title: New urushiols with platelet aggregation inhibitory activities from resin of Toxicodendron vernicifluum.
abstract: Eight new urushiol-type compounds (1-7b), along with seven known compounds were isolated from the resin of Toxicodendron vernicifluum Stokes. Their structures were determined by extensive spectroscopic methods, included (1)H NMR, (13)C NMR, HMQC, HMBC, HRESIMS, EI-MS in combination with CD methods. All the compounds except 7a and 7b were evaluated for their anti-platelet aggregation activities in vitro. Among them, compound 5 (IC50=5.12±0.85μmol/L), with a vic-diol moiety in the long alkyl chain showed the most potent inhibitory of platelet aggregation activity induced by ADP. In addition, compound 6 showed the effect of anti-platelet aggregation induced by AA with the IC50 value of 3.09±0.70μmol/L. Thus, these compounds might be the active components to the traditional use of Resina Toxicodendri for breaking up blood stasis, which could be related to the anti-platelet aggregation.
authors.affiliation: Department of Natural Medicinal Chemistry, China Pharmaceutical University, Nanjing 210009, China.
authors.forename: Ya
authors.initials: Y
authors.lastname: Xie
authors.affiliation: Department of Natural Medicinal Chemistry, China Pharmaceutical University, Nanjing 210009, China; Key Laboratory of Biomedical Functional Materials, China Pharmaceutical University, Nanjing 211198, China.
authors.forename: Jie
authors.initials: J
authors.lastname: Zhang
authors.affiliation: Department of Pharmaceutical Analysis, China Pharmaceutical University, Nanjing 210009, China.
authors.forename: Wenyuan
authors.initials: W
authors.lastname: Liu
authors.affiliation: Jiangxi Qingfeng Pharmaceutical Ltd., Ganzhou 341000, China, China.
authors.forename: Ning
authors.initials: N
authors.lastname: Xie
authors.affiliation: Department of Natural Medicinal Chemistry, China Pharmaceutical University, Nanjing 210009, China; Key Laboratory of Biomedical Functional Materials, China Pharmaceutical University, Nanjing 211198, China.
authors.forename: Feng
authors.initials: F
authors.lastname: Feng
authors.affiliation: Department of Natural Medicinal Chemistry, China Pharmaceutical University, Nanjing 210009, China; Key Laboratory of Biomedical Functional Materials, China Pharmaceutical University, Nanjing 211198, China.
authors.forename: Wei
authors.initials: W
authors.lastname: Qu
mesh_terms: D000818:Animals; D002396:Catechols / Q000737:chemistry* / Q000302:isolation & purification; D015394:Molecular Structure; D010974:Platelet Aggregation / Q000187:drug effects*; D011817:Rabbits; D012116:Resins, Plant / Q000737:chemistry*; D012251:Toxicodendron / Q000737:chemistry*
chemical_list: D002396:Catechols; D012116:Resins, Plant; C003747:urushiol
keywords: 3,3′-(8Z)-6-hexadecene-1,16-diylbis-phenol (PubChem CID: 71423917); 3-(10E)-10-pentadecen-1-yl-phenol (PubChem CID: 101142736); 3-(10Z)-10-heptadecenyl-1,2-benzenediol (PubChem CID: 14886146); 3-(10Z,13E)-10,13-heptadecadien-1-yl-1,2-benzenediol (PubChem CID: 101183965); 3-(10′(Z)-pentadecenyl)phenol (PubChem CID: 56659654); 3-heptadecylcatechol (PubChem CID: 119222); 3-heptylphenol (PubChem CID: 33667); Anti-platelet aggregation; Resina Toxicodendri; Urushiols