A pair of tirucallane C 27-triterpenoid cyclopentenone epimers from the stem barks of Aphanamixis grandifolia

Tetrahedron Letters

Volumn 53, Issue 14, 2012, Pages 1705-1709

  Wang, Jun Song ^a   Zhang, Yao ^a   Wang, Xiao Bing ^a   Wei, Dan Dan ^a   Luo, Jun ^a   Luo, Jian Guang ^a   Yang, Ming Hua ^a   Yao, He Quan ^a   Sun, Hong Bin ^a   Kong, Ling Yi ^a  

^a CHINA PHARMACEUTICAL UNIVERSITY   (China)

Author keywords

Antiproliferative activities; Aphagranins A and B; Density functional theory (DFT) calculation; Electronic circular dichroism (ECD); Meliaceae

Indexed keywords

APHAGRANIN A; APHAGRANIN B; CYCLOPENTENONE; TIRUCALLANE; TRITERPENOID; UNCLASSIFIED DRUG;

ANTIPROLIFERATIVE ACTIVITY; APHANAMIXIS GRANDIFOLA; ARTICLE; BARK; CALCULATION; CANCER CELL CULTURE; CANCER INHIBITION; CELL GROWTH; CELL STRAIN HEPG2; CIRCULAR DICHROISM; DENSITY FUNCTIONAL THEORY; DRUG CYTOTOXICITY; DRUG ISOLATION; DRUG STRUCTURE; EPIMER; HUMAN; HUMAN CELL; IC 50; MEDICINAL PLANT; NONHUMAN; OPTICAL ROTATION; PLANT STEM; PROTON NUCLEAR MAGNETIC RESONANCE; SPECTROSCOPY;

APHANAMIXIS GRANDIFOLIA; MELIACEAE;

EID: 84862776549     PISSN: 00404039     EISSN: 18733581     Source Type: Journal    
DOI: 10.1016/j.tetlet.2012.01.061     Document Type: Article

References (22)

1. Y.S. Sang, C.Y. Zhou, A.J. Lu, X.J. Yin, Z.D. Min, and R.X. Tan J. Nat. Prod. 72 2009 917
2. S. Pointinger, S. Promdang, S. Vajrodaya, C.M. Pannell, O. Hofer, K. Mereiter, and H. Greger Phytochemistry 69 2008 2696
3. X.D. Luo, S.H. Wu, D.G. Wu, Y.B. Ma, and S.H. Qi Tetrahedron 58 2002 6691
4. S.K. Chen, B.Y. Chen, and H.I. Li Flora Reipublicae Popularis Sinicae (Zhongguo Zhiwu Zhi) Vol. 43 1997 Science Press Beijing 77
5. J. Polonsky, Z. Varon, B. Arnoux, C. Pascard, G.R. Pettit, J.H. Schmidt, and L.M. Lange J. Am. Chem. Soc. 100 1978 2575
6. J. Polonsky, Z. Varon, B. Arnoux, C. Pascard, G.R. Pettit, and J.M. Schmidt J. Am. Chem. Soc. 100 1978 7731
7. J. Polonsky, Z. Varon, C. Marazano, B. Arnoux, G.R. Pettit, J.M. Schmid, M. Ochi, and H. Kotsuki Experientia 35 1979 987
8. Y. Zhang, J.S. Wang, D.D. Wei, X.B. Wang, J. Luo, J.G. Luo, and L.Y. Kong Phytochemistry 71 2010 2199
9. Y. Zhang, J.S. Wang, J. Luo, and L.Y. Kong Chem. Pharm. Bull. 59 2011 282
10. J.S. Wang, Y. Zhang, J. Luo, and L.Y. Kong Magn. Reson. Chem. 49 2011 450
11. T. Yuan, R.X. Zhu, H. Zhang, O.A. Odeku, S.P. Yang, S.G. Liao, and J.M. Yue Org. Lett. 12 2010 252
12. S.X. Huang, J. Yang, H. Huang, L.M. Li, W.L. Xiao, R.T. Li, and H.D. Sun Org. Lett. 9 2007 4175
13. X. Fang, Y.T. Di, Z.L. Geng, C.J. Tan, J. Guo, J. Ning, and X.J. Hao Eur. J. Org. Chem. 2010 2011 1381
14. Frisch, M. J.; Trucks, G. W.; Schlegel, H. B.; Scuseria, G. E.; Robb, M. A.; Cheeseman, J. R.; Scalmani, G.; Barone, V.; Mennucci, B.; Petersson, G. A.; Nakatsuji, H.; Caricato, M.; Li, X.; Hratchian, H. P.; Izmaylov, A. F.; Bloino, J.; Zheng, G.; Sonnenberg, J. L.; Hada, M.; Ehara, M.; Toyota, K.; Fukuda, R.; Hasegawa, J.; Ishida, M.; Nakajima, T.; Honda, Y.; Kitao, O.; Nakai, H.; Vreven, T.; Montgomery, Jr., J. A.; Peralta, J. E.; Ogliaro, F.; Bearpark, M.; Heyd, J. J.; Brothers, E.; Kudin, K. N.; Staroverov, V. N.; Kobayashi, R.; Normand, J.; Raghavachari, K.; Rendell, A.; Burant, J. C.; Iyengar, S. S.; Tomasi, J.; Cossi, M.; Rega, N.; Millam, J. M.; Klene, M.; Knox, J. E.; Cross, J. B.; Bakken, V.; Adamo, C.; Jaramillo, J.; Gomperts, R.; Stratmann, R. E.; Yazyev, O.; Austin, A. J.; Cammi, R.; Pomelli, C.; Ochterski, J. W.; Martin, R. L.; Morokuma, K.; Zakrzewski, V. G.; Voth, G. A.; Salvador, P.; Dannenberg, J. J.; Dapprich, S.; Daniels, A. D.; Farkas, O.; Foresman, J. B.; Ortiz, J. V.; Cioslowski, J.; Fox, D. J. gaussian 09, Revision A.02; Gaussian, Inc.: Wallingford CT, USA, 2009.
15. C. Diedrich, and S. Grimme J. Phys. Chem. A 107 2003 2524
16. L. Goerigk, and S. Grimme J. Phys. Chem. A 113 2009 767
17. J.A. Schellman Acc. Chem. Res. 1 1968 144
18. H. Esterbauer, R.J. Schaur, and H. Zollner Free Radical Biol. Med. 11 1991 81
19. K. Uchida, and E.R. Stadtman Proc. Natl. Acad. Sci. U.S.A. 89 1992 4544
20. L.M. Sayre, P.K. Arora, R.S. Iyer, and R.G. Salomon Chem. Res. Toxicol 6 1993 19
21. B. Friguet, L.I. Szweda, and E.R. Stadtman Arch. Biochem. Biophys. 311 1994 168
22. B.A. Brunner, A.D. Jones, and J.B. German Chem. Res. Toxicol 8 1995 552