Mitchell A. deLong, Ph. D.
Adjunct Professor of
Chemistry
Research Interests: Arene-Olefin Photochemistry; Green Chemistry,
Sulfur Radical Chemistry;
Medicinal Chemistry and Drug Design, Total Synthesis of Complex Natural
Products
Educational Geneology: Ph.D.
1991 Stanford University, under Professor Paul
Wender
beta-Silyl Arene-Olefin Photochemistry

This is the X-ray crystal structure of a 5.5.6 syn-cis-syn ring system with a sulfonyl benzoic acid ester attached. This was synthesized in three steps from benzyltrimethylsilane.
Patent and Publication List
Scientific Meeting Posters & Presentations
1. Chawla, S; deLong, MA;
2. deLong,
MA; Visscher, MO; Boissy, RE Synthesis, SAR, in vivo, and Clinical Data of the DeoxyArbutin Class of Tyrosinase
Inhibitors Abstracts of Papers of the American Chemical Society 2005 229 (San Diego, CA) March 13-15 2005. MEDI-402.
3.
4. deLong,
MA; Mathews,
JA; Wireko, FC; Ritter, AL; Gudmundsdöttir, AD Air-Initiated Reactions: Vinyl Cyclopropane Openings with Aryl
Sulfur Radicals Abstracts
of Papers of the American Chemical Society 2004 227 (Anaheim, CA)
April 2004 oral presentation.
5. Mathews, JA; deLong, MA; Cohen, SL; Wireko, FC; Ritter,
AL; Gudmundsdöttir, AD b-Silyl Arenes: Arene-Olefin
Photocyclization Substrates Abstracts
of Papers of the American Chemical Society 2003 225 (New Orleans,
LA) March 2003 oral presentation.
6. Fossum, RD; deLong, MA; McCorkle,
RM; Smith, LJ; Fuentes, GR Preparation
of Sulfoxide-Containing Polymers and Their Potential Use as Substantive Skin
Moisturizing Agents paper #POLY223 Abstracts of Papers of the American Chemical Society 2003 225 (New Orleans, LA) March 2003 published notes.
7.
8.
Ebetino, FH; Soper, DL; Dirr,
ML; Lundy, MW; Mieling, G; Chmielewski,
P; Froman, C; Farmer, R; Wos, JA; deLong, MA Pharmacological Studies and SAR of
1-Phosphinico Prostaglandin F Analogs: The Development of New Bone Anabolic
Agents Naff
Symposium, April 26 2002
U. of
9.
Ebetino, FH; Soper, DL; Dirr,
ML; Lundy, MW; Mieling, G; Chmielewski,
P; Froman, C; Farmer, R; Wos, JA; deLong, MA Pharmacological
Studies and Structure-Activity Relationships of 1-Phosphinico-Prostaglandin F
Receptor Ligands; The Development of New Bone Anabolic Agents J. Bone
and Mineral Research 2001 16, Supp. [1], S490.
10.
deLong, MA; Wos, JA;
Wang, Y; Soper, DL; Dirr, ML The Synthesis and SAR of W-Chain Acetylenic
Prostaglandin F Analogs as Potential Bone Anabolic Agents Abstracts of Papers of the American Chemical
Society 2001 222, (Chicago, IL) August 26-30, 2001,
MEDI-193 oral presentation.
11.
Soper, DL; deLong,
MA; Wos, JA; Wang, Y; De, B; Dirr,
ML; Chemilewski, P; Yoa, W;
Lundy, MW; Bosch, GK; Mootz, M Discovery of PG-3366466, a
Selective Prostaglandin F Receptor Agonist for the Treatment of Osteoporosis
Abstracts of Papers of the American
Chemical Society 2001 222, (Chicago, IL) August 26-30, 2001, MEDI-194 oral
presentation.
12.
Bosch, GK; deLong,
MA Enantiospecific
Synthesis of PGE-3366466, a Selective Prostaglandin F Receptor Agonist for the
Treatment of Osteoporosis Abstracts
of Papers of the American Chemical Society 2001 222, (Chicago, IL)
August 26-30, 2001, ORGN-383.
13.
