1. Academic Validation
  2. New guaiane sesquiterpenes from Artemisia rupestris and their inhibitory effects on nitric oxide production

New guaiane sesquiterpenes from Artemisia rupestris and their inhibitory effects on nitric oxide production

  • Bioorg Med Chem Lett. 2014 Sep 15;24(18):4435-4438. doi: 10.1016/j.bmcl.2014.08.004.
Jiqin Hou 1 Huijun Dong 1 Ming Yan 2 Fengyan Zhu 1 Xiaoqi Zhang 3 Hao Wang 4 Wencai Ye 5 Ping Li 6
Affiliations

Affiliations

  • 1 State Key Laboratory of Natural Medicines, China Pharmaceutical University, Nanjing 210009, China; Department of Natural Medicinal Chemistry, China Pharmaceutical University, Nanjing 210009, China.
  • 2 National Drug Screening Laboratory, China Pharmaceutical University, 24 Nanjing 210009, China.
  • 3 Guangdong Province Key Laboratory of Pharmacodynamic Constituents of TCM and New Drugs Research, Jinan University, Guangzhou 510632, China.
  • 4 State Key Laboratory of Natural Medicines, China Pharmaceutical University, Nanjing 210009, China; Department of Natural Medicinal Chemistry, China Pharmaceutical University, Nanjing 210009, China. Electronic address: wanghao@cpu.edu.cn.
  • 5 Department of Natural Medicinal Chemistry, China Pharmaceutical University, Nanjing 210009, China; Guangdong Province Key Laboratory of Pharmacodynamic Constituents of TCM and New Drugs Research, Jinan University, Guangzhou 510632, China.
  • 6 State Key Laboratory of Natural Medicines, China Pharmaceutical University, Nanjing 210009, China.
Abstract

Phytochemical investigation of the ethanol extract of the aerial parts of Artemisia rupestris resulted in the isolation of three new guaiane Sesquiterpenes, (1R,7R,10S)-1-hydroxy-3-oxoguaia-4,11(13)-dien-12-oic acid (1), (1R,7R,10S)-10-hydroxy-3-oxoguaia-4,11(13)-dien-12-oic acid (2), pechueloic acid 12-O-β-d-glucopyranoside (3), together with 12 known compounds (4-15). The structures of these new compounds were established on the basis of extensive spectroscopic analysis and electronic circular dichroism (ECD) calculation. All isolates were evaluated for their in vitro inhibitory effects on nitric oxide (NO) production in lipopolysaccharide (LPS)-stimulated RAW 264.7 macrophages cells, and the structure-activity relationships were also discussed.

Keywords

Artemisia rupestris; Asteraceae; Guaiane sesquiterpenes; Nitric oxide inhibition.

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