NOTE

Two New Linear Monoterpenoids from Swertia mussotii

  • Cao Tuanwu ,
  • He Kang ,
  • Geng Chang'an ,
  • Zhang Xuemei ,
  • Zhou Jun ,
  • Chen Jijun
Expand
  • a State Key Laboratory of Phytochemistry and Plant Resources in West China, Kunming Institute of Botany, Chinese Academy of Sciences, Kunming 650201;
    b Laboratory of Natural Medicine Research and Development in Wuling Mountain, School of Chemistry and Chemical Engineering, Yangtze Normal University, Fuling 408100

Received date: 2016-03-23

  Revised date: 2016-04-29

  Online published: 2016-06-01

Supported by

Project supported by the National Science Foundation of China for Distinguished Young Scholar (No.81025023).

Abstract

Investigation on Swertia mussotii resulted in four compounds by means of various chromatographic techniques (silica gel, Sephadex LH-20, RP-LC and Pre-HPLC). Their structures were determined as (S,2E,6E)-4,8-dihydroxy-2,6-dime-thylocta-2,6-dienoic acid (1), (S,2E,6E)-8-(formyloxy)-4-hydroxy-2,6-dimethylocta-2,6-dienoic acid (2), swerimilegenins B and C (3 and 4) on the basis of extensive spectroscopic analyses including MS, IR, UV, 1D- and 2D-NMR. Among them, compounds 1 and 2 are two new linear monoterpenoids named as swerimusic acids C (1) and D (2), compounds 3 and 4 are two unusual known secoiridoid aglycones of C9-skeleton obtained for the first time from this plant. Compounds 1~4 were evaluated for their anti-Hepatitis B Virus (HBV) activities on HepG2.2.15 cells line in vitro, but these compounds showed no anti-HBV activity at the maximal tesing concentration. Herin, we only report the isolation and structure elucidation of these compounds.

Cite this article

Cao Tuanwu , He Kang , Geng Chang'an , Zhang Xuemei , Zhou Jun , Chen Jijun . Two New Linear Monoterpenoids from Swertia mussotii[J]. Chinese Journal of Organic Chemistry, 2016 , 36(9) : 2216 -2219 . DOI: 10.6023/cjoc201603038

References

[1] Flora Reipublicae Popularis Sinicae Editorial Board Flora Reipublicae Popularis Sinicae, Vol. 62, Science Press, Beijing, 1988, p. 400(in Chinese). (中国科学院中国植物志编委会, 中国植物志, 62卷, 科学出版社, 北京, 1988, p. 400.)
[2] Yang, Y.-C. Tibetan Medicine Records, People of Qinghai Press, Xining, 1992, p. 111(in Chinese). (杨永昌, 藏药志, 青海人民出版社, 西宁, 1992, p. 111.)
[3] Nanjing University of Chinese Medicine Dictionary of Tradi-tional Chinese Medicine, Shanghai Science and Technology Press, Shanghai, 2006, p. 3768(in Chinese). (南京中医药大学, 中药大辞典, 上海科学技术出版社, 上海, 2006, p. 3786.)
[4] Meng, X.-H.; Chen, D.-D.; Zhang, Y.-S.; Chen, G.-P. Drugs Clin. 2012, 27, 176(in Chinese). (孟宪华, 陈德道, 张樱山, 陈根平, 现代药物与临床, 2012, 27, 176.)
[5] Luo, C.-T.; Zheng, H.-H.; Mao, S.-S.; Yang, M.-X.; Luo, C.; Chen, H. Planta Med. 2014, 80, 201.
[6] Luo, C.-T.; Mao, S.-S.; Liu, F.-L.; Yang, M.-X.; Chen, H.; Ku-rihara, H.; Li, Y. Fitoterapia 2013, 91, 140.
[7] Cao, T.-W. Ph.D. Dissertation, Kunming Institute of Botany, Chinese Academy of Science, Kunming, 2013(in Chinese). (曹团武, 博士论文, 中国科学院昆明植物研究所, 昆明, 2013.)
[8] (a) Cao, T.-W.; Geng, C.-A.; Ma, Y.-B.; He, K.; Wang, H.-L.; Zhou, N.-J.; Zhang, X.-M.; Tao, Y.-D.; Chen, J.-J. Planta Med. 2013, 79, 697. (b) Cao, T.-W.; Geng, C.-A.; Ma, Y.-B.; Zhang, X.-M.; Zhou, J.; Tao, Y.-D.; Chen, J.-J. Fitoterapia 2015, 102, 15.
[9] Geng, C.-A.; Zhang, X.-M.; Ma, Y.-B.; Huang, X.-Y.; Chen, J.-J. Nat. Prod. Bioprospect. 2013, 3, 243.
[10] Yoshikawa, M.; Nakamura, S.; Li, X.-Z.; Matsuda, H. Chem. Pharm. Bull. 2008, 56, 695.
[11] Li, W.; Du, D.-Q.; Koike, K. Chem. Pharm. Bull. 2008, 56, 1047.
[12] Liu, Z.-S.; Lan, J.; Li. Y.-L. Tetrahedron:Asymmetry 1998, 9, 3755.

Outlines

/