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Department of
Pharmaceutical Sciences, College of PharmacyMedicinal Chemistry Faculty |
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B.S. in Pharmacy, University of Kansas, 1966 I. EDUCATIONAL PROGRAMS Year Course No. Course (Credit) Your Contribution Semester P-1
112 Medicinal Chemistry
Instructor (24)
Fall 1997-present II. RESEARCH
A. Awarded/Funded Research Projects Initiated in 2005-2006
Number:
R01 CA 92160-05
Number: R073621168 ED
Laboratories Research Contract
Number: R073621172
GTx Service Contract B. Awarded/Funded Research Projects Continued from Previous Years Active Support for Duane Miller
Number: R01 DK
065227-03
Number: R01
DK059800-06
Number: NIH HL67479-05
Number: R01 CA 92160-05
IV. SCHOLARLY ACTIVITIES A. Journal Articles (Published/In-Print) 229. V.I. Nikulin, I. M. Rakov, J. E. De Los Angeles, R. C. Mehta, L. Y. Boyd, D. R. Feller, and D. D. Miller, 1-Benzyl-1,2,3,4-tetrahydroisoquinoline-6,7-diols as Novel Affinity and Photoaffinity Probes for b-Adrenoceptor Subtypes, Bioorg. Med. Chem., 14,402-408 (2006). 230. W. Gao, J.S. Johnston, D.D. Miller and J.T. Dalton, Interspecies Difference in Pharmacokinetics and Metabolism of S-3-(4-acetylamino-phenoxy)-2-hydroxy-2-methyl-N-(4-nitro-3-trifluromethylphenyl)-propionamide: The Role of N-acetyltransferase, Drug Metab.Dispos., 34, 254-60, (2006). 231. W. Gao, Z. Wu, C.E. Bohl, J. Yang, D.D. Miller and J.T. Dalton, Characterization of the In Vitro Metabolism of Selective Androgen Receptor Modulator Using Human, Rat, and Dog Liver Enzyme Preparations, Drug Metab. Dispos., 34, 243-53 (2006). 232. D. Wu, Z. Wu, J. Yang, V.A. Nair, D.D. Miller and J.T. Dalton, Pharmacokinetics and Metabolism of a Selective Androgen Receptor Modulator in Rats: Implication of Molecular Properties and Intensive Metabolic Profile to Investigate Ideal Pharmacokinetic Characteristics of Propanamide in Preclinical Study, Drug Metab. Dispos., 34, 483-94 (2006). 233. J. Yang, C.E. Bohl, V.A. Nair, S.M. Mustafa, S.S. Hong, D.D. Miller and J.T. Dalton, Preclinical Pharmacology of Nonsteroidal Ligand for Androgen Receptor-Mediated Imaging of Prostate Cancer, J. Pharmacol. Exp. Ther., 317, 402-8 (2006). 234. G. G. Durgam, R. Tsukahara, N. Markarova, M. D. Walker, Y. Fujiwara, K. R. Pigg, D. L. Baker, V. M. Sardar, A. L. Parrill, G. Tigyi, and D. D. Miller, Synthesis and Pharmacological Evaluation of Second-generation Phosphatidic Acid Derivatives as Lysophosphatidic Acid Receptor Ligands., Bioorg. Med. Chem. Lett., 16(3), 633-640 (2006). 235. V. Gududuru, K. Zeng, R. Tsukahara, N. Markarova, Y. Fjiwara, K. R. Pigg, D. L. Baker, G. Tigyi, and D. D. Miller, Identification of Darmstoff Analogs as Selective Agonists and Antagonists of Lysophosphatidic Acid Receptors, Bioorg. Med. Chem. Lett., 16(2), 451-456 (2006). 236. R. Patil, W. Li, C. R. Ross,II, E. Kraka, D. Cremer, M. L. Mohler, J. T. Dalton, and D. D. Miller, Cesium Fluoride and tetra-n-butylammonium Fluoride Mediated 1,4-N-O Shift of Disubstituted Phenyl Ring of a Bicalutamide Derviative, Tet. Lett., 47,3941-3944 (2006). 237. V. A. Nair, S. M. Mustafa, M. L. Mohler, J. T. Dalton and D. D. Miller, Synthesis of Oxazolidinedione Derived Bicalutamide Analogs, Tet. Lett., 47,3953-3955 (2006). 238. M. L. Mohler, V. A. Nair, D. J. Hwang, I. M. Rakov, R. Patil, and D. D. Miller, Expert Opinion on Therapeutic Patents, 15(11), 1565-1585 (2005). 