Sesquiterpenoids and triterpenoids from Secamone lanceolata blume with inhibitory effects on nitric oxide production

  • Fitoterapia. 2019 Mar;133:5-11. doi: 10.1016/j.fitote.2018.11.016.
Panpan Yang  1 ,  Wanfang Zhu  1 ,  Jian Xu  1 ,  Wenyuan Liu  2 ,  Zhenhuan Dong  2 ,  Takashi Kikuchi  3 ,  Takeshi Yamada  3 ,  Ning Xie  4 ,  Feng Feng  5 ,  Jie Zhang  6
Affiliations
  • 1. Department of Natural Medicinal Chemistry, China Pharmaceutical University, Nanjing 211198, China.
  • 2. Department of Pharmaceutical Analysis, China Pharmaceutical University, Nanjing 210009, China.
  • 3. Osaka University of Pharmaceutical Sciences, 4-20-1 Nasahara, Takatsuki, Osaka 569-1094, Japan.
  • 4. Jiangxi Qingfeng Pharmaceutical Ltd, Ganzhou 341000, China.
  • 5. Department of Natural Medicinal Chemistry, China Pharmaceutical University, Nanjing 211198, China; Key Laboratory of Biomedical Functional Materials, China Pharmaceutical University, Nanjing 211198, China; Jiangsu Food and Pharmaceutical Science College, Huaian, Jiangsu 223003, China. Electronic address: [email protected].
  • 6. Department of Natural Medicinal Chemistry, China Pharmaceutical University, Nanjing 211198, China; Key Laboratory of Biomedical Functional Materials, China Pharmaceutical University, Nanjing 211198, China. Electronic address: [email protected].
PMID: 30496812 DOI: 10.1016/j.fitote.2018.11.016
Abstract

Five previously undescribed sequiterpenoids, including three guaiane sesquiterpenoids secamonol A (2), secamonester (3), secamonether (4), and one elemanolide sequiterpenoid secamonol B (7), and one eudesmane sesquiterpenoid secamonol C (8) along with nine known compounds were isolated from Secamone lanceolata Blume. Their structures and absolute configurations were established by analyzing of NMR, CD, MS spectrum and single-crystal X-ray diffraction, as well as comparing with the literatures. Compounds 1 and 4-8 exhibited potential inhibition activities of NO production with IC50 values in the range of 27.9-57.5 μM with no obvious cytotoxicities even at the high concentration (100 μM). Whereas, compound 3 showed significant cytotoxicity with CC50 value of 5.6 μM against macrophages RAW264.7 Cells.

Keywords
Anti-inflammatory; Cytotoxicity; Secamone lanceolata Blume; Sesquiterpenoids.
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