Epernicus: Richard E Taylor, Ph.D.

Richard E Taylor, Ph.D.

Positions:
Professor of Chemistry & Biochemistry

Department of Chemistry & Biochemistry

University of Notre Dame (South Bend, IN)

Associate Dean for Research

College of Science

University of Notre Dame (South Bend, IN)
Degrees:

Ph.D., Organic Chemistry, Rensselaer Polytechnic Institute (Troy, NY)

B.S., Chemistry, Oswego State University
Past Advisors:

Paul A Wender (as Post Doctoral Fellow)

Arthur G Schultz (as Graduate Student - Ph.D.)
Research:
Our research lab is interested in developing the chemotherapeutic potential of polyketide natural products through the use of synthetic, biosynthetic, and medicinal chemistry techniques.

Our group is interested in the exploring the potential of polyketide natural products as chemotherapeutic agents particularly directed against cancer. Towards this end our group's expertise includes synthetic chemistry, molecular modeling, and molecular biology/biochemistry. In recent years the we have completed the total synthesis of the complex natural products, epothilones A, B, C and D, myriaporones 1, 3 and 4, peloruside A and neopeltolide.

Our analogue design strategy is focused towards the determination of the structural and conformational constraints of binding. Our group has demonstrated that the information gained from what we have termed conformation-activity relationships complements classic SAR with the goal of providing a detailed pharmacophore model and assist in the design of future chemotherapeutic agents. Another unique aspect of our analogue design strategy is the exploitation of biosynthetic enzymes called polyketide synthases. We have demonstrated the semi-synthetic production of epothilone natural products and analogues through the use of genetically engineered organisms thus alleviating any concerns about the high cost of total synthesis of compounds of this complexity.

In addition to our successful total syntheses and medicinal chemistry efforts, our group has already contributed significantly to the field of organic synthesis through the development of a number of new synthetic methodologies that solved key problems in our targeted efforts.
Honors:
2007 Silveira Distinguished Lectureship, State University of New York, Oswego

2007 Rev. Edmund P. Joyce Award for Excellence in Undergraduate Teaching

2005 Inaugural Leo Paquette Symposium in Synthetic Organic Chemistry Plenary Lecturer, Ohio State University

2005 Merck Unrestricted Research Award

2002 Kaneb Teaching Award

2002 Student Selected Research and Career Lectureship; Harvard University

2001 Eli Lilly Grantee Award

1998 Dean of Science Recognition for Outstanding Undergraduate Teaching

1998-2002 National Science Foundation Early Career Award

Communities:

Richard Taylor's Genealogy

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Richard Taylor's Publications (21)

New Sources of Chemical Diversity Inspired by Biosynthesis: Rational Design of a Potent Epothilone Analogue.
Frein JD, Taylor RE, Sackett DL

Organic letters. 2009 Jul 2
Concise enantioselective total synthesis of neopeltolide macrolactone highlighted by ether transfer.
Kartika R, Gruffi TR, Taylor RE

Organic letters. 2008 Nov 6;10(21):5047-50
Tedanolide and the evolution of polyketide inhibitors of eukaryotic protein synthesis.
Taylor RE

Natural product reports. 2008 Oct;25(5):854-61
Evolution of polyketides: post-PKS processing in the formation of spiroketals.
Young J, Taylor RE

Natural product reports. 2008 Aug;25(4):651-5
Electrophile-induced ether transfer: stereoselective synthesis of 2,6-disubstituted-3,4-dihydropyrans.
Kartika R, Frein JD, Taylor RE

The Journal of organic chemistry. 2008 Jul 18;73(14):5592-4
Competitive cationic pathways and the asymmetric synthesis of aryl-substituted cyclopropanes.
Melancon BJ, Perl NR, Taylor RE

Organic letters. 2007 Apr 12;9(8):1425-8
Electrophile-induced ether transfer: stereoselective synthesis of 2,4,6-trisubstituted tetrahydropyrans.
Kartika R, Taylor RE

Angewandte Chemie (International ed. in English). 2007;46(36):6874-7
Electrophile-induced ether transfer: a new approach to polyketide structural units.
Liu K, Taylor RE, Kartika R

Organic letters. 2006 Nov 9;8(23):5393-5
Total synthesis of (+)-peloruside A.
Jin M, Taylor RE

Organic letters. 2005 Mar 31;7(7):1303-5
Enantioselective synthesis of cyclopropanes by aldehyde homologation.
Risatti CA, Taylor RE

Angewandte Chemie (International ed. in English). 2004 Dec 10;43(48):6671-2
The anti-ischemia agent ranolazine promotes the development of intestinal tumors in APC(Min/+) mice.
Suckow MA, Gutierrez LS, Risatti CA, Wolter WR, Taylor RE, Pollard M, Navari RM, Castellino FJ, Paoni NF

Cancer letters. 2004 Jun 25;209(2):165-9
Total synthesis and stereochemical assignment of myriaporones 1, 3, and 4.
Fleming KN, Taylor RE

Angewandte Chemie (International ed. in English). 2004 Mar 19;43(13):1728-30
Conformation-activity relationships in polyketide natural products. Towards the biologically active conformation of epothilone.
Taylor RE, Chen Y, Galvin GM, Pabba PK

Organic & biomolecular chemistry. 2004 Jan 7;2(1):127-32
Enantioselective preparation of the C1-C11 fragment of apoptolidin.
Paquette WD, Taylor RE

Organic letters. 2004 Jan 8;6(1):103-6
Toward a total synthesis of peloruside A: enantioselective preparation of the C8-C19 region.
Taylor RE, Jin M

Organic letters. 2003 Dec 25;5(26):4959-61
Cyclopropane structural units from homoaldol adducts.
Taylor RE, Risatti CA, Engelhardt FC, Schmitt MJ

Organic letters. 2003 Apr 17;5(8):1377-9
Conformation-activity relationships in polyketide natural products: a new perspective on the rational design of epothilone analogues.
Taylor RE, Chen Y, Beatty A, Myles DC, Zhou Y

Journal of the American Chemical Society. 2003 Jan 8;125(1):26-7
A divergent approach to the myriaporones and tedanolide: completion of the carbon skeleton of myriaporone 1.
Taylor RE, Hearn BR, Ciavarri JP

Organic letters. 2002 Aug 22;4(17):2953-5
Kinetically controlled cross-metathesis reactions with high E-olefin selectivities.
Engelhardt FC, Schmitt MJ, Taylor RE

Organic letters. 2001 Jul 12;3(14):2209-12
Total synthesis of epothilones B and D.
Taylor RE, Chen Y

Organic letters. 2001 Jul 12;3(14):2221-4
Structural diversity based on cyclopropane scaffolds
Taylor RE, Schmitt MJ, Yuan H

Organic letters. 2000 Mar 9;2(5):601-3

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