Sesquiterpenoids, alantolactone analogues, and seco-guaiene from the roots of Inula helenium

Tetrahedron

Volumn 67, Issue 47, 2011, Pages 9193-9198

  Jiang, Hai Long ^a   Chen, Jia ^a   Jin, Xiao Jie ^a   Yang, Jun Li ^a   Li, Ya ^a   Yao, Xiao Jun ^a   Wu, Quan Xiang ^a  

^a LANZHOU UNIVERSITY   (China)

Author keywords

Anti bacterial activity; Dimeric eudesmanolide; Inula helenium; Nor eudesmanolide; seco Guaiene

Indexed keywords

11 ALPHA HYDROXYEUDESM 5 EN 12,8 BETA OLIDE; 11 ALPHA,13 DIHYDROISOALANTOLACTONE; 3 ALPHA HYDROXYEUDESM 4,11 DIEN 12,8 BETA OLIDE; 4 ALPHA 5 ALPHA EPOXYGERMACR 1(10),11(13)DIEN 12,8 BETA OLIDE; 4 ALPHA,15 EPOXYISOALANTOLACTONE; 4 ALPHA,5 ALPHA EPOXYALANTOLACTONE; 4,5 SECO EUDESM 11(13) EN 4,5 DIOXO 12,8 BETA OLIDE; 4,5 SECO GUAIA 1(10),11 DIENE 4,5 DIOXO; 5 BETA HYDROXYGERMACR 1(10),4(15),11(13)TRIEN 12,8 BETA OLIDE; ALANTOLACTONE; ANTIINFECTIVE AGENT; BIALANTOLACTONE; EUDESM 4,11(13)DIEN 12,8 BETA OLIDE; EUDESMANOLIDE DERIVATIVE; ISOALANTOLACTONE; MACROPHYLLILACTONE; SESQUITERPENOID; TELEKIN; TRINORALANTOLACTONE; UNCLASSIFIED DRUG;

ANTIBACTERIAL ACTIVITY; ANTIBIOSIS; ARTICLE; BACILLUS CEREUS; BACILLUS SUBTILIS; BIOSYNTHESIS; BROTH DILUTION; CARBON NUCLEAR MAGNETIC RESONANCE; CHEMICAL STRUCTURE; CIRCULAR DICHROISM; ELECAMPANE; ESCHERICHIA COLI; INULA; MINIMUM INHIBITORY CONCENTRATION; NONHUMAN; NUCLEAR OVERHAUSER EFFECT; OPTICAL ROTATION; PECTOBACTERIUM CAROTOVORUM; PLANT ROOT; PRIORITY JOURNAL; PSEUDOMONAS AERUGINOSA; STAPHYLOCOCCUS AUREUS;

BACTERIA (MICROORGANISMS); INULA HELENIUM;

EID: 80054746016     PISSN: 00404020     EISSN: 14645416     Source Type: Journal    
DOI: 10.1016/j.tet.2011.09.070     Document Type: Article

References (39)

