(±)-Melicolones A and B, Rearranged Prenylated Acetophenone Stereoisomers with an Unusual 9-Oxatricyclo[3.2.1.13,8]nonane Core from the Leaves of Melicope ptelefolia

Organic Letters

Volumn 17, Issue 1, 2015, Pages 146-149

  Xu, Jin Fang ^a   Zhao, Hui Jun ^a   Wang, Xiao Bing ^a   Li, Zhong Rui ^a   Luo, Jun ^a   Yang, Ming Hua ^a   Yang, Lei ^a   Yu, Wen Ying ^a   Yao, He Quan ^a   Luo, Jian Guang ^a   Kong, Ling Yi ^a  

^a CHINA PHARMACEUTICAL UNIVERSITY   (China)

Author keywords

[No Author keywords available]

Indexed keywords

ACETOPHENONE DERIVATIVE; ALKANE; FUSED HETEROCYCLIC RINGS; MELICOLONE A; NONANE;

CHEMICAL STRUCTURE; CHEMISTRY; CONFORMATION; DRUG EFFECTS; ENDOTHELIUM CELL; HIGH PERFORMANCE LIQUID CHROMATOGRAPHY; HUMAN; ISOLATION AND PURIFICATION; PLANT LEAF; PRENYLATION; RUTACEAE; STEREOISOMERISM; X RAY CRYSTALLOGRAPHY; X RAY DIFFRACTION;

ACETOPHENONES; ALKANES; CHROMATOGRAPHY, HIGH PRESSURE LIQUID; CRYSTALLOGRAPHY, X-RAY; ENDOTHELIAL CELLS; HETEROCYCLIC COMPOUNDS, 3-RING; HUMANS; MOLECULAR CONFORMATION; MOLECULAR STRUCTURE; PLANT LEAVES; PRENYLATION; RUTACEAE; STEREOISOMERISM; X-RAY DIFFRACTION;

EID: 84925284828     PISSN: 15237060     EISSN: 15237052     Source Type: Journal    
DOI: 10.1021/ol5033738     Document Type: Article

References (21)

1. Zhang, D. X.; Hartley, T. G. Flora of China (Zhongguo Zhiwu Zhi); Science Press: Beijing, China, 2008; Vol. 11, pp 70-73.
2. Johnson, A. J.; Kumar, R. A.; Rasheed, S. A.; Chandrika, S. P.; Chandrasekhar, A.; Baby, S.; Subramoniam, A. J. Ethnopharmacol. 2010, 130, 267-271
3. Sultana, N.; Hartley, T. G.; Waterman, P. G. Phytochemistry 1999, 50, 1249-1253
4. Chen, I. S.; Chen, H. F.; Cheng, M. J.; Chang, Y. L.; Teng, C. M.; Tsutomu, I.; Chen, J. J.; Tsai, I. L. J. Nat. Prod. 2001, 64, 1143-1147
5. Chen, J. J.; Cho, J. Y.; Hwang, T. L.; Chen, I. S. J. Nat. Prod. 2008, 71, 71-75
6. Li, G. L.; Zhu, D. Y. J. Nat. Prod. 1998, 61, 390-391
7. Adsersen, A.; Smitt, U. W.; Simonsen, H. T.; Christensen, S. B.; Jaroszewski, J. W. Biochem. Syst. Ecol. 2007, 35, 447-453
8. Chan, J. A.; Shultis, E. A.; Carr, S. A.; DeBrosse, C. W.; Eggleston, D. S.; Francis, T. A.; Hyland, L. J.; Johnson, W. P.; Killmer, L. B.; Staiger, D. B.; Westley, J. W. J. Org. Chem. 1989, 54, 2098-2103
9. Simonsen, H. T. Phytochem. Lett. 2012, 5, 371-375
10. Li, G. L.; Zhu, D. Y.; Pandey, R. K. Phytochemical and Biological Studies on Evodia lepta; Ho, C., Ed.; ACS Symposium Series 859; American Chemical Society: Washington, DC, 2003.
11. Li, S. G.; Tian, H. Y.; Ye, W. C.; Jiang, R. W. Biochem. Syst. Ecol. 2011, 39, 64-67
12. Zhang, H.; Tao, L.; Fu, W. W.; Liang, S.; Yang, Y. F.; Yuan, Q. H.; Yang, D. J.; Lu, A. P.; Xu, H. X. J. Nat. Prod. 2014, 77, 1037-1046
13. Han, M. L.; Zhang, H.; Yang, S. P.; Yue, J. M. Org. Lett. 2012, 14, 486-489
14. Abas, F.; Shaari, K.; Israf, D. A.; Syafri, S.; Zainal, Z.; Lajis, N. H. J. Food Compos. Anal. 2010, 23, 107-112
15. Lindsey, C. C.; Gomez-Diaz, C.; Villalba, J. M.; Pettus, T. R. R. Tetrahedron 2002, 58, 4559-4565
16. Lavie, D.; Szinai, S. J. Am. Chem. Soc. 1958, 80, 707-710
17. Majerski, Z.; Sarac Arneri, R.; Skare, D.; Loncar, B. Synthesis 1980, 1, 74-75
18. Tian, W. J.; Yu, Y.; Yao, X. J.; Chen, H. F.; Dai, Y.; Zhang, X. K.; Yao, X. S. Org. Lett. 2014, 16, 3448-3451
19. Abas, F.; Lajis, N. H.; Israf, D. A.; Khozirah, S.; Kalsom, Y. U. Food Chem. 2006, 95, 566-573
20. Cao, G.; Cai, H.; Cai, B. C.; Tu, S. C. Food Chem. 2013, 140, 273-279
21. Yun, J. M.; Chien, A.; Jialal, I.; Devaraj, S. J. Nutr. Biochem. 2012, 23, 699-705