Syntheses of tanshinone anhydrides and their suppression on oxidized LDL uptake in macrophages and foam cell formation.
We synthesized eight tanshinone anhydrides and the alcoholytic derivatives through a mild oxygen-insertion under Pd/C catalytic hydrogenation conditions. The suppressive effects of the anhydrides on the oxidized low-density lipoprotein (oxLDL) uptake and the oxLDL-induced macrophage-derived foam cell formation were studied. Our results revealed that both anhydrides 1a and 2a could significantly suppress the oxLDL uptake in macrophages and the foam cell formation at micromolar level, which might be partially attributed to their inhibition of oxLDL-induced LOX-1 expression in macrophages.
Xiao-Bing
XB
Li
Xi
X
Cheng
Da-Li
DL
Zhang
Hai-Qiang
HQ
Wu
Jian-Tao
JT
Ye
Jun
J
Du
Zhi-Shu
ZS
Huang
Lian-Quan
LQ
Gu
Lin-Kun
LK
An
D045784:Abietanes / Q000138:chemical synthesis*; D000812:Anhydrides / Q000138:chemical synthesis; D000818:Animals; D000972:Antineoplastic Agents, Phytogenic / Q000138:chemical synthesis*; D001391:Azo Compounds; D002384:Catalysis; D045744:Cell Line, Tumor; D008078:Cholesterol, LDL / Q000378:metabolism; D004396:Coloring Agents; D005487:Foam Cells / Q000378:metabolism*; D007202:Indicators and Reagents; D008077:Lipoproteins, LDL / Q000378:metabolism*; D008264:Macrophages / Q000378:metabolism*; D009682:Magnetic Resonance Spectroscopy; D051379:Mice; D013778:Tetrazolium Salts; D013844:Thiazoles
D045784:Abietanes; D000812:Anhydrides; D000972:Antineoplastic Agents, Phytogenic; D001391:Azo Compounds; D008078:Cholesterol, LDL; D004396:Coloring Agents; D007202:Indicators and Reagents; D008077:Lipoproteins, LDL; D013778:Tetrazolium Salts; D013844:Thiazoles; C099252:oxidized low density lipoprotein; C021751:tanshinone; C022616:thiazolyl blue; C011049:oil red O