Literature DB >> 12801241

Conformationally constrained analogues of diacylglycerol. 19. Synthesis and protein kinase C binding affinity of diacylglycerol lactones bearing an N-hydroxylamide side chain.

Yongseok Choi1, Ji-Hye Kang, Nancy E Lewin, Peter M Blumberg, Jeewoo Lee, Victor E Marquez.   

Abstract

The structures of N-hydroxylamides 1a and 1b, previously reported by Lee et al. in J. Med. Chem. 2001, 44, 4309-4312 as strong protein kinase C (PK-C) ligands, were incorrect and correspond instead to esters 2a and 2b, respectively. Here, we report the synthesis and complete characterization of 1a and 1b together with the associated biological activity in terms of PK-C binding affinity.

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Year:  2003        PMID: 12801241     DOI: 10.1021/jm030082c

Source DB:  PubMed          Journal:  J Med Chem        ISSN: 0022-2623            Impact factor:   7.446


  8 in total

1.  Conformationally constrained analogues of diacylglycerol. 29. Cells sort diacylglycerol-lactone chemical zip codes to produce diverse and selective biological activities.

Authors:  Dehui Duan; Dina M Sigano; James A Kelley; Christopher C Lai; Nancy E Lewin; Noemi Kedei; Megan L Peach; Jeewoo Lee; Thushara P Abeyweera; Susan A Rotenberg; Hee Kim; Young Ho Kim; Saïd El Kazzouli; Jae-Uk Chung; Howard A Young; Matthew R Young; Alyson Baker; Nancy H Colburn; Adriana Haimovitz-Friedman; Jean-Philip Truman; Damon A Parrish; Jeffrey R Deschamps; Nicholas A Perry; Robert J Surawski; Peter M Blumberg; Victor E Marquez
Journal:  J Med Chem       Date:  2008-08-13       Impact factor: 7.446

2.  Conformationally constrained analogues of diacylglycerol (DAG). 25. Exploration of the sn-1 and sn-2 carbonyl functionality reveals the essential role of the sn-1 carbonyl at the lipid interface in the binding of DAG-lactones to protein kinase C.

Authors:  Ji-Hye Kang; Megan L Peach; Yongmei Pu; Nancy E Lewin; Marc C Nicklaus; Peter M Blumberg; Victor E Marquez
Journal:  J Med Chem       Date:  2005-09-08       Impact factor: 7.446

3.  Synthesis, biological, and biophysical studies of DAG-indololactones designed as selective activators of RasGRP.

Authors:  Lia C Garcia; Lucia Gandolfi Donadío; Ella Mann; Sofiya Kolusheva; Noemi Kedei; Nancy E Lewin; Colin S Hill; Jessica S Kelsey; Jing Yang; Timothy E Esch; Marina Santos; Megan L Peach; James A Kelley; Peter M Blumberg; Raz Jelinek; Victor E Marquez; Maria J Comin
Journal:  Bioorg Med Chem       Date:  2014-04-20       Impact factor: 3.641

4.  Ceramides: branched alkyl chains in the sphingolipid siblings of diacylglycerol improve biological potency.

Authors:  Ji-Hye Kang; Himanshu Garg; Dina M Sigano; Nicholas Francella; Robert Blumenthal; Victor E Marquez
Journal:  Bioorg Med Chem       Date:  2009-01-11       Impact factor: 3.641

5.  Conformationally constrained analogues of diacylglycerol. 30. An investigation of diacylglycerol-lactones containing heteroaryl groups reveals compounds with high selectivity for Ras guanyl nucleotide-releasing proteins.

Authors:  Saïd El Kazzouli; Nancy E Lewin; Peter M Blumberg; Victor E Marquez
Journal:  J Med Chem       Date:  2008-08-16       Impact factor: 7.446

6.  PKCalpha activation downregulates ATM and radio-sensitizes androgen-sensitive human prostate cancer cells in vitro and in vivo.

Authors:  Jean-Philip Truman; Susan A Rotenberg; Ji-Hye Kang; Gabriel Lerman; Zvi Fuks; Richard Kolesnick; Victor E Marquez; Adriana Haimovitz-Friedman
Journal:  Cancer Biol Ther       Date:  2009-01-04       Impact factor: 4.742

Review 7.  Structural insights into C1-ligand interactions: Filling the gaps by in silico methods.

Authors:  Sachin Katti; Tatyana I Igumenova
Journal:  Adv Biol Regul       Date:  2021-01-18

8.  Diacylglycerol lactones targeting the structural features that distinguish the atypical C1 domains of protein kinase C ζ and ι from typical C1 domains.

Authors:  Yongmei Pu; Ji-Hye Kang; Dina M Sigano; Megan L Peach; Nancy E Lewin; Victor E Marquez; Peter M Blumberg
Journal:  J Med Chem       Date:  2014-04-17       Impact factor: 7.446

  8 in total

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