Two macrocyclic spermine alkaloids from Aphelandra fuscopunctata (Acanthaceae)

Phytochemistry

Volumn 52, Issue 8, 1999, Pages 1717-1723

  Youhnovski, Nikolay ^a   Filipov, Stefan ^a   Linden, Anthony ^a   Guggisberg, Armin ^a   Werner, Christa ^a   Hesse, Manfred ^a  

^a UNIVERSITY OF ZURICH   (Switzerland)

Author keywords

Acanthaceae; APCI MS; Aphelandra fuscopunctata; Aphelandrine; ESI MS; HPLC MS; Hydroxylamine; LC MS; Macrocyclic alkaloids; Mass spectrometry; Polyamine; Roots; Spermine

Indexed keywords

ALKALOID DERIVATIVE; APHELANDRINE DERIVATIVE; MACROCYCLIC COMPOUND; SPERMINE DERIVATIVE; UNCLASSIFIED DRUG;

ARTICLE; CHEMICAL ANALYSIS; CHEMICAL STRUCTURE; EXTRACTION; NONHUMAN; PHYTOCHEMISTRY; PLANT ROOT;

APHELANDRA FUSCOPUNCTATA;

EID: 0033385538     PISSN: 00319422     EISSN: None     Source Type: Journal    
DOI: 10.1016/S0031-9422(99)00285-X     Document Type: Article

References (20)

1. Ahmad V.U., Sultana V. Spermine alkaloids from Schweinfurthia papilionacea. Journal of Natural Products. 53:1990;1162-1167.
2. Altomare A., Cascarano G., Giacovazzo C., Guagliardi A., Burla M.C., Polidori G., Camalli M. SIR-92 - A program for automatic solution of crystal structures by direct methods. Journal of Applied Crystallography. 27:1994;435.
3. Bosshardt H., Guggisberg A., Johne S., Hesse M. Über Alkaloide der Genera Aphelandra and Encephalosphaera (Acanthaceae). Pharmaceutica Acta Helvetiae. 53:1978;355-357.
4. Bosshardt H., Guggisberg A., Johne S., Veith H.J., Hesse M., Schmid H. Über Alkaloide aus Chaenorhinum-Arten (Scrophulariaceae). Pharmaceutica Acta Helvetiae. 51:1976;371-373.
5. Dätwyler P., Bosshardt H., Bernhard H.O., Hesse M. Die Struktur des Spermin-Alkaloides Aphelandrin aus Aphelandra squarrosa Nees. Helvetica Chimica Acta. 61:1978;2646-2671.
6. Dätwyler P., Bosshardt H., Johne S., Hesse M. Beitrag zur absoluten Konfiguration der Spermin-Alkaloide O-Methylorantin und Aphelandrin. Helvetica Chimica Acta. 62:1979;2712-2723.
7. Guggisberg A., Prewo R., Hesse M. Die absolute Konfiguration des Spermin-Alkaloides Aphelandrin. Helvetica Chimica Acta. 69:1986;1012-1016.
8. Hikino H., Ogata M., Konno C. Structure of Ephedradine D, a hypotensive principle of Ephedra roots. Heterocycles. 17:1982;155-158.
9. Johnson, C. K. (1976). ORTEP-II: Oak Ridge Thermal Ellipsoid Plot Program for Crystal Structure Illustrations. Report ORNL-5138, Oak Ridge National Laboratory, Oak Ridge, TN.
10. Konno C., Tamada M., Endo K., Hikino H. Structure of Ephedradine C, a hypotensive principle of Ephedra roots. Heterocycles. 14:1980;295-298.
11. Molecular Structure Corporation (1992). teXsan: Single Crystal Structure Analysis Software. MSC, 3200 Research Forest Drive, The Woodlands, Texas 77381, USA.
12. Papazoglou G., Sierra J., Homberger K., Guggisberg A., Woggon W.D., Hesse M. Biosynthesis of the spermine alkaloid aphelandrine. Helvetica Chimica Acta. 74:1991;565-571.
13. Schlittler E., Hohl J. Über die Alkaloide aus Strychnos melinoniana Baillon. Helvetica Chimica Acta. 35:1951;29-45.
14. Tamada M., Endo K., Hikino H. Structure of Ephedradine B, a hypotensive principle of Ephedra roots. Heterocycles. 12:1979;783-786.
15. Vishwakarma L., Stringer O., Davis F. (±)-(E)-2-(Phenylsulfonyl)-3-phenyloxaziridine. Heathcock C.H. Organic Synthesis. Vol. 66:1987;203-209 John Wiley & Sons.
16. Weigele M., Blount J.F., Tengi J.P., Czaijkowski R.C., Leimgruber W. The fluorogenic ninhydrin reaction. Structure of the fluorescent principle. Journal of the American Chemical Society. 94:1972;4052-4053.
17. Weigele M., DeBernardo S.L., Tengi J.P., Leimgruber W. A novel reagent for the fluorometric assay of primary amines. Journal of the American Chemical Society. 94:1972;5927-5928.
18. Werner C., Hedberg C., Lorenzi-Riatsch A., Hesse M. Accumulation and metabolism of the spermine alkaloid aphelandrine in roots of Aphelandra tetragona. Phytochemistry. 33:1993;1033-1036.
19. Werner C., Petrini O., Hesse M. Degradation of the polyamine alkaloid aphelandrine by endophytic fungi isolated from Aphelandra tetragona. FEMS Microbiology Letters. 155:1997;147-153.
20. Zhu J.P., Hesse M. The spermine alkaloids of Chaenorhinum minus. Planta Medica. 54:1988;430-433.