homo-adamantane type polyprenylated acylphloroglucinols from Hypericum pseudohenryi

Tetrahedron

Volumn 73, Issue 5, 2017, Pages 566-570

  Yang, Xing Wei ^a,b   Wang, Huan ^c,d   Ma, Wei Guang ^d   Xia, Fan ^a,b   Xu, Gang ^a,b  

^a KUNMING INSTITUTE OF BOTANY   (China)

^b Key Laboratory of Medicinal Chemistry for Natural Resource   (China)

^c JILIN AGRICULTURAL UNIVERSITY   (China)

^d YUNNAN UNIVERSITY OF TRADITIONAL CHINESE MEDICINE   (China)

Author keywords

homo adamantane; Hypericum pseudohenryi; Polyprenylated acylphloroglucinol; Pseudohenones A G; Structural revision

Indexed keywords

ADAMANTANE DERIVATIVE; PHLOROGLUCINOL DERIVATIVE; PSEUDOHENONE A; PSEUDOHENONE B; PSEUDOHENONE C; PSEUDOHENONE D; PSEUDOHENONE E; PSEUDOHENONE F; PSEUDOHENONE G; UNCLASSIFIED DRUG;

ARTICLE; CELL VIABILITY; COLUMN CHROMATOGRAPHY; CONTROLLED STUDY; DRUG STRUCTURE; HUMAN; HUMAN CELL; HYPERICUM; HYPERICUM PSEUDOHENRYI; MELTING POINT; PRENYLATION; PRIORITY JOURNAL; TUMOR CELL LINE; X RAY DIFFRACTION;

EID: 85008145317     PISSN: 00404020     EISSN: 14645416     Source Type: Journal    
DOI: 10.1016/j.tet.2016.12.042     Document Type: Article

References (31)

1. 1 Ciochina, R., Grossman, R.B., Chem Rev 106 (2006), 3963–3986.
2. 2(a) Yang, X.W., Li, M.M., Liu, X., et al. J Nat Prod 78 (2015), 885–895.
3. 2(b) Ye, Y., Yang, X.W., Xu, G., Tetrahedron 72 (2006), 3057–3062.
4. 3 Griffith, T.N., Varela-Nallar, L., Dinamarca, M.C., Inestrosa, N.C., Curr Med Chem 17 (2010), 391–406.
5. 4 Henry, G.E., Jacobs, H., Carrington, C.M.S., McLean, S., Reynolds, W.F., Tetrahedron Lett 37 (1996), 8663–8666.
6. 5(a) Yang, X.W., Deng, X., Liu, X., et al. Chem Commun 48 (2012), 5998–6000.
7. 5(b) Yang, X.W., Ding, Y., Zhang, J.J., et al. Org Lett 16 (2014), 2434–2437.
8. 5(c) Zhang, J.J., Yang, J., Liao, Y., et al. Org Lett 16 (2014), 4912–4915.
9. 5(d) Zhang, J.J., Yang, X.W., Ma, J.Z., et al. Nat Prod Bioprospect 4 (2014), 73–79.
10. 5(e) Liao, Y., Liu, X., Yang, J., et al. Org Lett 17 (2015), 1172–1175.
11. 5(f) Zhang, J.J., Yang, X.W., Ma, J.Z., Ye, Y., Shen, X.L., Xu, G., Tetrahedron 71 (2015), 8315–8319.
12. 5(g) Yang, X.W., Yang, J., Liao, Y., et al. Tetrahedron Lett 56 (2015), 5537–5540.
13. 5(h) Liao, Y., Yang, S.Y., Li, X.N., Yang, X.W., Xu, G., Sci China Chem 59 (2016), 1216–1223.
14. 6(a) Demirci, B., Baser, K.H.C., Crockett, S.L., Khan, I.A., J Essent Oil Res 17 (2005), 659–663.
15. 6(b) Yan, M., Xiao, S., Ding, L., Zhou, Y., Zhongcaoyao 45 (2014), 314–317.
16. 7 Sriyatep, T., Maneerat, W., Sripisut, T., et al. Fitoterapia 92 (2014), 285–289.
17. 8 Cruz, F.G., Teixeira, J.S.R., J Braz Chem Soc 15 (2004), 504–508.
18. 9 Li, D., Xue, Y., Zhu, H., et al. RSC Adv 5 (2015), 5277–5287.
19. 10 Henry, G.E., Jacobs, H., Carrington, C.M.S., McLean, S., Reynolds, W.F., Tetrahedron 55 (1999), 1581–1596.
20. 11 Christian, O.E., Henry, G.E., Jacobs, H., McLean, S., Reynolds, W.F., J Nat Prod 64 (2001), 23–25.
21. 12 Liu, X., Yang, X.W., Chen, C.Q., et al. Nat Prod Bioprospect 3 (2013), 233–237.
22. 13 Zhou, Z., Zhang, Y., Pan, K., Luo, J., Kong, L., Fitoterapia 95 (2014), 1–7.
23. 14 Zhu, H., Chen, C., Yang, J., et al. Org Lett 16 (2014), 6322–6325.
24. 15(a) Hu, L.H., Sim, K.Y., Org Lett 1 (1999), 879–882.
25. 15(b) Hu, L.H., Sim, K.Y., Tetrahedron Lett 40 (1999), 759–762.
26. 16(a) Zeng, Y.H., Osman, K., Xiao, Z.Y., Gibbons, S., Mu, Q., Phytochem Lett 5 (2012), 200–205.
27. 16(b) Tian, W.J., Qiu, Y.Q., Yao, X.J., et al. Org Lett 16 (2014), 6346–6349.
28. 16(c) Tian, W.J., Qiu, Y.Q., Jin, X.J., et al. Tetrahedron 70 (2014), 7912–7916.
29. 2 was 1.038. Flack parameter = 0.01(15). The Hooft parameter is 0.02(6) for 1761 Bijvoet pairs. Crystallographic data for 4 have been deposited at the Cambridge Crystallographic Data Center (deposition number CCDC 1511238). Copies of the data can be obtained free of charge via www.ccdc.cam.ac.uk.
30. 13C NMR data of cowabenzophenone B.
31. 19 Ishida, Y., Shirota, O., Sekita, S., et al. Chem Pharm Bull 58 (2010), 336–343.