Chiang, N., Hong, S., Yang, R., Petasis, N. A., Serhan, C. N.
(2005).
Stereochemical assignment, antiinflammatory properties, and receptor for the omega-3 lipid mediator resolvin E1. Journal of Experimental Medicine.
Vol. 201 (5), pp. 713-722.
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Karp, C. L., Flick, L. M., Yang, R., Uddin, J., Petasis, N. A.
(2005).
Cystic fibrosis and lipoxins. Prostaglandins Leukotrienes and Essential Fatty Acids.
Vol. 73 (3-4), pp. 263-270.
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Levy, B. D., Hickey, L., Morris, A. J., Larvie, M., Keledjian, R., Petasis, N. A., Bannenberg, G., Serhan, C. N.
(2005).
Novel polyisoprenyl phosphates block phospholipase D and human neutrophil activation in vitro and murine peritoneal inflammation in vivo. British Journal of Pharmacology.
Vol. 146 (3), pp. 344-351.
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Petasis, N. A., Akritopoulou-Zanze, I., Fokin, V. V., Bernasconi, G., Keledjian, R., Yang, R., Uddin, J., Nagulapalli, K. C., Serhan, C. N.
(2005).
Design, synthesis and bioactions of novel stable mimetics of lipoxins and aspirin-triggered lipoxins. Prostaglandins Leukotrienes and Essential Fatty Acids.
Vol. 73 (3-4), pp. 301-321.
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Karp, C. L., Flick, L. M., Park, K. W., Softic, S., Greer, T. M., Keledjian, R., Yang, R., Uddin, J., Guggino, W. B., Atabani, S. F., Belkaid, Y., Xu, Y., Whitsett, J. A., Accurso, F. J., Wills-Karp, M., Petasis, N. A.
(2004).
Defective lipoxin-mediated anti-inflammatory activity in the cystic fibrosis airway. Nature Immunology.
Vol. 5 (4), pp. 388-392.
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Prakash, G. K., Mandal, M., Schweizer, S., Petasis, N. A., Olah, G. A.
(2002).
Stereoselective synthesis of anti-alpha-(difluoromethyl)-beta-amino alcohols by boronic acid based three-component condensation. Stereoselective preparation of (2S,3R)-difluorothreonine. Journal of Organic Chemistry.
Vol. 67 (11), pp. 3718-3723.
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Petasis, N. A., Boral, S.
(2001).
One-step three-component reaction among organoboronic acids, amines and salicylaldehydes. Tetrahedron Letters.
Vol. 42 (4), pp. 539-542.
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Petasis, N. A., Patel, Z. D.
(2000).
Synthesis of piperazinones and benzopiperazinones from 1,2-diamines and organoboronic acids. Tetrahedron Letters.
Vol. 41 (49), pp. 9607-9611.
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Prakash, G. K., Mandal, M., Schweizer, S., Petasis, N. A., Olah, G. A.
(2000).
A facile stereocontrolled synthesis of anti-alpha-(trifluoromethyl)-beta-amino alcohols. Organic Letters.
Vol. 2 (20), pp. 3173-3176.
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You, Y. J., He, Y. K., Borrows, P. E., Forrest, S. R., Petasis, N. A., Thompson, M. E.
(2000).
Fluorophores related to the green fluorescent protein and their use in optoelectronic devices. Advanced Materials.
Vol. 12 (22), pp. 1678-1679.
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Petasis, N. A., Zavialov, I. A.
(1998).
Highly stereocontrolled one-step synthesis of anti-beta-amino alcohols from organoboronic acids, amines, and alpha-hydroxy aldehydes. Journal of the American Chemical Society.
Vol. 120 (45), pp. 11798-11799.
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Levy, B. D., Petasis, N. A., Serhan, C. N.
(1997).
Polyisoprenyl phosphates in intracellular signalling. Nature.
Vol. 389 (6654), pp. 985-990.
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Petasis, N. A., Goodman, A., Zavialov, I. A.
(1997).
A new synthesis of alpha-arylglycines from aryl boronic acids. Tetrahedron.
Vol. 53 (48), pp. 16463-16470.
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Petasis, N. A., Hu, Y. H.