239. D. J. Hwang, J. Yang, H. Xu, I. M. Rakov, M. L. Mohler, J. T. Dalton, and D. D. Miller, Arylisothiocyanato Selective Androgen Receptor Modulators (SARMs) for Prostate Cancer, Bioorg. Med. Chem. 14, 6525-6538 (2006). 240. M. L. Molhler, G. Kang, S. Hong, R. Patil, O. V. Kirichenko, W. Li, I. M. Rakov, E. E. Geisert, and D. D. Miller, Disovery of Antiglioma Acitivity of Biaryl 1,2,3,4 Tetrahydroisoquinoline Derviatives and Conformationally Flexible Analogs, J. Med. Chem.,19, 5845-5848(2006). 241. S. A. Bavadekar, G. Ma, S. M. Mustafa, B.M. Moore, D. D. Miller and D. R. Feller, Tethered Yohimbine Analogs as Selective Human a2C-Adrenergic Receptor Ligands, J. Phamacol. Exp. Ther. 319(2), 739-748 (2006). 242. M. A. Perera, D. Yin, D. Wu, K. K. Chan, D. D. Miller and J. Dalton, In vivo Metabolism and Final Disposition of a Novel Nonsteroidal Androgen in Rats and Dogs, Drug Metab. Dispos. 34, 1713-1721 (2006). 243. D. Wu, Z. Wu, J. Yang, V. A. Nair, D. D. Miller and J. T. Dalton, Pharmacokinetics and Metabolism of a Selective Androgen Receptor Modulator in Rats: Implication of Molecular Properties and Intensive Metabolic Profile to Investigate Ideal Pharmacokinetic Characteristics of a Propanamide in Preclinical Study, Drug Metab. Dispos. 34, 483-494 (2006). 244. J. D. Kearbey, W. Gao, R. Narayanan, S. J. Fisher, D. Wu, D. D. Miller, J.T. Dalton, Selective Androgen Receptor Modulator (SARM) treatment prevents bone loss and reduces body fat in ovariectomized rats. Pharm. Res. 24(2), 328-35 (2006). 245. C. E. Bohl, Z. Wu, D. D. Miller, C. E. Bell, J. T. Dalton, Crystal structure of the T877A human androgen receptor ligand-binding domain complexed to cyproterone acetate provides insight for ligand-induced conformational changes and structure-based drug design. J. Biol. Chem. In press 2007. 246. W. Li, Z. Wang, V. Gudududru, B. Zbytek, A. T. Slominski, J. T. Dalton and D. D. Miller, Structure Acitivity Rleationship Studies of Arylthazolidine Amides as Selective Cytotoxic Agents for Melanoma, Anticancer Research, 27, 883-888 (2007). 247. M. L. Mohler, R. Narayanan, Y. He, D. D. Miller, and J. T. Dalton, Hydroxysteroid Dehydrogenase (17b-HSD3;, 17b-HSD5, and 3a-HSD3) Inhibitors: Extragonadal Regulation of Intracellualar Sex Steroid Hormone Levels, Recent Patents on Endrocrine, Metabolic & Immune Drug Discovery in press (2007). 248. W. Li, Y. Yu, Z. Wang, J. T. Dalton, and D. D. Miller, Synthesis and Antiproliferative Acitivity of Thiazolidine Analogs for Melanoma, Bio. Med. Chem. Lett. In press (2007). 249. M. L. Mohler, Y. He, Z. Wu, S. Hong, and D. D. Miller, Dissociated Non-Steroid Gluccocorticoids: Turning Our Untoward Effects, Expert Opinion on Therapeutic Patents, 17(1), 37-58 (2007). 250. M. L. Mohler, Y. He, Z. Wu, S. Hong, and D. D. Miller, Non-Steroid Gluccocorticoids: Receptor Antagonist: The Race to Replace Ru-486 For Anti-gluccocorticoid Therapy, Expert Opinion on Therapeutic Patents, 17(1), 59-81 (2007). 251. V. Gududuru, E. Hurh, J. T. Dalton, and D.D. Miller, Synthesis and Antiproliferative Activity of Polyamine Conjugates as Selective Anti-prostate Cancer Agents, In preparation (2007) 252. S. Vansal, Y. He, V. I. Nikulin, D. D. Miller and D. R. Feller , b3-Adrenergic Receptor Selective Trimetoquinol Derivatives Increase Uncoupling Protein-1 and Glucose Transporter-4 levels in Immortalized Human Brown Adipocytes, in preparation (2007). Articles on Education: 1. D. R. Gourley, C. Rowell, L. Wingate, C. R. Yates, G. K. Gourley, D. D.Miller, V. Vleet Status of PharmD/PhD programs in colleges of pharmacy: the University of Tennessee dual PharmD/PhD program.Am J Pharm Educ., 70(2):44 (2006).
