George Augustine O'doherty
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GEORGE AUGUSTINE O'DOHERTY Professor Department of Chemistry and Chemical Biology Northeastern University Boston, MA 02115 E-mail: [email protected] or g.o’[email protected] Web: http://www.northeastern.edu/odoherty Phone: (617) 373-4817 Fax: (617) 373-8795 DATE OF BIRTH: August 28, 1966; Kilkenny, Ireland EDUCATION: The Ohio State University, Columbus, Ohio Ph.D., Chemistry, Sept. 1987 to Jan. 1993 Advisor: Professor Leo A. Paquette Rensselaer Polytechnic Institute, Troy, New York B.S., Chemistry, Sept. 1984 - June 1987 Advisor: Professor Alan R. Cutler SCIENTIFIC EMPLOYMENT: Full Professor Chemistry (Sept. 2010 – present) Department of Chemistry, Northeastern University Full Member (2010) Mary Babb Randolph Cancer Center, West Virginia University Associate Professor Chemistry (Aug. 2005 – Aug. 2010) Department of Chemistry, West Virginia University Assistant Professor Chemistry (Sept. 2002 – Aug. 2005) Department of Chemistry, West Virginia University Assistant Professor Chemistry (Sept. 1996 – 2002) Department of Chemistry, University of Minnesota I. C. Postdoctoral Scholar (Sept. 1995 – 1996) Department of Chemistry, Imperial College, London Advisor: Professor Anthony G. M. Barrett NSF Postdoctoral Scholar (Jan. 1993 – Aug. 1995) Department of Chemistry, Stanford University Advisor: Professor Barry M. Trost HONORS and AWARDS: Horace S. Isbell Award from the ACS Carbohydrate Division (2009) Eberly College of Arts and Science Outstanding Researcher Award (2007) Woodburn Professor, Eberly College of Arts and Science (2006 & 2007) 1 WVU’s Dept. of Chemistry Outstanding Professor (2006) Shanghai Normal University “Honored Professor” (Dec. 2005, 2010-2012) Arnold and Mabel Beckman Young Investigator (Sept. 1999 to Aug. 2002) NSF Postdoctoral Fellowship (Jan. 1993 to Dec. 1994) British Petroleum America Fellowship (Jan. 1991 to Dec. 1991) National Need Fellowship (Jan. 1989 to Dec. 1989) OSU Departmental Fellowship (Sept. 1987 to Aug. 1988) American Chemical Society (1987 to present) American Society for Biochemistry and Molecular Biology (2012 to present) Visiting Professor at Indian Institute of Technology-Bombay (2015-2016) PUBLICATIONS (162): This section is divided into four sections: Research Articles (125), Reviews/Book Chapters (29), Book Reviews (3), and Patents (5) (‡ Co-First Authors, the order is alphabetical) RESEARCH ARTICLES (125): 125. “Aminoglycosides Sensitize Cancer Cells to Anticancer Drugs Via ER Stress and Elevation of Reactive Oxygen Species” Cuccarese, M. F.; Sridhar, S.; Amiji, M.; Beuning, P. J.; O’Doherty, G. A. In Preparation. 124. “De Novo Asymmetric Synthesis of Phoracantholide J” Avocetien, K. F.;‡ Li, J.J.;‡ Liu, X.;‡ Wang, Y.; Xing, Y.; O’Doherty, G. A. Submitted. 123. “Approach to the Synthesis of C1-C11 fragment of Leucascandrolide A” Hunter, T. J.;‡ Zheng, J.;‡ O’Doherty, G. A. Org. Chem. Front., 2016, 3, 1120 - 1125. DOI: 10.1039/C6QO00284F. Issue celebrating the 75th Birthday of Professor Barry Trost 122. “Asymmetric Iterative Hydration of Polyene Strategy to Cryptocaryols A and B” Hunter, T. J.;‡ Wang, Y.;‡ Zheng, J.;‡ O’Doherty, G. A. Synthesis 2016, 48, 1700-1710. DOI:10.1055/s-0035-1561607 121. “De novo asymmetric synthesis of a 6-O-methyl-D-glycero-L-gluco-heptopyranose-derived thioglycoside for the preparation of Campylobacter jejuni NCTC11168 capsular polysaccharide fragments” Ashmus, R.; Jayasuriya, A.; Lim, Y.