-transparent.png){kind=logo}
Epsilon substituted lysinol derivatives as HIV-1 protease inhibitors. 2010
Kristen L G Jones, and
M Katharine Holloway, and
Hua-Poo Su, and
Steven S Carroll, and
Christine Burlein, and
Sinoeun Touch, and
Daniel J DiStefano, and
Rosa I Sanchez, and
Theresa M Williams, and
Joseph P Vacca, and
Craig A Coburn
Department of Medicinal Chemistry, Merck Research Laboratories, PO Box 4, West Point, PA 19486, USA. kristen_jones@merck.com
A series of HIV-1 protease inhibitors containing an epsilon substituted lysinol backbone was synthesized. Two novel synthetic routes using N-boc-L-glutamic acid alpha-benzyl ester and 2,6-diaminopimelic acid were developed. Incorporation of this epsilon substituent enabled access to the S2 pocket of the enzyme, affording high potency inhibitors. Modeling studies and synthetic efforts suggest the potency increase is due to both conformational bias and van der Waals interactions with the S2 pocket.
Related Publications
Kristen L G Jones, and
M Katharine Holloway, and
Hua-Poo Su, and
Steven S Carroll, and
Christine Burlein, and
Sinoeun Touch, and
Daniel J DiStefano, and
Rosa I Sanchez, and
Theresa M Williams, and
Joseph P Vacca, and
Craig A Coburn
December 2020,
Biomedical reports,
Kristen L G Jones, and
M Katharine Holloway, and
Hua-Poo Su, and
Steven S Carroll, and
Christine Burlein, and
Sinoeun Touch, and
Daniel J DiStefano, and
Rosa I Sanchez, and
Theresa M Williams, and
Joseph P Vacca, and
Craig A Coburn
October 2019,
Journal of natural products,
Kristen L G Jones, and
M Katharine Holloway, and
Hua-Poo Su, and
Steven S Carroll, and
Christine Burlein, and
Sinoeun Touch, and
Daniel J DiStefano, and
Rosa I Sanchez, and
Theresa M Williams, and
Joseph P Vacca, and
Craig A Coburn
October 2012,
Journal of enzyme inhibition and medicinal chemistry,
Kristen L G Jones, and
M Katharine Holloway, and
Hua-Poo Su, and
Steven S Carroll, and
Christine Burlein, and
Sinoeun Touch, and
Daniel J DiStefano, and
Rosa I Sanchez, and
Theresa M Williams, and
Joseph P Vacca, and
Craig A Coburn
January 2015,
International journal of bioinformatics research and applications,
Kristen L G Jones, and
M Katharine Holloway, and
Hua-Poo Su, and
Steven S Carroll, and
Christine Burlein, and
Sinoeun Touch, and
Daniel J DiStefano, and
Rosa I Sanchez, and
Theresa M Williams, and
Joseph P Vacca, and
Craig A Coburn
January 2021,
Bioorganic & medicinal chemistry letters,
Kristen L G Jones, and
M Katharine Holloway, and
Hua-Poo Su, and
Steven S Carroll, and
Christine Burlein, and
Sinoeun Touch, and
Daniel J DiStefano, and
Rosa I Sanchez, and
Theresa M Williams, and
Joseph P Vacca, and
Craig A Coburn
September 2002,
Farmaco (Societa chimica italiana : 1989),
Kristen L G Jones, and
M Katharine Holloway, and
Hua-Poo Su, and
Steven S Carroll, and
Christine Burlein, and
Sinoeun Touch, and
Daniel J DiStefano, and
Rosa I Sanchez, and
Theresa M Williams, and
Joseph P Vacca, and
Craig A Coburn
March 2012,
Bioorganic & medicinal chemistry letters,
Kristen L G Jones, and
M Katharine Holloway, and
Hua-Poo Su, and
Steven S Carroll, and
Christine Burlein, and
Sinoeun Touch, and
Daniel J DiStefano, and
Rosa I Sanchez, and
Theresa M Williams, and
Joseph P Vacca, and
Craig A Coburn
February 2015,
Spectrochimica acta. Part A, Molecular and biomolecular spectroscopy,
Kristen L G Jones, and
M Katharine Holloway, and
Hua-Poo Su, and
Steven S Carroll, and
Christine Burlein, and
Sinoeun Touch, and
Daniel J DiStefano, and
Rosa I Sanchez, and
Theresa M Williams, and
Joseph P Vacca, and
Craig A Coburn
July 2001,
Archiv der Pharmazie,
Kristen L G Jones, and
M Katharine Holloway, and
Hua-Poo Su, and
Steven S Carroll, and
Christine Burlein, and
Sinoeun Touch, and
Daniel J DiStefano, and
Rosa I Sanchez, and
Theresa M Williams, and
Joseph P Vacca, and
Craig A Coburn
December 1997,
Journal of medicinal chemistry,
