Planta Med 2001; 67(7): 677-680
DOI: 10.1055/s-2001-17358
Letter

© Georg Thieme Verlag Stuttgart · New York

Geranins C and D, Additional New Antiprotozoal A-Type Proanthocyanidins from Geranium niveum [1]

Fernando Calzada1, 2 , Roberto Cedillo-Rivera2 , Robert Bye3 , Rachel Mata1,*
  • 1 Facultad de Química, Universidad Nacional Autónoma de México, Coyoacán, México D. F., México
  • 2 Unidad de Investigación Médica en Farmacología de Productos Naturales and Unidad de Investigación Médica en Enfermedades Infecciosas y Parasitarias, Hospital de Pediatría, Centro Médico Nacional Siglo XXI, IMSS, México D. F., México
  • 3Jardín Botánico, Instituto de Biología, Universidad Nacional Autónoma de México, Coyoacán, México D. F., México
Further Information

Publication History

September 29, 2000

December 16, 2000

Publication Date:
24 September 2001 (online)

Abstract

Two new additional A-type proanthocyanidins have been isolated from Geranium niveum. Their structures were determined by spectroscopic, chemical and chiroptical methods as epi-afzelechin-(4β→8,2βO→7)-gallocatechin (1) and epi-afzelechin-(4β→8,2βO→7)-afzelechin-(4β→8,2βO→7)-afzelechin (2). Proanthocyanidins 1 and 2 were given the trivial names of geranins C and D, respectively. Compound 2 showed moderate antiprotozoal activity against Entamoeba histolytica and Giardia lamblia, whereas 1 exhibited weak activity toward E. histolytica.

1 Part XLV in the series Chemical Studies on Mexican Plants Used in Traditional Medicine. Taken in part from the Ph.D. thesis of F. Calzada.

References

  • 1 Calzada F, Cerda-García-Rojas C M, Meckes M, Cedillo-Rivera R, Bye R, Mata R. Geranins A and B, New antiprotozoal A-type proanthocyanidins from Geranium niveum .  Journal of Natural Products. 1999;  62 705-9
  • 2 Barrett M W, Klyne W, Scopes P M, Fletcher A C, Porter L J, Haslam E. Plant proanthocyanidins. Part 6. Chiroptical Studies Part 95. Circular dichroism of procyanidins. Journal of Chemical Society, Perkin Transactions I 1979: 2375-7
  • 3 Drewes S E, Taylor C W, Cunningham A B, Ferreira D, Steenkamp J A, Mouton H L. Epiafzelechin-(4β→8,2βO→7)-ent-afzelechin from Cassiopourea gerradii .  Phytochemistry. 1992;  31 2491-4
  • 4 Baldé A M, De Bruyne T, Pieters L, Kolodziej H, Vanden Berghe D, Claeys M, Vlietinck A. Oligomeric proanthocyanidins possessing a doubly linked structure from Pavetta owariensis .  Phytochemistry. 1995;  38 719-23
  • 5 Morimoto S, Nonaka G -I, Nishioka I. Tannins and related compounds. LIX. Aesculitannins, novel proanthocyanidins with doubly-bonded structures from Aesculus hippocastanum L.  Chemical Pharmaceutical Bulletin. 1987;  35 417-29

1 Part XLV in the series Chemical Studies on Mexican Plants Used in Traditional Medicine. Taken in part from the Ph.D. thesis of F. Calzada.

Dr. Rachel Mata

Facultad de Química

Universidad Nacional Autonoma de México

Coyoacán 04510

México D.F.

México

Email: rachel@servidor.unam.mx