2.
B. A. Boucher,
P. J. Chyka, W. L. Fitzgerald, L. J. Hak, D. D. Miller, R. B. Parker, S. J.
Phelps, G. C. Wood, D. R. Gourley.
A comprehensive
approach to faculty development. Am. J. Pharm. Educ. 70(2):27 (2006). D. D. Miller, R. W. Brueggemeier, and J. T. Dalton, in Principles in Medicinal Chemistry, Adrenal Corticosteroids, W.O. Foye, Ed., Lea and Febiger, Phil., PA, Chapter 33, in press (2007). R. W. Brueggemeier, D. D. Miller, and J. T. Dalton, in Principles in Medicinal Chemistry, Men’s Health, W.O. Foye, Ed., Lea and Febiger, Phil., PA, Chapter 29, 685-717 in press (2007). C. Abstracts 307. J. Hwang, J. Yang, M. Mohler, J. Dalton, and D. D. Miller, Synthesis and Testing of bothe reversible and Irreversible Selective Androgen Receptor Modulators (SARMs) Abstract The 231th ACS National Meeting, Atlanta, GA , March-26-30, (2006). 308. J.D. Kearbey, D.N. Parke, R. Narayanan, J. Okolicany, D.D. Miller, and J.T. Dalton. Preclinical Pharmacology of a Novel Osteoanabolic Tissue Selective Androgen Receptor Modulator. The Endocrine Society, Boston, Abstract # P3-64, June 2006. 309. R .Narayanan, C.E. Bohl, J.D. Kearbey, C.C. Coss, D.D. Miller, and J.T. Dalton. Molecular Mechanism for the Tissue Selectivity of a Novel Non-Steroidal Selective Androgen Receptor Modulator: Genome-Wide Mapping of Androgen Receptor Binding Sites. The Endocrine Society, Boston, Abstract # OR49-1, June 2006. 310. Z . Wang, Y. Lu, V. Gududuru, B . Zbytek, M.A. Zmijewski, A.T. Slominski, J.T. Dalton, D.D. Miller, and W. Li. Synthesis and SAR Studies of novel thiazolidine analogs for melanoma. Proceedings of the American Association for Cancer Research, Los Angeles, Abstract #3963, April 17, 2007. 311.. J. Eswaraka., C. Barrett., J. Kearbey., C.Coss., S.S Hong., D. Miller., J. Dalton Discovery and Preclinical Characterization of GTx-103: A Novel SERM useful for alleviating hot flushes. Proceedings of the European Molecular Biology Association conference on Nuclear Receptors: Structure and Function in Health and Disease, Gardone Riviera, Lake Garda, Italy, #PII.53, page 57, May 2-5, 2007. 312. Z. Wang, Y.Lu, V. Gududuru, B. Zbytek, M. A. Zmijewski, A. T. Slominski, J. T. Dalton, D. D. Miller, W.Li, Synthesis and SAR Studies of Novel thiazolidine analogs for melanoma, 2007, AACR annual meeting, Los Angeles, California, April 13-18 Abstract 3963. 313. Z. Wang, Y.Lu, V. Gududuru, B. Zbytek, A. T. Slominski, J. T. Dalton, D. D. Miller, W.Li, SAR Studies of Arylthaizolidine Amides As Selective Cytotoxic Agents for Melanoma, Abstract 9, 34th Annual MALTO meeting at University of Louisiana, Monroe, LA , May 20-22 (2007). 314. K. Zeng, I. Rakov, K. Emmons, C.R. Yates, and D.D. Miller, Design, Synthesis and Biological Evaluation of Quinic Acid Derivatives As New Anti-inflammatory Agents, Abstract 18, 34th Annual MALTO meeting at University of Louisiana, Monroe, LA , May 20-22 (2007). 315. J. Chen, Z. Wang, Y. Lu, D.D. Miller, and Wei Li, Synthsis and Anti-melanoma Research of 2-Arylimidazole-4-carboxylic Acid Amides and 2-Arylimidazoine-4-carboxylic Acid Amides, Poster 1, 34th Annual MALTO meeting at University of Louisiana, Monroe, LA , May 20-22 (2007). 