Ebetino, FH; Soper, DL; Dirr,
MJ; Lundy, MW; Mieling, G; Stella, ME; Bodman, M; Wos, JA; deLong, MA The Synthesis and SAR of
1-Phosphinico-Prostaglandin F Analogs; Development of a Pre-Clinical Candidate
for the Treatment of Osteoporosis International Congress
on Phosphorous Chemistry XV, 2001 Tokyo, Japan, June 2001 Oral Presentation
14.
McCorkle, RM;
15.
Fuentes, GR; McCorkle, RM; Wireko,
FC; Mootz, MR; deLong, MA Direct Reductive Amination of Cyclic Ketones
with Ammonia: Preparation and X-Ray
Crystal Structure of Di(4-Thianyl)Amine Abstracts
of Papers of the American Chemical Society 2001 221, Part 2 U184,
San Diego, CA April 1-5, 2001, 496-ORGN.
16.
De, B; deLong, MA; Dirr,
MJ; Lundy, MW; Mieling, G; Soehner,
ME; Soper, DL; Wang, Y; Wos, JA Prostaglandin FP Receptor Agonists as Bone
Anabolic Agents for the Treatment of Osteoporosis. 27th
National Med. Chem. Symposium
17.
Strader, KH; Wehmeyer, KR; Gu, Z,
18.
Vedernikov, YP;
Hartke, JR; deLong, MA; Saade, GR; Garfield, RE Effect of Selected Prostaglandins on
Contractility of Rat and Human Uterine Tissues with and without Sex Hormone
Replacement Society
for Gynecological Investigators Annual meeting 2000.
19.
Soper, DL; Wang, Y; De, B; deLong, MA; Dirr, MJ; Soehner, ME; Lundy, MW;
Mieling, GE; Wos, JA The
Design and Synthesis of Selective Prostaglandin Analogs as Bone Anabolic Agents
for the Potential Treatment of Osteoporosis. Sixth International Conference on Eicosanoids
& Other Bioactive Lipids in Cancer, Inflammation and Related Diseases,
20.
Soper, DL; deLong, MA; Wos, JA; Wang, Y; Desmarias, W; De, B; Dirr, MJ;
Hartke, JR Synthesis of 17-Phenyl Saturated
Prostaglandin F Analogs via a Key 13-Aldehyde Abstracts of Papers of the American Chemical Society, 1999 218, Part 1, 263-MEDI.
21.
Wang, Y; Wos, JA; deLong, MA; Dirr, MJ; Soper, DL; De, B The Synthesis of 17-Phenyl
Saturated Prostaglandin F Analogs via a Useful 15, 16-Epoxide
Intermediate AIMECS 99-Sept. 1999 37
22.
deLong, MA; Wos, JA; Soper, DL; Wang, Y;
Amburgey, JS; Miley, CJ; Lundy, MW; Hartke; JR; Froman, C; Jankowsky, MA; Soehner, ME; Combs, KS; De, B 17-Phenyl Saturated Prostaglandin F Analogs: Potent, Selective Human FP Receptor
Agonists with Bone Anabolic Effects in the Aged, OVX Rat Model. AIMECS 99-Sept. 1999 36
23.
deLong, MA; Hartke, JR; Jankowsky,
ML; Soehner, ME; Wos, JA; Soper, DL; Lundy, MW Tetrahydrofluprostenol, a 17-Phenyl Saturated Prostanoid FP
Receptor Agonist, is a Bone Anabolic Agent in the Aged, OVX Rat. Journal of Bone and Mineral Research, 1999, 14, Supp. 1, S275.
24.
deLong, MA; Dirr, MJ;
Soper, DL; Wang, Y; Lundy, MW; Wos, JA 17-Phenyl
Saturated PGF2a Analogs Retain hFP
Receptor Activity and Increase Selectivity. Journal of Bone and Mineral Research, 1999, 14, Supp. 1, S274.
25.
Lundy, MW; deLong, MA; Combs, KS; Gross, GJ; Soehner, ME; Hartke, JR Restoration
of Cancellous Architecture and Increased Bone Strength in Aged Osteopenic Rats Treated with Fluprostenol Journal of Bone and Mineral Research, 1999, 14, Supp. 1, S401.