-J.; O’Doherty, G. A. Lowary, T. L. J.Org. Chem. 2016, 81, 3058−3063. DOI: 10.1021/acs.joc.6b00296 120. "Anti-Tumorigenic Effects of a Novel Digitoxin Derivative on Both ER-Positive and Triple-Negative Breast Cancer Cells" Kulkarni, Y.; Yakisich, J. S.; Azad, N.; Venkatadri, R.; Rojanasakul, Y.; O’Doherty, G. A; Iyer, A. Submitted. 119. “Flexible Acyclic Polyol-Chloride Anion Complexes and Their Characterization by Photoelectron Spectroscopy and Variable Temperature Binding Constant Determinations” Shokri, A.; Wang, X.-B.; Wang, Y.; O'Doherty, G. A.; Kass, S. R. J. Phys. Chem. A. 2016, 120, 1661-1668. DOI: 10.1021/acs.jpca.5b12286 118. “Development of a RSK Inhibitor as a Novel Therapy for Triple Negative Breast Cancer” Ludwik, K. A.; Campbell, J. P.; Li, M.; Li, L.; Sandusky Z. M; Pasic, L.; Sowder, M. E.; Brenin D. R; Pietenpol J. A.; O'Doherty G. A.; Lannigan, D. A. Mol. Cancer Ther. 2016, ASAP. DOI: 10.1158/1535-7163.MCT- 16-0106 117. “De Novo Asymmetric Synthesis and Biological Analysis of the Daumone Phermone in Caenorhabditis elegans and the Soybean Cyst Nematode Heterodera glycines” Guo, H.; LaClair, J.; Masler, E.P.; O’Doherty, G. A.; Xing, Y. Tetrahedron, 2016, 72, 2280-2286. DOI: 10.1016/j.tet.2016.03.033 2 116. "Digitoxin and its synthetic analog MonoD have potent antiproliferative effects on lung cancer cells and potentiate the effects of hydroxyurea and paclitaxel." Yakisich, J.S., Azad, N., Venkatadri, R., Kulkarni, Y., Wright, C., Kaushik, V., O'Doherty, G. A. and Iyer, A. K.V. Oncol. Rep. 2016, 35, 878-886. DOI: 10.3892/or.2015.4416 115. “Autophagy-Induced Apoptosis in Lung Cancer Cells By a Novel Digitoxin Analog” Kulkarni, Y. M.; Kaushik, V.; Azad, N.; Wright, C.; Rojanasakul, Y.; O’Doherty, G. A.; Iyer, A. K. V. J. Cell. Physiol. 2016, 231, 817-828. DOI: 10.1002/jcp.25129 114. “De Novo Asymmetric Synthesis of (+)-Monanchorin” Ma, Y.; O’Doherty, G. A. Org. Lett. 2015, 17, 5280-5283. DOI: 10.1021/acs.orglett.5b02651 113. “The Asymmetric Synthesis of Tetrahydrolipstatin” Liu, X.;‡ Wang, Y.;‡ O’Doherty, G. A. AsianJOC. 2015, 4, 994-1009. DOI: 10.1002/ajoc.201500240 112. “Gold- and Silver-Catalyzed Glycosylation with Pyranone Glycosyl Donors: An Efficient and Diastereoselective Synthesis of a-Anomers” Liu, W.; Chen, Q.; Liang, J.; Du, Z.; Zhang, K.; Zheng, X.; O’Doherty, G. A. Synlett, 2015, 26, 1683-1686. DOI: 10.1055/s-0034-1379929 111. “Silylated organometals: a family of recyclable homogeneous catalysts’’ Huang, J.-L.; Wang, J.-Z.; Li, H.-X.; Haibing, G.; and O'Doherty, G. A., Green Chem. 2015, 17, 1473-1478. DOI: 10.1039/C4GC01586J 110. “Synthesis and Structure-Activity-Relationship Study of 5a-Carbasugar Analogues of SL0101’’ Li, M.;‡ Li, Y.; ‡ Mrozowski, R. M.‡ M. Sandusky, Z. M.‡ Shan, M.; Song, X.;‡ Wu, B.;‡ Zhang, Q.‡ Deborah A. Lannigan, D. A. and O'Doherty, G. A., ACS Med. Chem. Lett. 2015, 16, 95–99. DOI: 10.1021/ml5004525 109. “De novo synthesis and biological evaluation of C6”-substituted C4’’-amide analogues of SL0101” Mrozowski, R. M.‡ M. Sandusky, Z. M.‡ Vemula, R.‡ Wu, B.‡ Zhang, Q.