Synthesis of wax esters and related trehalose esters from Mycobacterium avium and other mycobacteria

被引:6
|
作者
Taher, Salam G. [1 ,3 ]
Al Dulayymi, Juma'a R. [1 ]
Tima, H. Giresse [2 ]
Ali, Hanan M. [1 ]
Romano, Marta [2 ]
Baird, Mark S. [1 ]
机构
[1] Bangor Univ, Sch Chem, Bangor LL57 2UW, Gwynedd, Wales
[2] Sci Inst Publ Hlth WIV ISP, OD Communicable & Infect Dis, Host Pathogen Interact Sci Serv Immunol, B-1180 Brussels, Belgium
[3] Koya Univ, Fac Sci & Hlth, Dept Chem, Koysinjaq, Iraq
基金
欧盟地平线“2020”;
关键词
Wax ester; Mycobacterium avium; TDM; TMM; Trehalose dimycolate; Trehalose monomycolate; Inflammation; MYCOLIC ACID PATTERNS; CORD-FACTOR; PULMONARY-DISEASE; RAPID SERODIAGNOSIS; ENZYME-IMMUNOASSAY; IGG ANTIBODY; THIN-LAYER; CELL-WALL; TUBERCULOSIS; COMPLEX;
D O I
10.1016/j.tet.2016.05.004
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
The synthesis of mycobacterial mycolic acid related wax esters and of their trehalose di- and mono-esters is described. The trehalose dimycolates (TDMs) synthesised activated bone marrow derived dendritic cells (BMDCs) in vitro more strongly than trehalose dibehenate or the trehalose monomycolates (TMMs). The inflammatory effects were similar to those of TDM from either a synthetic keto- or methoxy-mycolic acid, but somewhat stronger than those of a TDM from an a-mycolic acid. In vivo, the effects of one wax ester TDM were similar to those of the methoxy-MA and a-mycolic acid TDMs and trehalose dibehenate. (C) 2016 Elsevier Ltd. All rights reserved.
引用
收藏
页码:3863 / 3876
页数:14
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