15,21-Cyclowithanolides from Jaborosa bergii

Journal of Natural Products

Volumn 66, Issue 11, 2003, Pages 1471-1475

  Nicotra, Viviana E ^a   Gil, Roberto R ^a,c   Vaccarini, Clarisa ^a   Oberti, Juan C ^a   Burton, Gerardo ^b  

^a UNIVERSIDAD NACIONAL DE CÓRDOBA   (Argentina)

^b UNIVERSIDAD DE BUENOS AIRES   (Argentina)

^c CARNEGIE MELLON UNIVERSITY   (United States)

Author keywords

[No Author keywords available]

Indexed keywords

15,21 CYCLOWITHANOLIDE DERIVATIVE; 2,3 DEHYDROJABOROSALACTOL; DRUG DERIVATIVE; ERGOSTEROL; LACTONE DERIVATIVE; PHYTOSTEROL; UNCLASSIFIED DRUG; WITHANOLIDE;

ANGIOSPERM; ARGENTINA; ARTICLE; CARBON NUCLEAR MAGNETIC RESONANCE; CHEMICAL STRUCTURE; CHEMISTRY; DOSE RESPONSE; DRUG ISOLATION; HIGHER PLANT; ISOLATION AND PURIFICATION; JABOROSA BERGII; MEDICINAL PLANT; NONHUMAN; NUCLEAR MAGNETIC RESONANCE; PHYTOCHEMISTRY; PHYTOTOXICITY; STEREOISOMERISM; STEROL ANALYSIS;

EMBRYOPHYTA; JABOROSA; JABOROSA BERGII; MAGNOLIOPHYTA;

EID: 0344118215     PISSN: 01633864     EISSN: None     Source Type: Journal    
DOI: 10.1021/np030248c     Document Type: Article

References (18)

1. For recent reviews see: Burton, G.; Oberti, J. C. Kurtziana 2000, 28, 81-93. Anjaneyulu, A. S. R.; Rao, D. S.; Lequesne, P. W. Stud. Nat. Prod. Chem. 1998, 20, 135-261. Ray, A. B.; Gupta, M. Prog. Chem. Org. Nat. Prod. 1994, 63, 1-106.
2. For recent reviews see: Burton, G.; Oberti, J. C. Kurtziana 2000, 28, 81-93. Anjaneyulu, A. S. R.; Rao, D. S.; Lequesne, P. W. Stud. Nat. Prod. Chem. 1998, 20, 135-261. Ray, A. B.; Gupta, M. Prog. Chem. Org. Nat. Prod. 1994, 63, 1-106.
3. For recent reviews see: Burton, G.; Oberti, J. C. Kurtziana 2000, 28, 81-93. Anjaneyulu, A. S. R.; Rao, D. S.; Lequesne, P. W. Stud. Nat. Prod. Chem. 1998, 20, 135-261. Ray, A. B.; Gupta, M. Prog. Chem. Org. Nat. Prod. 1994, 63, 1-106.
4. Kennelly, E. J.; Gerhause, C.; Song, L. L.; Graham, J. G.; Beecher C. W. W.; Pezzuto, J. M.; Kinghorn, A. D. J. Agric. Food Chem. 1997, 45, 3771-3777. Misico, R. I.; Song, L. L.; Veleiro, A. S.; Cirigliano, A. M.; Tettamanzi, M. C.; Burton, G.; Bonetto, G. M.; Nicotra, V. E.; Silva, G. L.; Gil, R. R.; Kinghorn, A. D.; Pezzuto, J. M. J. Nat. Prod. 2002, 65, 677-680.
5. Kennelly, E. J.; Gerhause, C.; Song, L. L.; Graham, J. G.; Beecher C. W. W.; Pezzuto, J. M.; Kinghorn, A. D. J. Agric. Food Chem. 1997, 45, 3771-3777. Misico, R. I.; Song, L. L.; Veleiro, A. S.; Cirigliano, A. M.; Tettamanzi, M. C.; Burton, G.; Bonetto, G. M.; Nicotra, V. E.; Silva, G. L.; Gil, R. R.; Kinghorn, A. D.; Pezzuto, J. M. J. Nat. Prod. 2002, 65, 677-680.
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9. Monteagudo, E. S.; Burton, G.; González, C. M.; Oberti, J. C. Phytochemistry 1988, 27, 3925-3928.
10. For a recent publication on the withanolides of other Jaborosa species see: Cirigliano, A. M.; Veleiro, A. S.; Oberti, J. C.; Burton, G. J. Nat. Prod. 2002, 65, 1049-1051.
11. This chemical shift value is similar to that observed for C-14 in other 17β,14α-dihydroxywithanolides and considerably lower than that found in 17β,14β-dihydroxywithanolides (e.g., compound 6). See for example: Dinan, L. N.; Sarker, S. D.; Sik, V. Phytochemistry 1997, 44, 509-512. Besalle, R.; Lavie, D. Phytochemistry 1992, 31, 3648-3651. Neogi, P.; Sahai, M.; Ray, A. B. Phytochemistry 1987, 26, 243-247.
12. This chemical shift value is similar to that observed for C-14 in other 17β,14α-dihydroxywithanolides and considerably lower than that found in 17β,14β-dihydroxywithanolides (e.g., compound 6). See for example: Dinan, L. N.; Sarker, S. D.; Sik, V. Phytochemistry 1997, 44, 509-512. Besalle, R.; Lavie, D. Phytochemistry 1992, 31, 3648-3651. Neogi, P.; Sahai, M.; Ray, A. B. Phytochemistry 1987, 26, 243-247.
13. This chemical shift value is similar to that observed for C-14 in other 17β,14α-dihydroxywithanolides and considerably lower than that found in 17β,14β-dihydroxywithanolides (e.g., compound 6). See for example: Dinan, L. N.; Sarker, S. D.; Sik, V. Phytochemistry 1997, 44, 509-512. Besalle, R.; Lavie, D. Phytochemistry 1992, 31, 3648-3651. Neogi, P.; Sahai, M.; Ray, A. B. Phytochemistry 1987, 26, 243-247.
14. Glotter, E.; Abraham, A.; Günzberg, G.; Kirson, I. J. Chem. Soc., Perkin Trans. 1 1977, 341-346.
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16. Nittala, S. S.; Van de Velde, V.; Frolow, F.; Lavie, D. Phytochemistry 1981, 20, 2547-2552. Bonetto, G. M.; Gil, R. R.; Oberti, J. C.; Veleiro, A. S.; Burton, G. J. Nat. Prod. 1995, 58, 705-711.
17. Nittala, S. S.; Van de Velde, V.; Frolow, F.; Lavie, D. Phytochemistry 1981, 20, 2547-2552. Bonetto, G. M.; Gil, R. R.; Oberti, J. C.; Veleiro, A. S.; Burton, G. J. Nat. Prod. 1995, 58, 705-711.
18. Vaccarini, C.; Palacios, S. M.; Meragelman, K. M.; Sosa, V. E. Phytochemistry 1999, 50, 227-230.