26.
27.
Hicks, CR; Dirr, MJ;
Charest, RP; Soper,
DL; Ruble, AM; Hartke, JR; deLong, MA Functional
Activity and Receptor Binding of Misoprostol, Sulprostone and 9-Hydroxy Variants at Cloned Human EP3
and EP1 Receptors. FASEB
Journal 1998 12, A1459.
28.
Dirr, MJ; Hicks, CR;
Charest, RP; Soper,
DL; Ruble, AM; Hartke, JR; deLong, MA Functional
Activity and Receptor Binding of 17-Phenyl-17-trinor PGE2,
9-Methylene-9-deoxy PGE2 and 9-Substituted Analogs at Cloned Human
EP1 & EP3 Receptors. FASEB Journal 1998 12, A1386.
29.
Soper, DL; Brann, M; Amburgey, JS; Miley, CJ; Wos, JA; Wang, Y; Hartke, JR; De, B; deLong,
MA Activity and Receptor Selectivity of Misoprostol,
Sulprostone and Their 9-Hydroxy Variants at Cloned
Human EP3 and EP1 Receptors. Abstracts of Papers of the American Chemical
Society, 1998 215, Part 1, A050-MEDI.
30.
Miley, CJ; Amburgey,
JS; Soper, DL; Brann, M; Wos, JA; Wang, Y; Hartke, JR; De, B; deLong, MA Activity
and Receptor Selectivity of 17-Phenyl-Trinor PGE2,
9-Methylene-9-Deoxy-PGE2, and 9-Substituted Analogs at Cloned Human
EP1 and EP3 Receptors. Abstracts of Papers of the American Chemical Society, 1998 215, Part 1, B050-MEDI.
31.
deLong, MA; Jee, WSS; Jankowsky, M; Soehner, ME;
Pierce, SA; Ma, YF; Hartke, JR; Lundy, MW Bone
Anabolic Effects of PGE1 in Aged, Ovariectomized
Rats Measured by DXA, pQCT & Histology Journal of Bone and Mineral Research, 1997 12, Supp. 1, S494.
32. deLong, MA; Miley, CJ; Amburgey, JS; Roof, SL; Pierce, SA; Lundy, MW Synthesis and Bone Anabolic Effects of the Ethyl Ester of BW245C and Analogs, Specific Prostaglandin D (DP) Receptor Agonists. Abstracts of Papers of the American Chemical Society, 1997 213, Part 2, 135-MEDI.
33. Combs, KS; Roof, SL; Pierce, SA; deLong, MA; Diehl, JR; Whitaker, AM; Hartke, JR; Lundy, MW Bone Anabolic Effects of a Prostaglandin-D Receptor Agonist as Demonstrated by Histomorphometry and Peripheral Quantitative Computed-Tomography (pQCT) Measurement. Journal of Bone and Mineral Research, 1996 11, Supp. 1, T615.
34. Roof, SL; deLong, MA; Charest, RP Messenger-RNA Expression of Prostaglandin Receptors EP1, EP2, EP3 and EP4 in Human Osteoblast-Like Cells and 23 Human Tissues. Journal of Bone and Mineral Research, 1996 11, Supp. 1, S337.
35.
deLong, MA and
36.
Wender, PA; Dore, TR; deLong, MA Synthesis
of the First trans, cis, cis, cis-
[5.5.5.5] Fenestrane via Arene-Olefin
Photocyclization. Tenth
Annual Johnson Symposium, Oct. 1995,
Patents and Patent Applications
1.
Toone, EJ; Epstein, DL; Challa, P; Snyder, PW;. Chen, X; deLong,
MA Opthamological Drugs PCT
Int. Appl. No. WO 06/047466 Chem Abstr. 2006, 412056 Published May 5, 2006,
2. deLong, MA 2-Decarboxy-2-Phosphinico Prostaglandin Derivatives and Methods for Their Preparation US Patent Application US2005-0124588A1, Published June 9, 2005.
3.
deLong, MA 2-Decarboxy-2-Phosphinico
Prostaglandin Derivatives and Methods for Their Preparation and Use.
