Hyperisampsins N and O, two new benzoylated phloroglucinol derivatives from Hypericum sampsonii

Chinese Chemical Letters

Volumn 28, Issue 5, 2017, Pages 986-990

  Zhu, Hu Cheng ^a   Chen, Chun Mei ^a   Zhang, Jin Wen ^a   Guo, Yi ^a   Tan, Dong Dong ^a   Wei, Guang Zheng ^a   Yang, Jing ^b   Wang, Jian Ping ^a   Luo, Zeng Wei ^a   Xue, Yong Bo ^a   Zhang, Yong Hui ^a  

^a HUAZHONG UNIVERSITY OF SCIENCE AND TECHNOLOGY   (China)

^b KUNMING INSTITUTE OF BOTANY   (China)

Author keywords

Absolute configuration; ECD calculation; Hyperisampsin; PPAPs

Indexed keywords

EID: 85008222759     PISSN: 10018417     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.cclet.2016.11.014     Document Type: Article

References (21)

1. Ciochina, R., Grossman, R.B., Polycyclic polyprenylated acylphloroglucinols. Chem. Rev. 106 (2006), 3963–3986.
2. Zhang, J.J., Yang, J., Liao, Y., et al. Hyperuralones A and B, new acylphloroglucinol derivatives with intricately caged cores from Hypericum uralum. Org. Lett. 16 (2014), 4912–4915.
3. Yang, X.W., Ding, Y.Q., Zhang, J.J., et al. New acylphloroglucinol derivatives with diverse architectures from Hypericum henryi. Org. Lett. 16 (2014), 2434–2437.
4. Tian, W.J., Yu, Y., Yao, X.J., et al. Norsampsones A-D, four new decarbonyl polycyclic polyprenylated acylphloroglucinols from Hypericum sampsonii. Org. Lett. 16 (2014), 3448–3451.
5. Liao, Y., Liu, X., Yang, J., et al. Hypersubones A and B, new polycyclic acylphloroglucinols with intriguing adamantane type cores from Hypericum subsessile. Org. Lett. 17 (2015), 1172–1175.
6. Tian, W.J., Qiu, Y.Q., Yao, X.J., et al. Dioxasampsones A and B, two polycyclic polyprenylated acylphloroglucinols with unusual epoxy-ring-fused skeleton from Hypericum sampsonii. Org. Lett. 16 (2014), 6346–6349.
7. Zhu, H.C., Chen, C.M., Yang, J., et al. Bioactive acylphloroglucinols with adamantyl skeleton from Hypericum sampsonii. Org. Lett. 16 (2014), 6322–6325.
8. Zhu, H.C., Chen, C.M., Tong, Q.Y., et al. Hyperisampsins H-M, cytotoxic polycyclic polyprenylated acylphloroglucinols from Hypericum sampsonii. Sci. Rep., 5, 2015, 14772.
9. Zhu, H.C., Chen, C.M., Yang, J., et al. Hyperhexanone A, a crucial intermediate from bicyclo[3.3.1]- to cyclohexanone monocyclic-polycyclic polyprenylated acylphloroglucinols. Tetrahedron 72 (2016), 4655–4659.
10. Xiao, Z.Y., Zeng, Y.H., Mu, Q., Shiu, W.K.P., Gibbons, S., Prenylated benzophenone peroxide derivatives from Hypericum sampsonii. Chem. Biodivers. 7 (2010), 953–958.
11. Ishida, Y., Shirota, O., Sekita, S., et al. Polyprenylated benzoylphloroglucinol-type derivatives including novel cage compounds from Hypericum erectum. Chem. Pharm. Bull. 58 (2010), 336–343.
12. Zhang, J.S., Zou, Y.H., Guo, Y.Q., et al. Polycyclic polyprenylated acylphloroglucinols: natural phosphodiesterase-4 inhibitors from Hypericum sampsonii. RSC Adv. 6 (2016), 53469–53476.
13. Tian, W.J., Qiu, Y.Q., Jin, X.J., et al. Novel polycyclic polyprenylated acylphloroglucinols from Hypericum sampsonii. Tetrahedron 70 (2014), 7912–7916.
14. Zhou, Z.B., Zhang, Y.M., Pan, K., Luo, J.G., Kong, L.Y., Cytotoxic polycyclic polyprenylated acylphloroglucinols from Hypericum attenuatum. Fitoterapia 95 (2014), 1–7.
15. Liu, X., Yang, X.W., Chen, C.Q., et al. Hypercohones A-C, acylphloroglucinol derivatives with homo-adamantane cores from Hypericum cohaerens. Nat. Prod. Bioprospect. 3 (2013), 233–237.
16. 3,7]tetradecane-2, 12, 14-trione skeleton, from Hypericum sampsonii (Guttiferae). Tetrahedron Lett. 40 (1999), 759–762.
17. Henry, G.E., Jacobs, H., Carrington, C.M.S., McLean, S., Reynolds, W.F., Prenylated benzophenone derivatives from Caribbean Clusia species (Guttiferae). Plukenetiones B-G and xerophenone A. Tetrahedron 55 (1999), 1581–1596.
18. Zeng, Y.H., Osman, K., Xiao, Z.Y., Gibbons, S., Mu, Q., Four geranyl-bearing polyisoprenylated benzoylphloroglucinol derivatives from Hypericum sampsonii. Phytochem. Lett. 5 (2012), 200–205.
19. 3,8]undecane skeleton from Clusia obdeltifolia. J. Braz. Chem. Soc. 15 (2004), 504–508.
20. Xiao, Z.Y., Mu, Q., Shiu, W.K.P., Zeng, Y.H., Gibbons, S., Polyisoprenylated benzoylphloroglucinol derivatives from Hypericum sampsonii. J. Nat. Prod. 70 (2007), 1779–1782.
21. Hu, L.H., Sim, K.Y., Complex caged polyisoprenylated benzophenone derivatives sampsoniones A and B, from Hypericum sampsonii. Tetrahedron Lett. 39 (1998), 7999–8002.