316. K. Zeng, I. Rakov, K. Emmons, C.R. Yates, and D.D. Miller, Design, Synthesis and Biological Evaluation of Quinic Acid Derivatives As New Anti-inflammatory Agents, Abstract 18, 34th Annual MALTO meeting at University of Louisiana, Monroe, LA , May 20-22 (2007). 317 Chen, Z. Wang, Y. Lu, D.D. Miller, and Wei Li, Synthsis and Anti-melanoma Research of 2-Arylimidazole-4-carboxylic Acid Amides and 2-Arylimidazoine-4-carboxylic Acid Amides, Poster 1, 34th Annual MALTO meeting at University of Louisiana, Monroe, LA , May 20-22 (2007). 318. S. Ramagiri, R. Gupte, I. Rakov, C. R. Yates and D. D. Miller, Chiral Recognition of Phthaloylglutamic Acid and its Derivatives by Electro Spray Ionizaion and Matrix Assisted Laser Desorption Techniques, American Society of Mass Spectrometry, ACMS 6515, Indianapolis, IN, June 2-7(2007). 319. M. G. Decuypere, I. Rakov, D. D. Miller and M. S. Ledoux, Regional Concentrations of (R) salsolinol, (S)salsolinol and their Methyl Derivatives in Mammalian Brain, Neuroscience, May 15 (2007). 320. L. Zhu, Y. Lu, D. D. Miller and R. I. Mahato, Synthesis and Characterization of Pyridinium Cationic Lipids for Nucleic Acid Delivery, AAPS meeting, Abstract, San Diego, CA, to be presented Nov.(2007). 321. K. Zeng, I. Rakov, K. Emmons, C.R. Yates, and D.D. Miller, Design, Synthesis and Biological Evaluation of Quinic Acid Derivatives As New Anti-inflammatory Agents, AAPS meeting, Abstract, San Diego, CA, to be presented Nov.(2007). D. Invited Oral Presentations (Title; Audience; Date and Place of Presentation) Duane D. Miller, “ Search for Reversible and Irreversible SARMs” Gordon Conference, New Hampshire, August 7, 2006. Duane D. Miller “ A New Product for Males! SARMs” , Chemistry Department, University of Memphis, Memphis TN, February 27, 2007. Duane D. Miller “ A New Product for Males! SARMs” , Chemistry Department, University of Memphis, Memphis TN, February 27, 2007. Duane D. Miller “Prostate Cancer and SARMs,” University of Tennessee Cancer Institute, Memphis TN, April 2, 2007. E. Patents/Licensed Products Dalton, James T.; Miller, Duane D.. Selective androgen receptor modulators and method of use thereof. U.S. Pat. Appl. Publ. (2007), 114pp., Cont.-in-part of U.S. Ser. No. 355,187. CODEN: USXXCO US 2007123563 A1 20070531 AN 2007:593997 . Dalton, James T.; Barrett, Christina; He, Yali; Hong, Seoung-Soo; Miller, Duane D.; Mohler, Michael L.; Narayanan, Ramesh; Wu, Zhongzhi. Nuclear receptor binding agents. PCT Int. Appl. (2007), 216pp. CODEN: PIXXD2 WO 2007062230 A2 20070531 AN 2007:592162 . Dalton, James T.; Miller, Duane D.. Treating renal disease, burns, wounds and spinal cord injury with selective androgen receptor modulators. PCT Int. Appl. (2007), 85pp. CODEN: PIXXD2 WO 2007027582 A2 20070308 CAN 146:288495 AN 2007:257483. Dalton, James T.; Miller, Duane D.; He, Yali; Yin, Donghua. Preparation of arylamides as selective androgen receptor modulators. U.S. Pat. Appl. Publ. (2006), 22pp., Cont.-in-part of U.S. Ser. No. 62,752. CODEN: USXXCO US 2006287547 A1 20061221 CAN 146:62470 AN 2006:1342401. Dalton, James T.; Miller, Duane D.; He, Yali; Yin, Donghua. Preparation of arylamides as selective androgen receptor modulators. U.S. Pat. Appl. Publ. (2006), 23pp., Cont.