4.
deLong, M.A. 2-Decarboxy-2-Phosphinico
Prostaglandin Derivatives and Methods for Their Preparation and Use
5.
deLong,
6. deLong, M. A.; Biedermann, K. A.; Bissett, D. L.; Boyer, A. S.; Cohen, S. L.; Snider, C. E. Nuclear Hormone Receptor Ligands, Products and Methods Employing Same PCT Int. Appl. No. WO-04/037213 Chem Abstr. 2004, 368900 Published May 6, 2004.
7.
deLong,
8.
deLong,
9.
deLong,
10.
deLong,
11.
deLong,
12.
deLong,
13.
deLong,
14.
deLong,
15.
deLong,
16.
deLong,
17.
Hartke, J. M.; Lundy, M. W. Method of
Increasing Bone Volume Using FP Agonists and Antiresorptive
Agents PCT Int. Appl. No.; Chem
Abstr. 2000 Filed March 5, 1999;
published September 8, 2000.
18.
Hartke, J. M.; Lundy, M. W.; deLong, M. A. Method of Increasing Bone Volume
Using Non-naturally-Occurring Selective EP1 & FP Agonists
PCT Int. Appl. No. WO-2000/051616; Chem Abstr. 2000, 133:188461; published
19.
Hartke, J. M.; Lundy,
M. W.; deLong, M. A. A Method of
Increasing Bone Volume Using Non-Naturally-Occurring Prostaglandin EP1
Agonists PCT Int. Appl. No. WO-2000/051585;
Chem Abstr. 2000, 133:227791;
published
20.
deLong, M. A.; Wos; J. A.; De, B.; Soper, D. L. A Process for
Making 13, 14-Dihydro-15-Substituted-15-Pentanor or 17-Trinor Prostaglandin F1a
Analogs PCT Int. Appl. No. WO-2000/051977;
Chem Abstr. 2000, 133:222495;
published
21.
deLong, MA; Wos, J. A.; De, B.; Soper, D. L. C16
Unsaturated FP-Selective Prostaglandin Analogs PCT Int. Appl. No. WO-2000/051979; Chem Abstr. 2000,
133:222497; published
22.
deLong, MA; Amburgey,
J.
23.
deLong, MA; Amburgey,
J.
24.
deLong, MA; Amburgey,
J.
25. Kvalnes, K. L.; deLong, M. A.; Bradbury, B. J.; Motley, C. B.; Carter, J. D. Skin Lightening Compositions Filed Aug. 13, 1998, US Patent # 6537527, March 25, 2003.
26. Amburgey, J. S.; De, B.; Dai, G.; Soper, D. L.; Wos, J. A.; deLong, M. A. A Process for Making 13, 14-Dihydro-15, 16, or 17-Substituted-16-Tetranor or 17-Trinor Prostaglandin F1a Analogs PCT Int. Appl. No. WO-9912899 Chem Abstr. 1999, 194119.
27.
Wos, J. A.; deLong, M. A.; Amburgey, J. S.; De,
B.; Dai, G.; Wang, Y. A Process
For Making 13, 14-Dihydro-15- 16- or 17-Substituted-16-Tetranor or 17-Trinor
Prostaglandin F1a
Analogs PCT Int. Appl.
No. WO-9912897;
Chem Abstr. 1999, 194117, US Patent #6066751,
28.
Amburgey, J. S.; De, B.; Dai, G.; Taylor, C. J.;
Wos, J. A.; deLong, M. A. Aromatic C16 - C20 -
Substituted Tetrahydro Prostaglandins Useful As FP Agonists PCT Int. Appl. No. WO-9912896; Chem Abstr. 1999, 194116, US Patent #6107338,
29.
deLong, M. A.;
Amburgey, J. S.; De, B.; Dai, G.; Soper, D. A.; Wos, J. A. Aromatic C16 - C20
- Substituted Tetrahydro Prostaglandins Useful as FP Agonists PCT Int. Appl. No. WO-9912898; Chem Abstr. 1999, 194118, US
Patent #6048895, Apr. 11,
2000.
