Psorothamnone A: A novel heterocyclic compound from Psorothamnus junceus

Tetrahedron Letters

Volumn 39, Issue 21, 1998, Pages 3417-3420

  Li, Xiaohua ^a   Zhang, Hongbing ^a   Ashendel, Curtis ^a   Fanwick, Phillip ^b   Chang, Ching Jer ^a  

^a PURDUE UNIVERSITY   (United States)

^b PURDUE UNIVERSITY   (United States)

Author keywords

[No Author keywords available]

Indexed keywords

HETEROCYCLIC COMPOUND; PROTEIN KINASE C; PROTEIN KINASE C INHIBITOR; PSOROTHAMNONE A; UNCLASSIFIED DRUG;

ARTICLE; CELL DIFFERENTIATION; CELL PROLIFERATION; CHEMICAL STRUCTURE; DRUG ISOLATION; DRUG SYNTHESIS; NONHUMAN; PHYTOCHEMISTRY; PLANT; SIGNAL TRANSDUCTION;

EID: 0032554978     PISSN: 00404039     EISSN: None     Source Type: Journal    
DOI: 10.1016/S0040-4039(98)00581-4     Document Type: Article

References (19)

1. Wiggins, I. L. Contr. Dudley Herb. 1940, 3, 41-55.
2. Shreve, F.; Wiggins, I. L. Vegetation and Flora of the Sonoran Desert, Vol. 1; Stanford University Press: Stanford, 1985; pp. 663.
3. Dreyer, D. L. ; Munderloh, K. P.; Thiessen, W. E. Tetrahedron, 1975, 31, 287-293.
4. Dreyer, D. L. Phytochemistry, 1978, 17, 585.
5. Roitman, J. N. ; Jurd, L. Phytochemistry, 1978, 17, 161-163.
6. Dominguez, X. A.; Franco, R.; Zamudio, A.; Barradas D., D. M.; Watson, W. H. ; Zabel, V.; Merijanian, A. Phytochemistry, 1980, 19, 1262-1263.
7. Dominguez, X. A.; Franco, R.; Marroquin, J.; Merijanian A.; Gonzalez, Q.; Juanita, A. Rev. Latinoam. Quim. 1982, 13, 39-40.
8. Manikumar. G.; Gaetano, K.; Wani, M. C.; Taylor, H.; Hughes, T. J.; Warner, J.; McGivney, R.; Wall, M. E. J. Nat. Prod. 1989, 52, 769-773.
9. Gonzalez, A. G.; Aguiar, Z. E.; Luis, J. G.; Rivera, A.; Calle, J.; Gallo, G. Phytochemistry, 1992, 31, 2565-2566.
10. Caffaratti, M.; Ortega, M. G.; Scarafia, M. E.; Ariza Espinar, L.; Juliani, H. R. Phytochemistry, 1994, 36, 1083-1084.
11. Ortega, M. G.; Scarafia, M. E.; Juliani, H. R. Fitoterapia, 1996, 67, 81.
12. Patil, A. D.; Freyer, A. J.; Eggleston, D. S.; Haltiwanger, R. C.; Tomcowicz, B.; Breen, A.; Johnson, R. K. J. Nat. Prod. 1997, 60, 306-308.
13. The stem bark of P. junceus was collected in Baja California, Mexico in April, 1989 by Richard Spjut and Richard Marin, World Botanical Association (Laurel, Maryland).
14. Protein kinase C inhibition assay was carried out as described in Reference 17.
15. Blumberg, P. M. Cancer Res. 1988, 48, 1-8.
16. Nishizuka, Y. Nature, 1988, 334, 661-665.
17. Jayatilake, G. S.; Jayasuriya, H.; Lee, E.-S.; Koonchanok, N. M.; Geahlen, R. L.; Ashendel, C. L.; McLaughlin, J. L.; Chang, C.-J. J. Nat. Prod. 1993, 56, 1805-1810.
18. Caponigro, F.; French, R. C.; Kaye, S. B. Anti-Cancer Drugs, 1997, 8, 26-33.
19. w = 0.0702. X ray spectrum was obtained by Enraf-Nonius CAD4 diffractometer. Crystal dimension 0.65 × 0.13 × 0.06 mm was mounted on a glass fiber in a random orientation. Data was collected by ω-2θ mode with ω scan width = 0.61 + 0.35 tan θ, take-off angle 3.2°, scan rate 2-20°/min. 2836 reflections measured, 2836 unique, giving 1603 with 1 > 3.0σ (I). The structure was solved by direct methods using SHELX-86. All calculations were performed on a VAX computer using SDP/VAX.