Andropanolide and isoandrographolide, minor diterpenoids from Andrographis paniculata: Structure and X-ray crystallographic analysis

Journal of Natural Products

Volumn 69, Issue 3, 2006, Pages 403-405

  Pramanick, Swapan ^a   Banerjee, Sukdeb ^a   Achari, Basudeb ^a   Das, Binayak ^a   Sen Sr , Ashis K ^a   Mukhopadhyay, Sibabrata ^a   Neuman, Alain ^b   Prangé, Thierry ^c  

^a INDIAN INSTITUTE OF CHEMICAL BIOLOGY   (India)

^b UMR 7013 CNRS   (France)

^c UNIVERSITÉ PARIS DESCARTES   (France)

Author keywords

[No Author keywords available]

Indexed keywords

ANDROGRAPHIS PANICULATA EXTRACT; ANDROGRAPHOLIDE; ANDROPANOLIDE; DITERPENOID; ISOANDROGRAPHOLIDE; PLANT MEDICINAL PRODUCT; UNCLASSIFIED DRUG;

ARTICLE; DRUG ISOLATION; DRUG STRUCTURE; PLANT LEAF; STEREOCHEMISTRY; X RAY CRYSTALLOGRAPHY;

ANDROGRAPHIS PANICULATA;

EID: 33645968652     PISSN: 01633864     EISSN: None     Source Type: Journal    
DOI: 10.1021/np050211n     Document Type: Article

References (30)

1. Gorter, K. Rec. Trav. Chim. 1911, 30, 151-160.
2. Gupta, S.; Choudhry, M. A.; Yadava, J. N. S.; Srivastava, V.; Tandon, J. S. Int. J. Crude Drug Res. 1990, 28, 273-283.
3. Deng, W. L.Drugs Future 1990, 15, 809-816.
4. Misra, P.; Pal, N. L.; Guru, P. Y.; Katiyar, J. C.; Srivastava, V.; Tandon, J. S. Int. J. Pharmacol. 1992, 30, 263-274.
5. Najib, N. A. R. N.; Furuta, T.; Kojima, S.; Takane, K.; Ali, M. M. J. Ethnopharmocol. 1999, 64, 249-254.
6. Zhao, H. Y.; Fang, W. Y. Chin. Med. J. 1991, 104, 770-775.
7. Choudhury, B. R.; Haque, S. J.; Poddar, M. K. Planta Med. 1987, 53, 135-140.
8. Puri, A.; Saxena, A.; Saxena, R. P.; Saxena, K. C.; Srivastava, V.; Tandon, J. S. J. Nat. Prod. 1993, 56, 995-999.
9. Babish, J. G. WO 9617605, 1996; Chem. Abstr. 1996, 125, 132808.
10. Matsuda, T.; Kuroyanagi, M.; Sugiyama, S.; Umehara, K.; Ueno, A.; Nishi, K. Chem. Pharm. Bull. 1994, 42, 1216-1225.
11. Kleipool, R. J. C. Nature 1952, 169, 33-34.
12. Chan, W. R.; Taylor, D. R.; Willis, C. R.; Bodden, R. L. Tetrahedron 1971, 27, 5081-5091.
13. Balmain, A.; Connolly, J. D. J. Chem. Soc., Perkin Trans. 1 1973, 1247-1251.
14. Fujita, T.; Fujitani, R.; Takena, Y.; Takaishi, Y.; Yamada, T.; Kido, M.; Miura, I. Chem. Pharm. Bull. 1984, 32, 2117-2125.
15. Jantan, I.; Waterman, P. G. Phytochemistry 1994, 37, 1477-1479.
16. Reddy, M. K.; Reddy, M. V. B.; Gunasekar, D.; Murthy, M. M.; Caux, C.; Bodo, B. Phytochemistry 2003, 62, 1271-1275.
17. Rao, Y. K.; Vimalamma, G.; Rao, C. V.; Tzeng, Y. M. Phytochemistry 2004, 65, 2317-2321.
18. Reddy, V. L. N.; Reddy, S. M.; Ravikanth, V.; Krishnaiah, P.; Goud, T. V.; Rao, T. P.; Ram, T. S.; Gonnade, R. G.; Bhadbhade, M.; Venkateswarlu, Y. Nat. Prod. Res. 2005, 19, 223-230.
19. Govindachari, T. R.; Pai, B. R.; Srinivasan, M.; Kalyanaraman, P. S. Indian J. Chem. 1969, 7, 306.
20. Jalal, M. A. F.; Overton, K. H.; Rycroft, D. S. Phytochemistry 1979, 18, 149-151.
21. Gupta, K. K.; Taneja, S. C.; Dhar, K. L.; Atal, C. K. Phytochemistry 1983, 22, 314-315.
22. Gupta, K. K.; Taneja, S. C.; Dhar, K. L. Indian J. Chem. 1996, 35B, 512-513.
23. Kuroyanagi, M.; Sato, M.; Ueno, A.; Nishi, K. Chem. Pharm. Bull. 1987, 35, 4429-4435.
24. Schwyzer, R.; Biswas, H. G.; Karrer, P. Helv. Chim. Acta 1951, 34, 652-677.
25. Cava, M. P.; Chan, W. R.; Stein, R. P.; Willis, C. R. Tetrahedron 1965, 21, 2617-2632.
26. Chan, W. R.; Taylor, D. R.; Willis, C. R.; Fehlhaber, H. W. Tetrahedron Lett. 1968, 4803-4806.
27. Cava, M. P.; Chan, W. R.; Haynes, L. J.; Johnson, L. F. Tetrahedron 1962, 18, 397-403.
28. He, X.; Li, J.; Gao, H.; Qiu, F.; Cui, X.; Yao, X. Chem. Pharm. Bull. 2003, 51, 586-589.
29. 24,25
30. Sheldrick, G. M. SHELXL97: Program for the Refinement of Crystal Structures; University of Göttingen: Göttingen, Germany, 1997.