Polyunsaturated Fatty Acid

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Lydia Bowman - One of the best experts on this subject based on the ideXlab platform.

  • Polyunsaturated Fatty Acid amides from the zanthoxylum genus from culinary curiosities to probes for chemical biology
    Natural Product Reports, 2018
    Co-Authors: Jason J Chruma, Douglas J Cullen, Lydia Bowman
    Abstract:

    Covering up to February 2017 The pericarps of several species from the Zanthoxylum genus, a.k.a. the “prickly ash”, have long been used for culinary purposes throughout Asia, most notably in the Sichuan (previously Szechuan) cuisine of Southwestern China, due to the unique tingling and numbing orosensations arising from a collection of Polyunsaturated Fatty Acid amide (alkamide) constituents. The past decade has experienced dramatically increased academic and industrial interest in these pungent Zanthoxylum-derived alkamides, with a concomitant explosion in studies aimed at elucidating the specific biochemical mechanisms behind several medically-relevant biological activities exhibited by the natural products. This rapid increase in interest is partially fueled by advances in organic synthesis reported within the past few years that finally have allowed for the production of diastereomerically-pure Zanthoxylum alkamides and related analogs in multigram quantities. Herein is a comprehensive review of the discovery, total synthesis, and biological evaluation of Zanthoxylum-derived Polyunsaturated Fatty Acid amides and synthetic analogues. Critical insights into how chemical synthesis can further benefit future chemical biology efforts in the field are also provided.

  • Polyunsaturated Fatty Acid amides from the Zanthoxylum genus – from culinary curiosities to probes for chemical biology
    Natural Product Reports, 2018
    Co-Authors: Jason J Chruma, Douglas J Cullen, Lydia Bowman
    Abstract:

    Covering up to February 2017 The pericarps of several species from the Zanthoxylum genus, a.k.a. the “prickly ash”, have long been used for culinary purposes throughout Asia, most notably in the Sichuan (previously Szechuan) cuisine of Southwestern China, due to the unique tingling and numbing orosensations arising from a collection of Polyunsaturated Fatty Acid amide (alkamide) constituents. The past decade has experienced dramatically increased academic and industrial interest in these pungent Zanthoxylum-derived alkamides, with a concomitant explosion in studies aimed at elucidating the specific biochemical mechanisms behind several medically-relevant biological activities exhibited by the natural products. This rapid increase in interest is partially fueled by advances in organic synthesis reported within the past few years that finally have allowed for the production of diastereomerically-pure Zanthoxylum alkamides and related analogs in multigram quantities. Herein is a comprehensive review of the discovery, total synthesis, and biological evaluation of Zanthoxylum-derived Polyunsaturated Fatty Acid amides and synthetic analogues. Critical insights into how chemical synthesis can further benefit future chemical biology efforts in the field are also provided.

Jason J Chruma - One of the best experts on this subject based on the ideXlab platform.

  • Polyunsaturated Fatty Acid amides from the zanthoxylum genus from culinary curiosities to probes for chemical biology
    Natural Product Reports, 2018
    Co-Authors: Jason J Chruma, Douglas J Cullen, Lydia Bowman
    Abstract:

    Covering up to February 2017 The pericarps of several species from the Zanthoxylum genus, a.k.a. the “prickly ash”, have long been used for culinary purposes throughout Asia, most notably in the Sichuan (previously Szechuan) cuisine of Southwestern China, due to the unique tingling and numbing orosensations arising from a collection of Polyunsaturated Fatty Acid amide (alkamide) constituents. The past decade has experienced dramatically increased academic and industrial interest in these pungent Zanthoxylum-derived alkamides, with a concomitant explosion in studies aimed at elucidating the specific biochemical mechanisms behind several medically-relevant biological activities exhibited by the natural products. This rapid increase in interest is partially fueled by advances in organic synthesis reported within the past few years that finally have allowed for the production of diastereomerically-pure Zanthoxylum alkamides and related analogs in multigram quantities. Herein is a comprehensive review of the discovery, total synthesis, and biological evaluation of Zanthoxylum-derived Polyunsaturated Fatty Acid amides and synthetic analogues. Critical insights into how chemical synthesis can further benefit future chemical biology efforts in the field are also provided.