1. L. Rong Chinese Flora Vol. 75 1979 Science Beijing 252-254
2. L.R. Song Zhonghuabencao Vol. 7 1999 Shanghai Scientific and Technological Shanghai 6913-6914
3. A. Chevallier Encyclopedia of Medicinal Plants 2001 Dorling Kindersley London p 109
4. S.S. Lim, J.R. Kim, H.A. Lim, C.H. Jang, Y.K. Kim, T. Konishi, E.J. Kim, J.H.Y. Park, and J.S. Kim J. Med. Food 10 2007 503 510
5. Yang, Y.; Wang, H.; Xu, H.; Yang, L.; Zhang, L.; Yan, C. CN Patent 101,002,812 and 100,536,862, 2007.
6. A. Deriu, S. Zanetti, L.A. Sechi, B. Marongiu, A. Piras, S. Porcedda, and E. Tuveri Inter. J. Antimicrob. Agents 31 2008 588 590
7. V. Vajs, D. Jeremić, S. Milosavljević, and S. Macura Phytochemistry 28 1989 1763 1764
8. F. Bohlmann, P.K. Mahanta, J. Jakupovic, R.C. Rastogi, and A.A. Natu Phytochemistry 17 1978 1165 1172
9. Q.X. Wu, Y.P. Shi, and L. Yang Org. Lett. 6 2004 2313 2316
10. Q.X. Wu, A.M. Yang, and Y.P. Shi Tetrahedron 61 2005 10529 10535
11. Q.X. Wu, Y.P. Shi, and Z.J. Jia Nat. Prod. Rep. 23 2006 699 734
12. B. Kaur, and P.S. Kalsi Phytochemistry 24 1985 2007 2010
13. K. Tanabe Chem. Pharm. Bull. 6 1958 214 217
14. J.A. Marco, and M. Carda Magn. Reson. Chem. 25 1987 1087 1090
15. C.L. Cantrell, L. Abate, F.R. Fronczek, S.G. Franzblau, L. Quijano, and N.H. Fischer Planta Med. 65 1999 351 355
16. J. Jakupovic, M. Jaensch, F. Bohlmann, and M.O. Dillona Phytochemistry 27 1988 3551 3556
17. B. Fu, B.N. Su, Y. Takaishi, G. Honda, M. Ito, Y. Takeda, O.K. Kodzhimatov, and O. Ashurmetov Phytochemistry 58 2001 1121 1128
18. T. Zhang, W. Xiao, T. Gong, Y. Yang, R.Y. Chen, and D.Q. Yu J. Asian Nat. Prod. Res. 12 2010 788 792
19. A.G. Ober, and N.H. Fischer Phytochemistry 30 1987 848 849
20. A.L. Okunade, and D.V. Wiemer Phytochemistry 24 1985 1199 1201
21. G. Appendino, P. Gariboldi, M. Calleri, G. Chiari, and D. Viterbo J. Chem. Soc., Perkin Trans. 1 1983 2705 2709
22. T.D. Hubert, A.L. Okunade, and D.F. Wiemer Phytochemistry 26 1987 1751 1753
23. F. Bohlmann, and M. Grenz Phytochemistry 18 1979 334 335
24. M.J. Frisch, G.W. Trucks, H.B. Schlegel, G.E. Scuseria, M.A. Robb, J.R. Cheeseman, G. Scalmani, V. Barone, B. Mennucci, G.A. Petersson, H. Nakatsuji, M. Caricato, X. Li, H.P. Hratchian, A.F. Izmaylov, J. Bloino, G. Zheng, J.L. Sonnenberg, M. Hada, M. Ehara, K. Toyota, R. Fukuda, J. Hasegawa, M. Ishida, T. Nakajima, Y. Honda, O. Kitao, H. Nakai, T. Vreven, J.A. Montgomery, J.E. Peralta, F. Ogliaro, M. Bearpark, J.J. Heyd, E. Brothers, K.N. Kudin, V.N. Staroverov, R. Kobayashi, J. Normand, K. Raghavachari, A. Rendell, J.C. Burant, S.S. Iyengar, J. Tomasi, M. Cossi, N. Rega, J.M. Millam, M. Klene, J.E. Knox, J.B. Cross, V. Bakken, C. Adamo, J. Jaramillo, R. Gomperts, R.E. Stratmann, O. Yazyev, A.J. Austin, R. Cammi, C. Pomelli, J.W. Ochterski, R.L. Martin, K. Morokuma, V.G. Zakrzewski, G.A. Voth, P. Salvador, J.J. Dannenberg, S. Dapprich, A.D. Daniels, O. Farkas, J.B. Foresman, J.V. Ortiz, J. Cioslowski, and D.J. Fox Gaussian 98, Revision A.9 1998 Gaussian, Pittsburgh, PA
25. A.F. Ahmed, Y.H. Kuo, C.F. Dai, and J.H. Sheu J. Nat. Prod. 68 2005 1208 1212
26. J. Zukerman-Schpector, I. Caracelli, C.C. Carvalho, M.L. De Faria, F.C. Silva, L.G.O. De Matias, and T.J. Brocksom J. Braz. Chem. Soc. 12 2001 154 158
27. N. Berova, and K. Nakanishi Circular Dichroism: Principles and Applications 2nd ed. 2000 Wiley-VCH New York, NY pp 337-382
28. D.X. Guo, R.X. Zhu, X.N. Wang, L.N. Wang, S.Q. Wang, Z.M. Lin, and H.X. Lou Org. Lett. 12 2010 4404 4407
29. A. Moscowitz, E. Charney, U. Weiss, and H. Ziffer J. Am. Chem. Soc. 83 1961 4661 4663
30. C. Djerassi, R. Records, E. Bunnenberg, K. Mislow, and A. Moscowitz J. Am. Chem. Soc. 84 1962 870 872
31. Q.X. Wu, M.S. Crews, M. Draskovic, J. Sohn, T.A. Johnson, K. Tenney, F.A. Valeriote, X.J. Yao, L.F. Bjeldanes, and P. Crews Org. Lett. 12 2010 4458 4461
32. N. Berova, L.D. Bari, and G. Pescitelli Chem. Soc. Rev. 36 2007 914 931
33. G. Snatzke Angew. Chem., Int. Ed. Engl. 18 1979 363 377
34. D.K. Kirk Tetrahedron 42 1986 777 818
35. Clinical and laboratory standards institute, methods for dilution antimicrobial susceptibility tests for bacteria that grow aerobically, Approved Standard M7-A7, 2006.
36. V.U. Ahmad, K. Fizza, and A. Sultana Phytochemistry 28 1989 3081 3083
37. R. Kaiser, and C. Nussbaumer Helv. Chim. Acta 73 1990 133 139
38. P.A. Grieco, T. Oguri, and S. Gilman J. Am. Chem. Soc. 102 1980 5886 5891
39. D.P. Piet, H.M. Willemen, T.J.M. De Bruin, M.C.R. Franssen, J.B.P.A. Wijnberg, and A. De Groot Tetrahedron 53 1997 11425 11436