Literature DB >> 20188548

2-Cyano-3,10-dioxooleana-1,9(11)-dien-28-oic acid anhydride. A novel and highly potent anti-inflammatory and cytoprotective agent.

Tadashi Honda1, Eric M Padegimas, Emilie David, Chitra Sundararajan, Karen T Liby, Charlotte Williams, Michael B Sporn, Melean Visnick.   

Abstract

2-Cyano-3,10-dioxooleana-1,9(11)-dien-28-oic acid anhydride (CDDO anhydride) has been synthesized, which is the first example of an oleanane triterpenoid anhydride. CDDO anhydride shows potency similar to or higher than the corresponding acid (CDDO) in various in vitro and in vivo assays related to inflammation and carcinogenesis. Notably, preliminary phamacokinetics studies show that CDDO anhydride levels are higher than CDDO levels in mouse tissues and blood. Further evaluation of CDDO anhydride is in progress. 2010 Elsevier Ltd. All rights reserved.

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Year:  2010        PMID： 20188548      PMCID： PMC2862379          DOI： 10.1016/j.bmcl.2010.02.007

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


  6 in total

1.  Design, synthesis, and anti-inflammatory activity both in vitro and in vivo of new betulinic acid analogues having an enone functionality in ring A.

Authors:  Tadashi Honda; Karen T Liby; Xiaobo Su; Chitra Sundararajan; Yukiko Honda; Nanjoo Suh; Renee Risingsong; Charlotte R Williams; Darlene B Royce; Michael B Sporn; Gordon W Gribble
Journal:  Bioorg Med Chem Lett       Date:  2006-09-25       Impact factor: 2.823

2.  A novel dicyanotriterpenoid, 2-cyano-3,12-dioxooleana-1,9(11)-dien-28-onitrile, active at picomolar concentrations for inhibition of nitric oxide production.

Authors:  Tadashi Honda; Yukiko Honda; Frank G Favaloro; Gordon W Gribble; Nanjoo Suh; Andrew E Place; Mara H Rendi; Michael B Sporn
Journal:  Bioorg Med Chem Lett       Date:  2002-04-08       Impact factor: 2.823

3.  Novel synthetic oleanane and ursane triterpenoids with various enone functionalities in ring A as inhibitors of nitric oxide production in mouse macrophages.

Authors:  T Honda; G W Gribble; N Suh; H J Finlay; B V Rounds; L Bore; F G Favaloro; Y Wang; M B Sporn
Journal:  J Med Chem       Date:  2000-05-04       Impact factor: 7.446

Review 4.  Heme oxygenase-1/carbon monoxide: from basic science to therapeutic applications.

Authors:  Stefan W Ryter; Jawed Alam; Augustine M K Choi
Journal:  Physiol Rev       Date:  2006-04       Impact factor: 37.312

5.  Synthetic oleanane and ursane triterpenoids with modified rings A and C: a series of highly active inhibitors of nitric oxide production in mouse macrophages.

Authors:  T Honda; B V Rounds; L Bore; H J Finlay; F G Favaloro; N Suh; Y Wang; M B Sporn; G W Gribble
Journal:  J Med Chem       Date:  2000-11-02       Impact factor: 7.446

6.  Synthesis of A-seco derivatives of betulinic acid with cytotoxic activity.

Authors:  Milan Urban; Jan Sarek; Jiri Klinot; Gabriela Korinkova; Marian Hajduch
Journal:  J Nat Prod       Date:  2004-07       Impact factor: 4.050
  6 in total
  1 in total

1.  The triterpenoid CDDO-Me inhibits bleomycin-induced lung inflammation and fibrosis.

Authors:  Ajit A Kulkarni; Thomas H Thatcher; Hsi-Min Hsiao; Keith C Olsen; Robert Matthew Kottmann; Jason Morrissette; Terry W Wright; Richard P Phipps; Patricia J Sime
Journal:  PLoS One       Date:  2013-05-31       Impact factor: 3.240
  1 in total

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