Literature DB >> 22579485

Role of the C8 gem-dimethyl group of bryostatin 1 on its unique pattern of biological activity.

Gary E Keck1, Yam B Poudel, Arnab Rudra, Jeffrey C Stephens, Noemi Kedei, Nancy E Lewin, Peter M Blumberg.   

Abstract

The role of the C(8) gem-dimethyl group in the A-ring of bryostatin 1 has been examined through chemical synthesis and biological evaluation of a new analogue. Assays for biological function using U937, K562, and MV4-11 cells as well as the profiles for downregulation of PKC isozymes revealed that the presence of this group is not a critical determinant for the unique pattern of biological activity of bryostatin.
Copyright © 2012 Elsevier Ltd. All rights reserved.

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Year:  2012        PMID： 22579485      PMCID： PMC3369313          DOI： 10.1016/j.bmcl.2012.04.073

Source DB:  PubMed          Journal:  Bioorg Med Chem Lett        ISSN： 0960-894X            Impact factor:   2.823


  29 in total

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2.  Sensitization of human cervical carcinoma cells to cis-diamminedichloroplatinum(II) by bryostatin 1.

Authors:  A Basu; J S Lazo
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3.  The addition of bryostatin 1 to cyclophosphamide, doxorubicin, vincristine, and prednisone (CHOP) chemotherapy improves response in a CHOP-resistant human diffuse large cell lymphoma xenograft model.

Authors:  R M Mohammad; N R Wall; J A Dutcher; A M Al-Katib
Journal:  Clin Cancer Res       Date:  2000-12       Impact factor: 12.531

4.  The in vivo effect of bryostatin-1 on paclitaxel-induced tumor growth, mitotic entry, and blood flow.

Authors:  J A Koutcher; M Motwani; K L Zakian; X K Li; C Matei; J P Dyke; D Ballon; H H Yoo; G K Schwartz
Journal:  Clin Cancer Res       Date:  2000-04       Impact factor: 12.531

5.  Pyran annulation: asymmetric synthesis of 2,6-disubstituted-4-methylene tetrahydropyrans.

Authors:  Gary E Keck; Jonathan A Covel; Tobias Schiff; Tao Yu
Journal:  Org Lett       Date:  2002-04-04       Impact factor: 6.005

6.  Total synthesis of bryostatin 7 via C-C bond-forming hydrogenation.

Authors:  Yu Lu; Sang Kook Woo; Michael J Krische
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7.  Structure of bryostatin 20: a symbiont-produced chemical defense for larvae of the host bryozoan, Bugula neritina.

Authors:  Nicole Lopanik; Kirk R Gustafson; Niels Lindquist
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8.  Therapeutic effects of PKC activators in Alzheimer's disease transgenic mice.

Authors:  René Etcheberrigaray; Mathew Tan; Ilse Dewachter; Cuno Kuipéri; Ingrid Van der Auwera; Stefaan Wera; Lixin Qiao; Barry Bank; Thomas J Nelson; Alan P Kozikowski; Fred Van Leuven; Daniel L Alkon
Journal:  Proc Natl Acad Sci U S A       Date:  2004-07-19       Impact factor: 11.205

9.  Identification of two distinct pathways of protein kinase Calpha down-regulation in intestinal epithelial cells.

Authors:  Olga V Leontieva; Jennifer D Black
Journal:  J Biol Chem       Date:  2003-11-24       Impact factor: 5.157

10.  Growth factor requirements of childhood acute leukemia: establishment of GM-CSF-dependent cell lines.

Authors:  B Lange; M Valtieri; D Santoli; D Caracciolo; F Mavilio; I Gemperlein; C Griffin; B Emanuel; J Finan; P Nowell
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  11 in total

1.  Synthesis and Biological Evaluation of Several Bryostatin Analogues Bearing a Diacylglycerol Lactone C-Ring.

Authors:  David O Baumann; Kevin M McGowan; Noemi Kedei; Megan L Peach; Peter M Blumberg; Gary E Keck
Journal:  J Org Chem       Date:  2016-08-23       Impact factor: 4.354

