Literature DB >> 26540463

Dimers of Melampomagnolide B Exhibit Potent Anticancer Activity against Hematological and Solid Tumor Cells.

Venumadhav Janganati1,2, Jessica Ponder1,2, Craig T Jordan1,2, Michael J Borrelli1,2, Narsimha Reddy Penthala1,2, Peter A Crooks1,2.   

Abstract

Novel carbamate (7a-7h) and carbonate (7i, 7j, and 8) dimers of melampomagnolide B have been synthesized by reaction of the melampomagnolide-B-triazole carbamate synthon 6 with various terminal diamino- and dihydroxyalkanes. Dimeric carbamate products 7b, 7c, and 7f exhibited potent growth inhibition (GI50 = 0.16-0.99 μM) against the majority of cell lines in the NCI panel of 60 human hematological and solid tumor cell lines. Compound 7f and 8 exhibited anticancer activity that was 300-fold and 1 × 10(6)-fold more cytotoxic than DMAPT, respectively, at a concentration of 10 μM against rat 9L-SF gliosarcoma cells. Compounds 7a-7j and 8 were also screened against M9-ENL1 and acute myelogenous leukemia (AML) primary cell lines and exhibited 2- to 10-fold more potent antileukemic activity against M9-ENL1 cells (EC50 = 0.57-2.90 μM) when compared to parthenolide (EC50 = 6.0) and showed potent antileukemic activity against five primary AML cell lines (EC50 = 0.76-7.3 μM).

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Year:  2015        PMID： 26540463      PMCID： PMC4959447          DOI： 10.1021/acs.jmedchem.5b01187

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


  35 in total

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Authors:  A J Steele; D T Jones; K Ganeshaguru; V M Duke; B C Yogashangary; J M North; M W Lowdell; P D Kottaridis; A B Mehta; A G Prentice; A V Hoffbrand; R G Wickremasinghe
Journal:  Leukemia       Date:  2006-06       Impact factor: 11.528

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Authors:  S D Henderson; B F Kimler; R A Morantz
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Authors:  Vivek Bhakta Mathema; Young-Sang Koh; Balkrishna Chand Thakuri; Mika Sillanpää
Journal:  Inflammation       Date:  2012-04       Impact factor: 4.092

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Authors:  S Nozaki; G W Sledge; H Nakshatri
Journal:  Oncogene       Date:  2001-04-19       Impact factor: 9.867

5.  The NF (Nuclear factor)-κB inhibitor parthenolide interacts with histone deacetylase inhibitors to induce MKK7/JNK1-dependent apoptosis in human acute myeloid leukaemia cells.

Authors:  Yun Dai; Monica L Guzman; Shuang Chen; Li Wang; Sin-Kei Yeung; Xin-Yan Pei; Paul Dent; Craig T Jordan; Steven Grant
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6.  Myeloperoxidase expression as a potential determinant of parthenolide-induced apoptosis in leukemia bulk and leukemia stem cells.

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Journal:  J Pharmacol Exp Ther       Date:  2010-08-10       Impact factor: 4.030

Review 7.  Acute myeloid leukaemia.

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Authors:  Monica L Guzman; Randall M Rossi; Sundar Neelakantan; Xiaojie Li; Cheryl A Corbett; Duane C Hassane; Michael W Becker; John M Bennett; Edmund Sullivan; Joshua L Lachowicz; Andrew Vaughan; Christopher J Sweeney; William Matthews; Martin Carroll; Jane L Liesveld; Peter A Crooks; Craig T Jordan
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Journal:  J Biol Chem       Date:  2013-10-02       Impact factor: 5.157

10.  Oxidative stress-mediated apoptosis. The anticancer effect of the sesquiterpene lactone parthenolide.

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  12 in total

1.  Chemoenzymatic synthesis and antileukemic activity of novel C9- and C14-functionalized parthenolide analogs.

Authors:  Vikas Tyagi; Hanan Alwaseem; Kristen M O'Dwyer; Jessica Ponder; Qi Ying Li; Craig T Jordan; Rudi Fasan
Journal:  Bioorg Med Chem       Date:  2016-06-16       Impact factor: 3.641

2.  Identification of a melampomagnolide B analog as a potential lead molecule for treatment of acute myelogenous leukemia.

Authors:  Zaineb A F Albayati; Venumadhav Janganati; Zheng Chen; Jessica Ponder; Philip J Breen; Craig T Jordan; Peter A Crooks
Journal:  Bioorg Med Chem       Date:  2016-12-26       Impact factor: 3.641

3.  Anticancer activity profiling of parthenolide analogs generated via P450-mediated chemoenzymatic synthesis.

Authors:  Hanan Alwaseem; Benjamin J Frisch; Rudi Fasan
Journal:  Bioorg Med Chem       Date:  2017-08-08       Impact factor: 3.641

4.  Indole carboxylic acid esters of melampomagnolide B are potent anticancer agents against both hematological and solid tumor cells.

Authors:  Shobanbabu Bommagani; Jessica Ponder; Narsimha R Penthala; Venumadhav Janganati; Craig T Jordan; Michael J Borrelli; Peter A Crooks
Journal:  Eur J Med Chem       Date:  2017-05-11       Impact factor: 6.514

5.  MMB triazole analogs are potent NF-κB inhibitors and anti-cancer agents against both hematological and solid tumor cells.

Authors:  Venumadhav Janganati; Jessica Ponder; Meenakshisundaram Balasubramaniam; Poornima Bhat-Nakshatri; Eli E Bar; Harikrishna Nakshatri; Craig T Jordan; Peter A Crooks
Journal:  Eur J Med Chem       Date:  2018-08-10       Impact factor: 6.514

6.  Succinamide derivatives of melampomagnolide B and their anti-cancer activities.

Authors:  Venumadhav Janganati; Jessica Ponder; Shraddha Thakkar; Craig T Jordan; Peter A Crooks
Journal:  Bioorg Med Chem       Date:  2017-05-08       Impact factor: 3.641

7.  Dimers of isatin derived α-methylene-γ-butyrolactone as potent anti-cancer agents.

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8.  Isatin Derived Spirocyclic Analogues with α-Methylene-γ-butyrolactone as Anticancer Agents: A Structure-Activity Relationship Study.

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Journal:  J Med Chem       Date:  2016-04-26       Impact factor: 7.446

9.  Biobanked Glioblastoma Patient-Derived Organoids as a Precision Medicine Model to Study Inhibition of Invasion.

Authors:  Emilie Darrigues; Edward H Zhao; Annick De Loose; Madison P Lee; Michael J Borrelli; Robert L Eoff; Deni S Galileo; Narsimha R Penthala; Peter A Crooks; Analiz Rodriguez
Journal:  Int J Mol Sci       Date:  2021-10-03       Impact factor: 5.923

10.  ADRML: anticancer drug response prediction using manifold learning.

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Journal:  Sci Rep       Date:  2020-08-28       Impact factor: 4.379
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