  • Polyunsaturated Fatty Acid amides from the Zanthoxylum genus – from culinary curiosities to probes for chemical biology
    Natural Product Reports, 2018
    Co-Authors: Jason J Chruma, Douglas J Cullen, Lydia Bowman
    Abstract:

    Covering up to February 2017 The pericarps of several species from the Zanthoxylum genus, a.k.a. the “prickly ash”, have long been used for culinary purposes throughout Asia, most notably in the Sichuan (previously Szechuan) cuisine of Southwestern China, due to the unique tingling and numbing orosensations arising from a collection of Polyunsaturated Fatty Acid amide (alkamide) constituents. The past decade has experienced dramatically increased academic and industrial interest in these pungent Zanthoxylum-derived alkamides, with a concomitant explosion in studies aimed at elucidating the specific biochemical mechanisms behind several medically-relevant biological activities exhibited by the natural products. This rapid increase in interest is partially fueled by advances in organic synthesis reported within the past few years that finally have allowed for the production of diastereomerically-pure Zanthoxylum alkamides and related analogs in multigram quantities. Herein is a comprehensive review of the discovery, total synthesis, and biological evaluation of Zanthoxylum-derived Polyunsaturated Fatty Acid amides and synthetic analogues. Critical insights into how chemical synthesis can further benefit future chemical biology efforts in the field are also provided.

Douglas J Cullen - One of the best experts on this subject based on the ideXlab platform.

  • Polyunsaturated Fatty Acid amides from the zanthoxylum genus from culinary curiosities to probes for chemical biology
    Natural Product Reports, 2018
    Co-Authors: Jason J Chruma, Douglas J Cullen, Lydia Bowman
    Abstract:

    Covering up to February 2017 The pericarps of several species from the Zanthoxylum genus, a.k.a. the “prickly ash”, have long been used for culinary purposes throughout Asia, most notably in the Sichuan (previously Szechuan) cuisine of Southwestern China, due to the unique tingling and numbing orosensations arising from a collection of Polyunsaturated Fatty Acid amide (alkamide) constituents. The past decade has experienced dramatically increased academic and industrial interest in these pungent Zanthoxylum-derived alkamides, with a concomitant explosion in studies aimed at elucidating the specific biochemical mechanisms behind several medically-relevant biological activities exhibited by the natural products. This rapid increase in interest is partially fueled by advances in organic synthesis reported within the past few years that finally have allowed for the production of diastereomerically-pure Zanthoxylum alkamides and related analogs in multigram quantities. Herein is a comprehensive review of the discovery, total synthesis, and biological evaluation of Zanthoxylum-derived Polyunsaturated Fatty Acid amides and synthetic analogues. Critical insights into how chemical synthesis can further benefit future chemical biology efforts in the field are also provided.

  • Polyunsaturated Fatty Acid amides from the Zanthoxylum genus – from culinary curiosities to probes for chemical biology
    Natural Product Reports, 2018
    Co-Authors: Jason J Chruma, Douglas J Cullen, Lydia Bowman
    Abstract:

    Covering up to February 2017 The pericarps of several species from the Zanthoxylum genus, a.k.a. the “prickly ash”, have long been used for culinary purposes throughout Asia, most notably in the Sichuan (previously Szechuan) cuisine of Southwestern China, due to the unique tingling and numbing orosensations arising from a collection of Polyunsaturated Fatty Acid amide (alkamide) constituents. The past decade has experienced dramatically increased academic and industrial interest in these pungent Zanthoxylum-derived alkamides, with a concomitant explosion in studies aimed at elucidating the specific biochemical mechanisms behind several medically-relevant biological activities exhibited by the natural products. This rapid increase in interest is partially fueled by advances in organic synthesis reported within the past few years that finally have allowed for the production of diastereomerically-pure Zanthoxylum alkamides and related analogs in multigram quantities. Herein is a comprehensive review of the discovery, total synthesis, and biological evaluation of Zanthoxylum-derived Polyunsaturated Fatty Acid amides and synthetic analogues. Critical insights into how chemical synthesis can further benefit future chemical biology efforts in the field are also provided.