2.  Synthesis and Biological Evaluation of Fluorescent Bryostatin Analogues.

Authors:  Thomas J Cummins; Noemi Kedei; Agnes Czikora; Nancy E Lewin; Sharon Kirk; Mark E Petersen; Kevin M McGowan; Jin-Qiu Chen; Xiaoling Luo; Randall C Johnson; Sarangan Ravichandran; Peter M Blumberg; Gary E Keck
Journal:  Chembiochem       Date:  2018-03-25       Impact factor: 3.164

3.  Deletion of the C26 Methyl Substituent from the Bryostatin Analogue Merle 23 Has Negligible Impact on Its Biological Profile and Potency.

Authors:  Xiguang Zhao; Noemi Kedei; Alexandra Michalowski; Nancy E Lewin; Gary E Keck; Peter M Blumberg
Journal:  Chembiochem       Date:  2018-04-27       Impact factor: 3.164

4.  Comparison of transcriptional response to phorbol ester, bryostatin 1, and bryostatin analogs in LNCaP and U937 cancer cell lines provides insight into their differential mechanism of action.

Authors:  N Kedei; A Telek; A M Michalowski; M B Kraft; W Li; Y B Poudel; A Rudra; M E Petersen; G E Keck; P M Blumberg
Journal:  Biochem Pharmacol       Date:  2012-11-09       Impact factor: 5.858

5.  Biological activity of the bryostatin analog Merle 23 on mouse epidermal cells and mouse skin.

Authors:  Jessica S Kelsey; Christophe Cataisson; Jinqiu Chen; Michelle A Herrmann; Mark E Petersen; David O Baumann; Kevin M McGowan; Stuart H Yuspa; Gary E Keck; Peter M Blumberg
Journal:  Mol Carcinog       Date:  2016-02-09       Impact factor: 4.784

6.  Evaluation of Chromane-Based Bryostatin Analogues Prepared via Hydrogen-Mediated C-C Bond Formation: Potency Does Not Confer Bryostatin-like Biology.

Authors:  John M Ketcham; Ivan Volchkov; Te-Yu Chen; Peter M Blumberg; Noemi Kedei; Nancy E Lewin; Michael J Krische
Journal:  J Am Chem Soc       Date:  2016-09-27       Impact factor: 15.419

7.  Replacement of the Bryostatin A- and B-Pyran Rings With Phenyl Rings Leads to Loss of High Affinity Binding With PKC.

Authors:  Mark E Petersen; Noemi Kedei; Nancy E Lewin; Peter M Blumberg; Gary E Keck
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Review 8.  New Drugs from Marine Organisms in Alzheimer's Disease.

Authors:  Patrizia Russo; Aliaksei Kisialiou; Palma Lamonaca; Rossana Moroni; Giulia Prinzi; Massimo Fini
Journal:  Mar Drugs       Date:  2015-12-25       Impact factor: 5.118

9.  Synthesis of seco-B-ring bryostatin analogue WN-1 via C-C bond-forming hydrogenation: critical contribution of the B-ring in determining bryostatin-like and phorbol 12-myristate 13-acetate-like properties.

Authors:  Ian P Andrews; John M Ketcham; Peter M Blumberg; Noemi Kedei; Nancy E Lewin; Megan L Peach; Michael J Krische
Journal:  J Am Chem Soc       Date:  2014-09-10       Impact factor: 15.419

10.  Synthesis of a des-B-ring bryostatin analogue leads to an unexpected ring expansion of the bryolactone core.

Authors:  Matthew B Kraft; Yam B Poudel; Noemi Kedei; Nancy E Lewin; Megan L Peach; Peter M Blumberg; Gary E Keck
Journal:  J Am Chem Soc       Date:  2014-09-10       Impact factor: 15.419
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