Literature DB >> 28408222

Recent advances in the chemistry and biology of anti-inflammatory and specialized pro-resolving mediators biosynthesized from n-3 docosapentaenoic acid.

Anders Vik1, Jesmond Dalli2, Trond Vidar Hansen3.   

Abstract

Several novel oxygenated polyunsaturated lipid mediators biosynthesized from n-3 docosapentaenoic acid were recently isolated from murine inflammatory exudates and human primary cells. These compounds belong to a distinct family of specialized pro-resolving mediators, and display potent in vivo anti-inflammatory and pro-resolution effects. The endogenously formed specialized pro-resolving mediators have attracted a great interest as lead compounds in drug discovery programs towards the development of new classes of drugs that dampen inflammation without interfering with the immune response. Detailed information on the chemical structures, cellular functions and distinct biosynthetic pathways of specialized pro-resolving lipid mediators is a central aspect of these biological actions. Herein, the isolation, structural elucidation, biosynthetic pathways, total synthesis and bioactions of the n-3 docosapentaenoic acid derived mediators PD1n-3 DPA and MaR1n-3 DPA are discussed. In addition, a brief discussion of a novel family of mediators derived from n-3 docosapentaenoic acid, termed 13-series resolvins is included.
Copyright © 2017 Elsevier Ltd. All rights reserved.

Entities:  

Keywords:  13-Series resolvins; Inflammation; MaR1(n-3 DPA); PD1(n-3 DPA); Pro-resolution; RvTs; Specialized pro-resolving mediators

Mesh:

Substances:

Year:  2017        PMID: 28408222     DOI: 10.1016/j.bmcl.2017.03.079

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


  20 in total

1.  Resolving Inflammation: Synthesis, Configurational Assignment, and Biological Evaluations of RvD1n-3 DPA.

Authors:  Jørn Eivind Tungen; Lisa Gerstmann; Anders Vik; Roberta De Matteis; Romain Alexandre Colas; Jesmond Dalli; Nan Chiang; Charles Nicholas Serhan; Markus Kalesse; Trond Vidar Hansen
Journal:  Chemistry       Date:  2018-12-20       Impact factor: 5.236

Review 2.  Resolvins in inflammation: emergence of the pro-resolving superfamily of mediators.

Authors:  Charles N Serhan; Bruce D Levy
Journal:  J Clin Invest       Date:  2018-05-14       Impact factor: 14.808

Review 3.  Specialized pro-resolving mediator network: an update on production and actions.

Authors:  Nan Chiang; Charles N Serhan
Journal:  Essays Biochem       Date:  2020-09-23       Impact factor: 8.000

4.  n-3 Docosapentaenoic Acid Intake and Relationship with Plasma Long-Chain n-3 Fatty Acid Concentrations in the United States: NHANES 2003-2014.

Authors:  Chesney K Richter; Karl Stessy Bisselou; Tara M Nordgren; Lynette Smith; Adams Kusi Appiah; Nicholas Hein; Ann Anderson-Berry; Penny Kris-Etherton; Corrine Hanson; Ann C Skulas-Ray
Journal:  Lipids       Date:  2019-04       Impact factor: 1.880

5.  First total syntheses of the pro-resolving lipid mediators 7(S),13(R),20(S)-Resolvin T1 and 7(S),13(R)-Resolvin T4.

Authors:  Ana R Rodriguez; Bernd W Spur
Journal:  Tetrahedron Lett       Date:  2019-12-05       Impact factor: 2.415

6.  Synthesis of Two Stereoisomers of Potentially Bioactive 13,19,20-Trihydroxy Derivative of Docosahexaenoic Acid.

Authors:  Narihito Ogawa; Shinsaku Sone; Song Hong; Yan Lu; Yuichi Kobayashi
Journal:  Synlett       Date:  2020-08-17       Impact factor: 2.454

7.  First total synthesis of the pro-resolving lipid mediator 7(S),12(R),13(S)-Resolvin T2 and its 13(R)-epimer.

Authors:  Ana R Rodriguez; Bernd W Spur
Journal:  Tetrahedron Lett       Date:  2020-03-19       Impact factor: 2.415

8.  Structural insights into Resolvin D4 actions and further metabolites via a new total organic synthesis and validation.

Authors:  Jeremy W Winkler; Stephania Libreros; Xavier De La Rosa; Brian E Sansbury; Paul C Norris; Nan Chiang; David Fichtner; Gregory S Keyes; Nicholas Wourms; Matthew Spite; Charles N Serhan
Journal:  J Leukoc Biol       Date:  2018-01-29       Impact factor: 4.962

9.  Synthesis of protectin D1 analogs: novel pro-resolution and radiotracer agents.

Authors:  J E Tungen; M Aursnes; S Ramon; R A Colas; C N Serhan; D E Olberg; S Nuruddin; F Willoch; T V Hansen
Journal:  Org Biomol Chem       Date:  2018-09-19       Impact factor: 3.876

10.  A new synthetic protectin D1 analog 3-oxa-PD1n-3 DPA reduces neuropathic pain and chronic itch in mice.

Authors:  Jannicke Irina Nesman; Ouyang Chen; Xin Luo; Ru-Rong Ji; Charles N Serhan; Trond Vidar Hansen
Journal:  Org Biomol Chem       Date:  2021-03-09       Impact factor: 3.876

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