Skip to body

Chemistry

Stephen Chamberland

Assistant Professor, Organic Chemistry

Office:  Science 302H
Lab:  Science 313
Phone: (509) 963-1126
Lab Phone:  (509) 963-1127
Fax: (509) 963-1050 

Please visit my research group's website here.

Click here to download my complete curriculum vitae.

Education:

  • 2005 - Ph.D. Chemistry, University of California, Irvine; Advisor: Professor Keith A. Woerpel
  • 1999 - B.S. Biochemistry, Boston College

Professional Experience:

  • March 2008 - Present, Assistant Professor, Department of Chemistry, Central Washington University
  • Sept. 2005 - Feb. 2008, Postdoctoral Research Associate, Department of Chemistry, Colorado State University; Advisor: Professor Robert M. Williams

Research Interests:

Organic and Medicinal Chemistry -- Total synthesis of biologically active natural products and natural-product based drug discovery.

Our primary research goal is the total chemical synthesis of natural products that are biologically active.  We also seek to develop and use enabling methodology to realize our synthetic goals while emulating nature's likely approach to access complex organic molecules (i.e., biomimetic synthesis).  Toward this end, three of our recent total syntheses, of the selective coagulation factor XIa inhibitor clavatadine A and anti-cancer 1,2,4-oxadiazole-containing alkaloids phidianidine A and B, provided an ideal platform to test our direct guanidinylation approach for the preparation of terminal guaindine containing natural products.  Each molecule we prepare in our laboratory may be developed into a useful tool to study its biological mechanism of action or its biosynthesis from simpler organic compounds.  Further, the development of a versatile, convergent synthetic approach to these intriguing molecular architectures may enable us to prepare non-natural analogues as a starting point for therapeutic development.
 
Current projects under development in our group include derivitization of clavatadine A to produce analogues that may be potent, selective, and reversible inhibitors of human blood coagulation factor XIa.  If successful, this research may lead to the development of a therapeutic drug to treat or prevent coagulation disorders in persons genetically predisposed to excess blood clotting, a potentially fatal condition known as thrombosis that can cause heart attacks and strokes.  We are also exploring a method to prepare two recently isolated molecules, known as credneramide A and B, reported to be selective inhibitors of calcium oscillations in cerebrocortical mouse neurons.

Honors and Awards:

  • 2012 - "Professor Who Did the Most Promotion of Cancer Awareness," voted on by students in the CWU Department of Chemistry
  • 2011 - "Professor Most Passionate About Teaching," voted on by students in the CWU Department of Chemistry

Selected Publications (* indicates undergraduate student coauthor, † indicates PI):

  1. †Chamberland, S. Peer-Reviewed Research Paper on a Controversial Current Event in Organic Chemistry.  manuscript in preparation
  2. *Conn, S. J.; *Vreeland, S. M.; *Wexler, A. N.; Pouwer, R. N.; Quinn, R. J.; †Chamberland, S. Total Synthesis of Clavatadine A.  in press
  3. *Buchanan, J. C.; *Petersen, B. P.; †Chamberland, S.  Concise Total Synthesis of Phidianidine A and B. Tetrahedron Lett. 2013, 54, 6002-6004.
  4. Chamberland, S.; Grüschow, S.; †Sherman, D. H.; †Williams, R. M.  Synthesis of Potential Early-Stage Intermediates in the Biosynthesis of FR900482 and Mitomycin C. Org. Lett. 2009, 11, 791–794.
  5. Namiki, H. N.; Chamberland, S.; Gubler, D. A.; †Williams, R. M. "Synthetic and Biosynthetic Studies of FR900482 and Mitomycin C: An Efficient and Stereoselective Hydroxymethylation of an Advanced Benzazocane Intermediate." Org. Lett. 2007, 9, 5341-5344.
  6. Chamberland, S.; Ziller, J. W.; †Woerpel, K. A. "Structural Evidence that Alkoxy Substituents Adopt Electronically Preferred Pseudoaxial Orientations in Six-Membered Ring Dioxocarbenium Ions." J. Am. Chem. Soc. 2005, 127, 5322-5323.
  7. Chamberland, S.; †Woerpel, K. A. "Using Nucleophilic Substitution Reactions to Understand How a Remote Alkyl or Alkoxy Substituent Influences the Conformation of Eight-Membered Ring Oxocarbenium Ions." Org. Lett. 2004, 6, 4739-4741.
  8. †Kelly, T. R.; *Chamberland, S.; Silva, R. A. "The Total Synthesis of Luotonin A." Tetrahedron Lett. 1999, 40, 2723-2724.