New urushiols with platelet aggregation inhibitory activities from resin of Toxicodendron vernicifluum

  • Fitoterapia. 2016 Jul:112:38-44. doi: 10.1016/j.fitote.2016.05.001.
Ya Xie  1 ,  Jie Zhang  2 ,  Wenyuan Liu  3 ,  Ning Xie  4 ,  Feng Feng  2 ,  Wei Qu  2
Affiliations
  • 1. Department of Natural Medicinal Chemistry, China Pharmaceutical University, Nanjing 210009, China.
  • 2. Department of Natural Medicinal Chemistry, China Pharmaceutical University, Nanjing 210009, China; Key Laboratory of Biomedical Functional Materials, China Pharmaceutical University, Nanjing 211198, China.
  • 3. Department of Pharmaceutical Analysis, China Pharmaceutical University, Nanjing 210009, China.
  • 4. Jiangxi Qingfeng Pharmaceutical Ltd., Ganzhou 341000, China, China.
PMID: 27156871 DOI: 10.1016/j.fitote.2016.05.001
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.

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.
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