30. Wos, J.A.; deLong, M.A.; Amburgey, J.S.; De, B.; Dai, G.; Wang, Y. Aromatic C16 - C20 - Substituted Tetrahydro Prostaglandins Useful as FP Agonists PCT Int. Appl. No. WO-9912895; Chem Abstr. 1999, 194115, US Patent #5977173, Nov. 2, 1999.
31.
32.
Hartke, J. R.; Lundy, M. W.; deLong, M. A. Method of Increasing Bone Volume
Using Non-Naturally-Occurring FP Agonists PCT Int. Appl. No. WO-9912550; Chem Abstr. 1999, 194004. US
Patent #6156799,
33.
Kvalnes, K. L.; deLong, M. A.; Bradbury, B. J.;
Motley, C. B.; Carter, J. D. Skin Lightening Compositions Containing Oxyphenol Derivatives WO-9523780; Chem Abstr. 1995, 123, 349869, US
Patent #6068834,
Journal Publications
1. Hamed, Saja H., Sriwiriyanont, Penkanok; deLong, Mitchell A.; Visscher Marty O.; Wickett, R. Randall; Boissy Raymond E. Comparative Efficacy and Safety of a New Tyrosinase Inhibitory Agent, DeoxyArbutin. Int J Cosmet Sci 28 (x) 2006 xxx-xxx.
2.
Boissy Raymond E.; Visscher Marty; deLong,
Mitchell A. DeoxyArbutin: a Novel Reversible Tyrosinase Inhibitor with
Effective in vivo Skin Lightening
Potency. Experimental Dermatology 14 (8) 2005 601-608.
3.
deLong, MA American Chemical Society - 227th National Meeting (Part
XV), Medicinal Chemistry Division,
4. Vedernikov, Yuri P.; Hartke,
5. deLong, MA American Chemical Society - 225th National Meeting
(Part XV), Organic Chemistry Division,
6.
Miller, L. A.; Baumgart,
L. E.; Chew, G. H.; deLong, M. A.; Galloway, L. C.; Jung, K. W.; Merkler, K. A.; Nagle, A. S.; Poore,
D. D.; Yoon, C. H.; Merkler, D. J. Glutathione, S-Substituted
Glutathiones, and Leukotriene
C4 as Substrates for Peptidylglycine a-Amidating Monooxygenase. Arch. Biochem. Biophys.
412, 2003 3-12.
7.
Fossum, RD; deLong, MA; McCorkle, RM; Smith, LJ;
Fuentes, GR Preparation of
Sulfoxide-Containing Polymers and Their Potential Use as Substantive Skin
Moisturizing Agents. Polymer Preprints 44(1), 2003 870-871.
8.
Soper, DL; Wang, Y; De B; deLong, MA; Dirr, MJ; Soehner, ME; Lundy, MW;
Mieling, GE; Wos, JA The Design and Synthesis of Selective
Prostaglandin Analogs as Bone Anabolic Agents for the Potential Treatment of
Osteoporosis. Advances in Experimental Medicine and Biology 2002
(3) 507 303-7.
9. Ebetino FH; Soper DL; Dirr MJ; Lundy MW; Mieling GE; Wos, JA; deLong MA; Liu XW The Rational Design of Drugs with Phosphonic/Phosphinic Acids as Enzyme Inhibitors and Isosteric Receptor Ligands. Phos. Sul. Sil. Elements 2002 177(6-7), 1725-1729.
10. Soper DL; Wang YL; De BW; deLong MA; Dirr MJ; Soehner ME; Lundy MW; Mieling GE; Wos JA The Design and Synthesis of Selective Prostaglandin Analogs as Bone Anabolic Agents for the Potential Treatment of Osteoporosis. Eicosanoids and other Bioactive Lipids in Cancer, Inflammation, and Radiation Injury 5, 2002 507, 303-307.
11. Soper DL; Milbank JBJ; Mieling GE; Dirr MJ; Kende AS; Chen R; Bodman M; Lundy MW; De B; Stella ME; Ebetino FH; Wang Y; deLong MA. Synthesis and Biological Evaluation of Prostaglandin-F Alkylphosphinic Acid Derivatives as Bone Anabolic Agents for the Treatment of Osteoporosis J. Med. Chem. 2001 44(24), 4157.
12.