(1997).
Allenation of carbonyl compounds with alkenyltitanocene derivatives. Journal of Organic Chemistry.
Vol. 62 (4), pp. 782-783.
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Petasis, N. A., Zavialov, I. A.
(1997).
A new and practical synthesis of alpha-amino acids from alkenyl boronic acids. Journal of the American Chemical Society.
Vol. 119 (2), pp. 445-446.
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Petasis, N. A., Lu, S. P.
(1995).
New Stereocontrolled Synthesis of Substituted Tetrahydrofurans from 1,3-Dioxolan-4-Ones. Journal of the American Chemical Society.
Vol. 117 (23), pp. 6394-6395.
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Petasis, N. A., Bzowej, E. I.
(1990).
Titanium-Mediated Carbonyl Olefinations .1. Methylenations of Carbonyl-Compounds with Dimethyltitanocene. Journal of the American Chemical Society.
Vol. 112 (17), pp. 6392-6394.
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Honors and Awards |
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American Chemical Society Arthur C. Cope Scholar Award, 2009-
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USC Associates Award For Creativity In Research And Scholarship, 2008-
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Novartis Chemistry Lectureship, 2007-
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Frontiers in Chemistry Lecturer, Case Wester Reserve University, 2005-
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Boron Americas Award for Distinguished Achievements in Boron Science, 2002-
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USC Endowed Chair, Harold and Lillian Moulton Chair in Chemistry, 2001-
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USC Academic Senate Executive Board, Secretary General, 1998-2000
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Service to the University |
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Administrative Appointments |
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Head, Organic/Materials Division, Department of Chemistry, 2005-
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Committees |
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Member, USC Stevens Institute’s Faculty Advisory Committee on Technology Translation, 2012-
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Chair, Organic Chemistry Faculty Search Committee, 2010-2011
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Member, University Committee on Academic Program Review, 2007-2010
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Member, USC College, Natural Sciences and Mathematics Personnel Committee
, 2005-2007
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Member, University Research Committee, 1998-2000
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Co-Chair, Provost’s Special Committee on Faculty Review, 1998-1999
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Member, Committee on General Education, USC College, 1997-1998
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Service to the Profession |
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Committees |
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Member, Chemistry Advisory Board, Demokritos National Research Center, Athens, Greece, 2004-2005
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Conferences Organized |
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Organizer, Special Symposium on "Discovery and Development of Novel Therapeutics: Recent Advances and Future Trends", USC, 05/18/2012
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Organizer, Stauffer Symposium on "Function-Oriented Synthesis: From New Reactions to New Medicines", USC, 04/26/2011
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Organizer, Stauffer Symposium on "New Aspects of Catalysis and Total Organic Synthesis", USC, 03/27/2008
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Co-organizer and Host, International Symposium on Chemistry, Biology & Medicine, Paphos, Cyprus, 05/28/2006-06/01/2006
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Co-organizer, Symposium on "Boronic Acids: Synthetic and Biological Applications," Pacifichem 2005, International Chemical Congress, Honolulu, HI, 12/15/2005-12/20/2005
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Editorships and Editorial Boards |
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Chief Editor, Frontiers in Chemical Biology, 2012-
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Member, Editorial Board, Organic Chemistry International, 2010-
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Member, Editorial Board, Research Letters in Organic Chemistry, 2007-2009
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Professional Memberships |
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New York Academy of Sciences, 2005-
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American Association for the Advancement of Science, 1987-
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American Chemical Society, 1987-
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Review Panels |
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NIH/NCI, Drug Discovery, Chemoprevention and Targeted Therapy Special Emphasis Review Panel (P01),
Spring
2010
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National Institutes of Health, Synthetic and Biological Chemistry Study Section A (SBCA),
Fall
2008
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National Institutes of Health, Synthetic and Biological Chemistry Study Section B (SBCB),
Fall
2006
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National Cancer Institute, Cancer Therapeutics Cluster Review Panel, 2003-2004
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National Institutes of Health, Study Section on Medicinal Chemistry, ad hoc, 1996-2003
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National Cancer Institute, Program Project Review Panel, 2001-2002
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