Robert Wilkinson - One of the best experts on this subject based on the ideXlab platform.

Xavier M. Leverve - One of the best experts on this subject based on the ideXlab platform.

  • Mitochondrial Adaptation to in vivo Polyunsaturated Fatty Acid Deficiency: Increase in Phosphorylation Efficiency
    Journal of Bioenergetics and Biomembranes, 2001
    Co-Authors: Véronique Nogueira, Michel Rigoulet, Marie-astrid Piquet, Anne Devin, Christelle Fiore, Eric Fontaine, Gérard Brandolin, Xavier M. Leverve
    Abstract:

    Polyunsaturated Fatty Acid (PUFA) deficiency affects respiratory rate both in isolated mitochondria and in hepatocytes, an effect that is normally ascribed to major changes in membrane composition causing, in turn, protonophoriclike effects. In this study, we have compared the properties of hepatocytes isolated from PUFA-deficient rats with those from control animals treated with concentrations of the protonophoric uncoupler 2,4-dinitrophenol (DNP). Despite identical respiratory rate and in situ mitochondrial membrane potential (ΔΨ), mitochondrial and cytosolic ATP/ADP–P_i ratios were significantly higher in PUFA-deficient cells than in control cells treated with DNP. We show that PUFA-deficient cells display an increase of phosphorylation efficiency, a higher mitochondrial ATP/ADP–P_i ratio being maintained despite the lower ΔΨ. This is achieved by (1) decreasing mitochondrial P_i accumulation, (2) increasing ATP synthase activity, and (3) by increasing the flux control coefficient of adenine nucleotide translocation. As a consequence, oxidative phosphorylation efficiency was only slightly affected in PUFA-deficient animals as compared to protonophoric uncoupling (DNP). Thus, the energy waste induced by PUFA deficiency on the processes that generate the proton motive force (pmf) is compensated in vivo by powerful adaptive mechanisms that act on the processes that use the pmf to synthesize ATP.

  • Mitochondrial adaptation to in vivo Polyunsaturated Fatty Acid deficiency: increase in phosphorylation efficiency.
    Journal of Bioenergetics, 2001
    Co-Authors: Véronique Nogueira, Michel Rigoulet, Marie-astrid Piquet, Anne Devin, Christelle Fiore, Eric Fontaine, Gérard Brandolin, Xavier M. Leverve
    Abstract:

    Polyunsaturated Fatty Acid (PUFA) deficiency affects respiratory rate both in isolated mitochondria and in hepatocytes, an effect that is normally ascribed to major changes in membrane composition causing, in turn, protonophoriclike effects. In this study, we have compared the properties of hepatocytes isolated from PUFA-deficient rats with those from control animals treated with concentrations of the protonophoric uncoupler 2,4-dinitrophenol (DNP). Despite identical respiratory rate and in situ mitochondrial membrane potential (delta psi), mitochondrial and cytosolic ATP/ADP-Pi ratios were significantly higher in PUFA-deficient cells than in control cells treated with DNP. We show that PUFA-deficient cells display an increase of phosphorylation efficiency, a higher mitochondrial ATP/ADP-Pi ratio being maintained despite the lower delta psi. This is achieved by (1) decreasing mitochondrial Pi accumulation, (2) increasing ATP synthase activity, and (3) by increasing the flux control coefficient of adenine nucleotide translocation. As a consequence, oxidative phosphorylation efficiency was only slightly affected in PUFA-deficient animals as compared to protonophoric uncoupling (DNP). Thus, the energy waste induced by PUFA deficiency on the processes that generate the proton motive force (pmf) is compensated in vivo by powerful adaptive mechanisms that act on the processes that use the pmf to synthesize ATP.