-in-part of U.S. Ser. No. 125,159. CODEN: USXXCO US 2006276540 A1 20061207 CAN 146:27635 AN 2006:1286265. Dalton, James T.; Miller, Duane D.; Steiner, Mitchell S.; Veverka, Karen A. Treating androgen decline in aging male (ADAM)-associated conditions with propanamide derivative selective androgen receptor modulators (SARMs). U.S. Pat. Appl. Publ. (2006), 37pp., Cont.-in-part of U.S. Ser. No. 683,161. CODEN: USXXCO US 2006276539 A1 20061207 CAN 146:20308 AN 2006:1286111. Miller, Duane D.; Tigyi, Gabor J.; Gududuru, Veeresa; Fujiwara, Yuko; Baker, Daniel; Walker, Michelle D.; Durgam, Gangadar Good. Acetal phosphate-derived LPA mimics, PPAR activators, and autotaxin inhibitors. U.S. Pat. Appl. Publ. (2006), 21pp. CODEN: USXXCO US 2006270634 A1 20061130 CAN 146:20341 AN 2006:1256491. Steiner, Mitchell S.; Veverka, Karen A.; Miller, Duane D.. Compositions comprising 5 -reductase inhibitors and selective androgen receptor modulators. U.S. Pat. Appl. Publ. (2006), 26pp. CODEN: USXXCO US 2006258628 A1 20061116 CAN 145:495652 AN 2006:1204621. Dalton, James T.; Miller, Duane D.; Marhefka, Craig A.; Gao, Wenqing. Selective androgen receptor modulators and methods of use thereof. U.S. Pat. Appl. Publ. (2006), 15pp., Cont.-in-part of U.S. Ser. No. 462,837. CODEN: USXXCO US 2006241180 A1 20061026 CAN 145:449242 AN 2006:1124521. Dalton, James T.; Miller, Duane D.; He, Yali; Yin, Donghua. 2-Hydroxy-2-methylpropanamide derivative selective androgen receptor modulators and methods of therapeutic use thereof. U.S. Pat. Appl. Publ. (2006), 34pp., Cont.-in-part of U.S. Ser. No. 220,414. CODEN: USXXCO US 2006229362 A1 20061012 CAN 145:389398 AN 2006:1070288. Dalton, James T.; Miller, Duane D.; Steiner, Mitchell S.; Veverka, Karen A. Treating wasting disorders with selective androgen receptor modulators. U.S. Pat. Appl. Publ. (2006), 12 pp., Cont.-in-part of U.S. Ser. No. 146,427. CODEN: USXXCO US 2006111441 A1 20060525 CAN 144:460891 AN 2006:494216. Dalton, James T.; Miller, Duane D.; Veverka, Karen A. Selective androgen receptor modulators (SARMs) and their therapeutic use. U.S. Pat. Appl. Publ. (2006), 39 pp., Cont.-in-part of U.S. Ser. No. 961,380. CODEN: USXXCO US 2006035965 A1 20060216 CAN 144:205824 AN 2006:149914. Miller, Duane D.; Dalton, James T.; Gududuru, Veeresa; Hurh, Eunju. Thiazolidine derivatives and other compounds exhibiting inhibition of cell proliferation, methods of preparation, and use in the treatment of cancerous conditions. U.S. Pat. Appl. Publ. (2006), 45 pp., Cont.-in-part of U.S. Ser. No. 992,175. CODEN: USXXCO US 2006014740 A1 20060119 CAN 144:143031 AN 2006:52512. Dalton, James T.; Miller, Duane D.; Yin, Donghua; He, Yali. N-Aryl-3-aryloxy-2-hydroxy-2-methylpropanamide derivatives as selective androgen receptor modulators, which are useful for male contraception and treatment of a variety of hormone-related condition, and pharmaceutical composition, their synthesis and large-scale preparation. U.S. Pat. Appl. Publ. (2006), 31 pp., Cont.-in-part of U.S. Ser. No. 863,524. CODEN: USXXCO US 2006009529 A1 20060112 CAN 144:108102 AN 2006:36789. Dalton, James T.; Miller, Duane D.; Veverka, Karen A. Formulations comprising selective androgen receptor modulators. U.S. Pat. Appl. Publ. (2006), 20 pp., Cont.