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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 |
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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.
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Keywords
Hypericum cohaerens
adamantane
acylphloroglucinol
hypercohone
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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
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[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.
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