Literature DB >> 34095930

Structure-activity relationship of avocadyne.

Matthew Tcheng1, Vitor L S Cunha, Nawaz Ahmed, Xiaofan Liu, Richard W Smith, Kevin A Rea, Tariq A Akhtar, Angelo D'Alessandro, Mark D Minden, Jerry Vockley, George A O'Doherty, Todd L Lowary, Paul A Spagnuolo.   

Abstract

Avocado consumption is associated with numerous health benefits. Avocadyne is a terminally unsaturated, 17-carbon long acetogenin found almost exclusively in avocados with noted anti-leukemia and anti-viral properties. In this study, specific structural features such as the terminal triple bond, odd number of carbons, and stereochemistry are shown to be critical to its ability to suppress mitochondrial fatty acid oxidation and impart selective activity in vitro and in vivo. Together, this is the first study to conduct a structure-activity analysis on avocadyne and outline the chemical moieties critical to fatty acid oxidation suppression.

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Year:  2021        PMID: 34095930      PMCID: PMC8312404          DOI: 10.1039/d1fo00693b

Source DB:  PubMed          Journal:  Food Funct        ISSN: 2042-6496            Impact factor:   6.317


  32 in total

1.  Polyhydroxylated fatty alcohols derived from avocado suppress inflammatory response and provide non-sunscreen protection against UV-induced damage in skin cells.

Authors:  Gennady Rosenblat; Shai Meretski; Joseph Segal; Mark Tarshis; Avi Schroeder; Alexandra Zanin-Zhorov; Gilead Lion; Arieh Ingber; Malka Hochberg
Journal:  Arch Dermatol Res       Date:  2010-10-27       Impact factor: 3.017

2.  The mitochondria target drug avocatin B synergizes with induction chemotherapeutics to induce leukemia cell death.

Authors:  Matthew Tcheng; Ismael Samudio; Eric A Lee; Mark D Minden; Paul A Spagnuolo
Journal:  Leuk Lymphoma       Date:  2016-08-25

3.  Development and initial evaluation of a novel method for assessing tissue-specific plasma free fatty acid utilization in vivo using (R)-2-bromopalmitate tracer.

Authors:  N D Oakes; A Kjellstedt; G B Forsberg; T Clementz; G Camejo; S M Furler; E W Kraegen; M Olwegård-Halvarsson; A B Jenkins; B Ljung
Journal:  J Lipid Res       Date:  1999-06       Impact factor: 5.922

4.  New antibacterial agent isolated from the avocado pear.

Authors:  I Néeman; A Lifshitz; Y Kashman
Journal:  Appl Microbiol       Date:  1970-03

5.  Differential pharmacologic properties of the two C75 enantiomers: (+)-C75 is a strong anorectic drug; (-)-C75 has antitumor activity.

Authors:  Kamil Makowski; Paula Mera; David Paredes; Laura Herrero; Xavier Ariza; Guillermina Asins; Fausto G Hegardt; Jordi García; Dolors Serra
Journal:  Chirality       Date:  2013-05       Impact factor: 2.437

6.  A novel plant toxin, persin, with in vivo activity in the mammary gland, induces Bim-dependent apoptosis in human breast cancer cells.

Authors:  Alison J Butt; Caroline G Roberts; Alan A Seawright; Peter B Oelrichs; John K Macleod; Tracy Y E Liaw; Maria Kavallaris; Tiffany J Somers-Edgar; Gillian M Lehrbach; Colin K Watts; Robert L Sutherland
Journal:  Mol Cancer Ther       Date:  2006-09       Impact factor: 6.261

7.  Analytical Method To Detect and Quantify Avocatin B in Hass Avocado Seed and Pulp Matter.

Authors:  Nawaz Ahmed; Richard W Smith; Juan J Aristizabal Henao; Ken D Stark; Paul A Spagnuolo
Journal:  J Nat Prod       Date:  2018-03-22       Impact factor: 4.050

8.  Stereospecificity of the inhibition by etomoxir of fatty acid and cholesterol synthesis in isolated rat hepatocytes.

Authors:  L Agius; E J Meredith; H S Sherratt
Journal:  Biochem Pharmacol       Date:  1991-10-09       Impact factor: 5.858

9.  Leukemic Stem Cells Evade Chemotherapy by Metabolic Adaptation to an Adipose Tissue Niche.

Authors:  Haobin Ye; Biniam Adane; Nabilah Khan; Timothy Sullivan; Mohammad Minhajuddin; Maura Gasparetto; Brett Stevens; Shanshan Pei; Marlene Balys; John M Ashton; Dwight J Klemm; Carolien M Woolthuis; Alec W Stranahan; Christopher Y Park; Craig T Jordan
Journal:  Cell Stem Cell       Date:  2016-06-30       Impact factor: 24.633

10.  The plasma lipidome in acute myeloid leukemia at diagnosis in relation to clinical disease features.

Authors:  Thomas Pabst; Linda Kortz; Georg M Fiedler; Uta Ceglarek; Jeffrey R Idle; Diren Beyoğlu
Journal:  BBA Clin       Date:  2017-03-08
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  1 in total

1.  The Enigmatic Aliphatic Acetogenins and Their Correlations With Lipids During Seed Germination and Leaf Development of Avocado (Persea americana Mill.).

Authors:  Álvaro Colin-Oviedo; Sara M Garza-Aguilar; Luis Martín Marín-Obispo; Dariana Graciela Rodríguez-Sánchez; Víctor Trevino; Carmen Hernández-Brenes; Rocío I Díaz de la Garza
Journal:  Front Plant Sci       Date:  2022-05-03       Impact factor: 6.627

  1 in total

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