Total synthesis of (+/-)-paeonilide.
The total synthesis of paeonilide, a natural anti-PAF (platelet-activating factor) new skeleton monoterpenoid with an IC(50) value of 8 microg/mL, was achieved in 16 steps with 15% overall yield from commercially available 2-hydroxy-4-methylacetophenone. [reaction: see text]
Wang
Chenying
C
State Key Laboratory of Phytochemistry and Plant Resources in West China, Kunming Institute of Botany, Chinese Academy of Sciences, Kunming, Yunnan 650204, People's Republic of China.
Liu
Jikai
J
Ji
Yanhua
Y
Zhao
Jingfeng
J
Li
Liang
L
Zhang
Hongbin
H
D000098:Acetophenones / Q000737:chemistry*; D020128:Inhibitory Concentration 50; D015394:Molecular Structure; D029596:Paeonia / Q000737:chemistry; D018517:Plant Roots / Q000737:chemistry; D010946:Plants, Medicinal / Q000737:chemistry; D010972:Platelet Activating Factor / Q000037:antagonists & inhibitors / Q000138:chemical synthesis* / Q000737:chemistry; D013237:Stereoisomerism; D013729:Terpenes / Q000138:chemical synthesis* / Q000737:chemistry
C518270:2-hydroxy-4-methylacetophenone; D000098:Acetophenones; D010972:Platelet Activating Factor; D013729:Terpenes; C416702:paeonilide