‡ Deborah A. Lannigan, D. A. and O'Doherty, G. A, Org. Lett. 2014, 16, 5996–5999. DOI: 10.1021/ol503012k 108. “Enantioselective synthesis of a- and b-Boc-protected 6-hydroxy pyranones: carbohydrate building blocks” Bajaj, S. O.;‡ Farnsworth J. R.;‡ O’Doherty, G. A. Org. Synth. 2014, 91, 338-355. DOI: 10.15227/orgsyn.091/0338 107. “Total Synthesis of Tetrahydrolipstatin, via a highly Regio- and Stereo-selective Carbonylation of Epoxyhomoallylic alcohols.” Mulzer, M.;‡ Tiegs, B.;‡ Yanping Wang, Y.;‡ Coates, G. W.; O’Doherty, G. A. J. Am. Chem. Soc. 2014, 136, 10814-10820. DOI: 10.1021/ja505639u 106. “Structure activity relationship study of Mezzettiasides natural products and its four new disaccharide analogues for anticancer/antibacterial activity” Bajaj, S. O.;‡ Shi, P.;‡ Beuning, P. J.; O’Doherty, G. A. Med. Chem. Commun., 2014, 5, 1138-1142. DOI: 10.1039/C4MD00095A 105. “De novo asymmetric synthesis of the mezzettiaside family of natural products via the iterative use of a dual B-/Pd-catalyzed glycosylation” Bajaj, S. O.;‡ Sharif, E. U.;‡ Akhmedov, N. G.; O’Doherty, G. A. Chem. Sci. 2014, 5, 2230-2234. DOI: 10.1039/C4SC00593G 104. “Cryptocaryol Structure Activity Relationship Study of Cancer Cell Cytotoxicity and Ability to Stabilize PDCD4” Cuccarese, M. F.;‡ Wang, Y.;‡ Beuning, P. J.; O’Doherty, G. A. ACS Med. Chem. Lett. 2014, 5, 522-526. DOI: 10.1021/ml4005039 3 103. “Digitoxin analogs with improved anti-cytomegalovirus activity” Cai, H.; Wang, H.-Y. L.; Venkatadri, R.; Fu, D.-X. Forman M.; Bajaj, S. O.;‡ Li H.;‡ O’Doherty, G. A.; Arav-Boger, R. ACS Med. Chem. Lett. 2014, 5, 395-399. DOI: 10.1021/ml400529q 102. “Regioselective Bromination: an Approach to the D-Ring of The Gilvocarcins” Sharif, E. U.; O’Doherty, G. A. Heterocycles. 2014, 88, 1275-1285. Special issue in honor of Prof. Victor Sniekus’s 77th B’day. DOI: 10.3987/COM-13-S(S)84 101. “Merremoside D: De novo synthesis of its purported structure, NMR analysis and comparison of spectral data” Sharif, E. U.;‡ Wang, H.-Y. L.;‡ Akhmedov, N. G.; O'Doherty G. A. Org. Lett. 2014, 16, 492-495. DOI: 10.1021/ol403369h 100. “Monosaccharide digitoxin derivatives sensitize human non-small cell lung cancer cells to anoikis through Mcl-1 proteasomal degradation” Pongrakhannon, V.; Stueckle, T. A.; Wang, H.-Y. L.; O’Doherty, G. A.; Dinu, C. Z.; Chanvorachote, P.; Rojanasakul, Y. Biochem. Pharmacol. 2014, 88, 23- 35. DOI: 10.1016/j.bcp.2013.10.027, PMID: 24231508 99. “Strengths of Different Types of Hydrogen Bonds: An Alternative to Low Barrier Hydrogen Bonds” Shokri, A.; Wang, Y.; O’Doherty, G. A. Wang, X.-B.; Kass, S. R. J. Am. Chem. Soc. 2013, 135, 17919- 17924. DOI: 10.1021/ja408762r 98. “A Novel Use of Gentamicin in the ROS-Mediated Sensitization of NCI-H460 Lung Cancer Cells to Various Anticancer Agents” Cuccarese, M. F.;‡ Singh, A.;‡ Amiji, M.; O’Doherty, G. A. ACS Chem. Biol. 2013, 8, 2771-2777. DOI: 10.1021/cb4007024 97. “Convergent De Novo Synthesis of Vineomycinone B2 Methyl Ester” Chen, Q.;‡ Zhong, Y.;‡ O’Doherty, G. A. Chem. Commun. 2013, 49, 6806-6808. 96. “Cryptocaryol A and B: Total Syntheses, Stereochemical Revision, Structure Elucidation and Structure- Activity Relationship” Wang, Y.; O’Doherty, G. A. J. Am. Chem. Soc. 2013, 135, 9334–9337. DOI: 10.1021/ja404401f 95. “De novo synthesis of ido-pyranoside and 3-deoxy sugar congeners via Wharton rearrangement” ‡ ‡ Cuccarese, M.