Synthesis of trans-vaccenic acid and cis-9-trans-11-conjugated linoleic acid

被引：22
|
作者：
Duffy, PE
Quinn, SM
Roche, HM
Evans, P [1 ]
机构：
[1] Univ Dublin Trinity Coll, Sch Chem, Ctr Synth & Chem Biol, Dublin 2, Ireland
[2] Inst Mol Med, Dept Clin Med, Nutrigenom Res Grp, St James Hosp, Dublin 8, Ireland
来源：
TETRAHEDRON | 2006年 / 62卷 / 20期
关键词：
D O I：
10.1016/j.tet.2006.03.006
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
The preparation of the monounsaturated fatty acid, trans-vaccenic acid 4 (TVA), using both Wittig and one-pot Julia-Kocienski olefination protocol, was achieved in good yield. Similarly a Wittig approach was employed for the stereoselective synthesis of cis-9-trans-11-conjugated linoleic acid 2 from trans-2-nonenal and (8-carboxyoctyl)triphenylphosphonium bromide 12. (c) 2006 Elsevier Ltd. All rights reserved.
引用
收藏
页码：4838 / 4843
页数：6
相关论文
共 50 条
  • [41] Influence of breed on bovine milk cis-9, trans-11-conjugated linoleic acid content
    Lawless, F
    Stanton, C
    L'Escop, P
    Devery, R
    Dillon, P
    Murphy, JJ
    LIVESTOCK PRODUCTION SCIENCE, 1999, 62 (01): : 43 - 49
  • [42] An efficient method for enzymatic purification of cis-9,trans-11 isomer of conjugated linoleic acid
    Niezgoda, Natalia
    Wawrzenczyk, Czeslaw
    JOURNAL OF MOLECULAR CATALYSIS B-ENZYMATIC, 2014, 100 : 40 - 48
  • [43] Incorporation of cis-9, trans-11 conjugated linoleic acid and vaccenic acid (trans-11 18 : 1) into plasma and leucocyte lipids in healthy men consuming dairy products naturally enriched in these fatty acids
    Burdge, GC
    Tricon, S
    Morgan, R
    Kliem, KE
    Childs, C
    Jones, E
    Russell, JJ
    Grimble, RF
    Williams, CM
    Yaqoob, P
    Calder, PC
    BRITISH JOURNAL OF NUTRITION, 2005, 94 (02) : 237 - 243
  • [44] Trans10, cis12-conjugated linoleic acid exhibits a stronger antioxidant capacity than cis9, trans11-conjugated linoleic acid in primary cultures of laying hen hepatocytes
    Qi, Xiao-long
    Wang, Jing
    Yue, Hong-yuan
    Wu, Shu-geng
    Zhang, Ya-nan
    Ni, He-min
    Guo, Yong
    Zhang, Hai-jun
    Qi, Guang-hai
    POULTRY SCIENCE, 2018, 97 (12) : 4415 - 4424
  • [45] Effects of source and level of dietary lipid on in vitro production of conjugated linoleic acid and trans vaccenic acid
    Qiu, X.
    Griswold, K. E.
    Apgar, G. A.
    Murdach, D. W.
    Frantz, E. D.
    Hastings, D. L.
    Jacobson, B. N.
    POULTRY SCIENCE, 2004, 83 : 307 - 307
  • [46] The effects of feeding trans-10, cis-12 and cis-9, trans-11 conjugated linoleic acid on broiler breeder growth
    Clarke, E. J.
    Lock, A. L.
    Garland, P.
    Bauman, D. E.
    Mann, G. E.
    JOURNAL OF DAIRY SCIENCE, 2005, 88 : 31 - 31
  • [47] Altered lipid response in hamsters fed cis-9,trans-11+trans-8,cis-10 conjugated linoleic acid mixture
    Bissonauth, Vishnee
    Chouinard, P. Yvan
    Marin, Johanne
    Leblanc, Nadine
    Richard, Denis
    Jacques, Helene
    LIPIDS, 2008, 43 (03) : 251 - 258
  • [48] Effects of cis-9, trans-11 and trans-10, cis-12 conjugated linoleic acid supplementation on maternal reproductive parameters
    de Freitas, Danielle Storino
    de Gouvea Lopes, Guilherme Antonio
    Nascimento, Barbara Rodrigues
    Magalhaes, Breno Augusto
    Madureira, Ana Paula
    Almeida Campos-Junior, Paulo Henrique
    ZYGOTE, 2022, 30 (06) : 863 - 871
  • [49] The effects of feeding trans-10, cis-12 and cis-9, trans-11 conjugated linoleic acid on broiler breeder growth
    Clarke, E. J.
    Lock, A. L.
    Garland, P.
    Bauman, D. E.
    Mann, G. E.
    JOURNAL OF ANIMAL SCIENCE, 2005, 83 : 31 - 31
  • [50] Enhancement of antibody synthesis in rats by feeding cis-9,trans-11 conjugated linoleic acid during early life
    Ramirez-Santana, Carolina
    Castellote, Cristina
    Castell, Margarida
    Molto-Puigmarti, Carolina
    Rivero, Montserrat
    Perez-Cano, Francisco J.
    Franch, Angels
    JOURNAL OF NUTRITIONAL BIOCHEMISTRY, 2011, 22 (05): : 495 - 501
12345