Cercospora beticola toxins. Part XI1: Isolation and structure of beticolin 0

Tetrahedron Letters

Volumn 37, Issue 18, 1996, Pages 3121-3124

  Ducrot, P H ^a   Einhorn, J ^a   Kerhoas, L ^a   Lallemand, J Y ^b   Milat, M L ^a   Blein, J P ^a   Neuman, A ^c   Prange T ^c  

^a CEMAGREF   (France)

^b LABORATOIRE DE SYNTHÈSE ORGANIQUE   (France)

^c Chim Bio organique Struct A   (France)

Author keywords

[No Author keywords available]

Indexed keywords

CERCOSPORA BETICOLA;

BETICOLIN O; MYCOTOXIN; UNCLASSIFIED DRUG;

ARTICLE; DRUG ISOLATION; DRUG STRUCTURE; FUNGUS; NUCLEAR MAGNETIC RESONANCE;

EID: 0029986334     PISSN: 00404039     EISSN: None     Source Type: Journal    
DOI: 10.1016/0040-4039(96)00506-0     Document Type: Article

References (10)

1. Part X : Simon-Plas, F.; Gomes, E.; Milat, M.-L.; Pugin, A.; Blein, J.-P. Plant Physiol. 1996 (submitted for publication)
2. Schlösser E. Phytopath. Medit. 1971,10 , 154.
3. Milat, M.-L.; Prangé, T.; Ducrot, P.-H.; Tabet, J.-C.; Einhorn, J.; Blein, J.-P.; Lallemand, J.-Y. J. Am. Chem. Soc. 1992, 114, 1478.
4. Milat, M.-L.; Blein, J.-P.; Einhorn, J.; Tabet, J.-C.; Ducrot, P.-H.; Lallemand, J.-Y. Tetrahedron Lett. 1993, 34, 1483.
5. Prangé, T.; Neuman, A.; Milat, M.-L.; Blein, J.-P. Acta Cryst. 1995, B51, 308.
6. Ducrot, P.-H.; Milat, M.-L.; Blein, J.-P.; Lallemand, J.-Y. J. Chem. Soc. Chem. Commun. 1994, 2215.
7. Ducrot, P.-H.; Lallemand, J.-Y.; Milat, M.-L.; Blein, J.-P. Tetrahedron Lett. 1994, 35, 8797.
8. Jalal, M. A. F. ; Hossain, M. B. ; Robeson, D. J., Van der Helm, D. J. Am. Chem. Soc. 1992, 114, 5967.
9. 13C NMR δ (ppm) (100.57 MHz): 83.83 (C-2), 64.7 (C-3), 22.26 (C-4), 23.15 (C-5), 179.77 (C-6), 99.48 (C-7), 186.08 (C-8), 105.76 (C-9), 155.05 (C-10), 115.24 (C-11), 142.27 (C-12), 113.04 (C-13), 153.40 (C-14), 169.24 (C-15), 51.6 (C-16), 200.68 (C-1′), 112.66 (C-2′), 151.5 (C-3′), 123.99 (C-4′), 127.7 (C-5′), 155.79 (C-6′), 111.19 (C-7′), 180.8 (C-8′), 103.91 (C-9′), 185.4 (C-10′), 43.3 (C-11′), 140.4 (C-12′), 125.62 (C-13′), 41.51 (C-14′), 37.86 (C-15′), 18.40 (C-16′)
10. 1, (Z=4) with a=20.185(6) , b=19.471(5) and c=8.236(3) Å. The structure was solved by direct methods and anisotropically refined to R = 7.9% (using 2351 observed structure factors). Details of the beticolin 0 and the uncomplexed beticolin 1 structures will be published elsewhere.