-in-part of U.S. Ser. No. 371,213. CODEN: USXXCO US 2006004042 A1 20060105 CAN 144:94394 AN 2006:13083. “Real-time Polymerase Chain Reaction-Based Genotyping Assay for Single Nucleotide Polymorphism”, Inventors: C. Ryan Yates, Duane D. Miller, Dick R. Gourley, and Pengfei Song, U.S. Patent 7,018,816 B2, issued March 28, 2006. “Thiazolidine derivations and other compounds exhibiting inhibition of cell proliferation, methods of preparation, and use in the treatment of cancerous conditions”, D. Miller, J. Dalton, V. Gududuru, and E. Hurh, U.S. Patent 992,175 issued 2006. “n-Aryl-3-aryloxy-2-hydroxy-2-methylpropanamide derivates as selective androgen receptor modulators, which are useful for male contraception and treatment of a variety of hormone-related condition, and pharmaceutical compositon, their synthesis and large-scale preparation”. J. Dalton, D. Miller, D. Yin, and Y. He, U.S. Patent 863,524 issued in 2006. “Formulations comprising selective androgen receptor modulators”. J. Dalton, D. Miller, and K. Veverka, U.S. Patent 371,213 issued in 2006. “Selective androgen receptor modulators (SARMs) and their therapeutic use”, J. Dalton, D. Miller, and K. Veverka, U.S. Patent 961,380 issued 2006. “b3-Adrenoceptor Agonists, Agonist Compositions and Methods of Using”, Inventors: Duane D. Miller and Dennis R. Feller, US 7,119,103,B2 (Oct. 10, 2006). 3. Licensed IV. GRADUATE STUDENTS/POST-DOCTORAL TRAINING A. Mentor for Graduate Students Currently in the Program
1. 1. Kui Zheng,
First Year Ph.D. student, Proposed Dissertation: New Antiinflammatory Agents
2. Renuka Gupte, Fourth Year Ph.D. student,
Proposed Dissertation: LPA Agonists and Antagonist SAR B. Mentor for Pharm.D./Ph.D. Students Currently in the Pharm.D. Program C. Postdoctoral Fellows
Igor Rakov Verresa Gududuru Vipin
Nair
Suni Mustafa
Renuka Patil
Dong Jin
Hwang
Yan Lu
Charles Duke
Shivaputra
Patil
D. Graduate Students Who Completed Work This Year
E.
Mentor for University of Tennessee Summer Undergraduate
Research Interns
V. SERVICE A. UT Committees (Department, College, University, including graduate student committees):
Graduate
Research Committee B. Associational Offices/Directors (National, State, Boards, NIH Study Sections; Editorial Boards; Consulting; Advisory Boards, etc.) C. Community Service VI. HONORS, AWARDS, SPECIAL RECOGNITION, ETC.
A. UT
VII.
NEW PROGRAMS and SIGNIFICANT ACHIEVEMENTS
IX. ACHIEVEMENT OF
GOALS FOR 2005/2006
Research and Scholarly Activity Goals Achieved Published 20 manuscripts, presented 15 abstracts, wrote two book chapters for Foye, had ten patents and graduated 3 PhD students. Grant Applications Submitted in 2006/2007 (Funded/Not Funded)
Pending Support for Duane
Miller Service Goals Achieved X. GOALS FOR 2006/2007 Teaching and Training Teach the Medicinal Chemistry Course to 200 students. This will be the largest class I have ever taught. I plan to work with my graduate students and postdoctorals and meet with the on a weekly basis.
Research and Scholarly Activities
Service
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