Natural Products and Bioprospecting    2013, Vol. 3 Issue (5) : 233-237     DOI: 10.1007/s13659-013-0032-9
Regular Article |
Hypercohones A-C, acylphloroglucinol derivatives with homo-adamantane cores from Hypericum cohaerens
Xia LIUa,b, Xing-Wei YANGa,b, Chao-Qun CHENa, Chun-Yan WUa, Jing-Jing ZHANGa,b, Jun-Zeng MAa, Huan WANGa, Qin-Shi ZHAOa, Li-Xin YANGa, Gang XUa
a State Key Laboratory of Phytochemistry and Plant Resources in West China, Kunming Institute of Botany, Chinese Academy of Sciences, Kunming 650201, China;
b University of Chinese Academy of Sciences, Beijing 100049, China
Download: PDF(893 KB)   HTML ()  
Export: BibTeX | EndNote | Reference Manager | ProCite | RefWorks    
Abstract  Three new homo-adamantanyl type natural products were derived from polyprenylated polycyclic acylphloroglucinol. Hypercohones A-C (1-3), along with five other known hypercohones (4-8), were isolated from the aerial parts of Hypericum cohaerens. The structures of 1-3 were elucidated on the basis of comprehensive spectroscopic analysis. The inhibitory activities of these isolates against five human cancer cell lines in vitro were tested.
Keywords Hypericum cohaerens      adamantane      acylphloroglucinol      hypercohone     
Fund:The work was financially supported by the foundations from NSFC (20972167), the Young Academic Leader Raising Foundation of Yunnan Province (No. 2009CI073), and the foundation from CAS to Dr Gang Xu.
Issue Date: 11 February 2018
Service
E-mail this article
E-mail Alert
RSS
Articles by authors
Xia LIU
Xing-Wei YANG
Chao-Qun CHEN
Chun-Yan WU
Jing-Jing ZHANG
Jun-Zeng MA
Huan WANG
Qin-Shi ZHAO
Li-Xin YANG
Gang XU
Trendmd:   
Cite this article:   
Xia LIU,Xing-Wei YANG,Chao-Qun CHEN, et al. Hypercohones A-C, acylphloroglucinol derivatives with homo-adamantane cores from Hypericum cohaerens[J]. Natural Products and Bioprospecting, 2013, 3(5): 233-237.
URL:  
http://npb.kib.ac.cn/EN/10.1007/s13659-013-0032-9     OR     http://npb.kib.ac.cn/EN/Y2013/V3/I5/233
[1] Van der Schyf, C. J.; Geldenhuys, W. J. Neurotherapeutics, 2009, 6, 175-186.
[2] Schwerfeger, H.; Fokin, A. A.; Schreiner, P. R. Angew. Chim. Int. Ed. 2008, 47, 1022-1036.
[3] Liu, J.; Obando, D.; Liao, V.; Lifa, T.; Codd, R. Euro. J. Med. Chem. 2011, 46, 1949-1963.
[4] Lamoureux, G.; Artavia, G. Curr. Med. Chem. 2010, 17, 2967-2978.
[5] Rezanka, T.; Sigler, K. Phytochemistry 2007, 68, 1272-1276.
[6] Henry, G. E.; Jacobs, H.; Carrington, C. M. S.; McLean, S.; Reynolds, W. F. Tetrahedron Lett. 1996, 37, 8663-8666.
[7] Ishida, Y.; Shirota, O.; Sekita, S.; Someya, K.; Tokita, F.; Nakane, T.; Kuroyanagi, M. Chem. Pharm. Bull. 2010, 58, 336-343.
[8] Xiao, Z. Y.; Zeng, Y. H.; Mu, Q.; Shiu, W. K.; Gibbons, S. Chem. Biodivers. 2010, 7, 953-958.
[9] Xiao, Z. Y. Mu, Q.; Shiu, W. K. P.; Zeng, Y. H.; Gibbons, S. J. Nat. Prod. 2007, 70, 1779-1782.
[10] Hu, L. H.; Sim, K. Y. Tetrahedron, 2000, 56, 1379-1386.
[11] Hu, L. H.; Sim, K. Y. Org. Lett. 1999, 1, 879-882.
[12] Njardarson, J. T. Tetrahedron. 2011, 67, 7631-7666.
[13] Avato, P. Studies in Natural Products Chemistry; Rahman, A, Ed.; Elsevier:Netherlands, 2005; vol. 30, pp 603-634.
[14] Li, Y. H.; Wu, Z. Y. Flora of China; Science Press:Beijing, 1990; vol. 50, p 12.
[15] Yang, X. W.; Deng, X.; Liu, X.; Wu, C. Y.; Li, X. N.; Wu, B.; Luo, H. R.; Li, Y.; Xu, H. X.; Zhao, Q. S.; Xu, G. Chem. Commun. 2012, 48, 5998-6000.
[16] Hu, L. H.; Sim, K. Y. Tetrahedron Lett. 1999, 40, 759-762.
[17] Henry, G. E.; Jacobs, H.; Carrington, C. M. S.; McLean, S.; Reynolds W. F. Tetrahedron, 1999, 55, 1581-1596.
[18] Zeng, Y. H.; Osman, K.; Xiao, Z. Y.; Gibbons, S.; Mu, Q. Phytochemistry Lett. 2012, 5, 200-205.
[19] Ellman, G. L.; Courtney, K. D.; Andres, V. Jr.; Featherstone, R. M. Biochem. Pharmacol. 1961, 7, 88-95.
[20] Alley, M. C.; Scudiero, D. A.; Monks, A.; Hursey, M. L.; Czerwinski, M. J.; Fine, D. L.; Abbott, B. J.; Mayo, J. G.; Shoemaker, R. H.; Boyd, M. R. Cancer Res. 1988, 48, 589-601.
[1] Jing-Jing Zhang, Xing-Wei Yang, Jun-Zeng Ma, Xia Liu, Li-Xin Yang, Sheng-Chao Yang, Gang Xu. Hypercohones D-G, New Polycyclic Polyprenylated Acylphloroglucinol Type Natural Products from Hypericum cohaerens[J]. Natural Products and Bioprospecting, 2014, 4(2): 73-79.
[2] Li-Yan PENG, Juan HE, Gang XU, Xing-De WU, Liao-Bin DONG, Xiu GAO, Xiao CHENG, Jia SU, Yan LI, Qin-Shi ZHAO. Euglobal-IIIa, a novel acylphloroglucinol-sesquiterpene derivative from Eucalyptus robusta: absolute structure and cytotoxicity[J]. Natural Products and Bioprospecting, 2011, 1(2): 101-103.
Viewed
Full text


Abstract

Cited

  Shared   
  Discussed