Planta Med 2000; 66(8): 734-739
DOI: 10.1055/s-2000-9783
Original Paper
© Georg Thieme Verlag Stuttgart · New York

Phytotoxic Compounds from Xanthocephalum gymnospermoides var. eradiatum 1

Isabel Rivero-Cruz2 , José  Luis Trejo2 , María  Isabel Aguilar2 , Robert Bye3 , Rachel Mata2,*
  • 1 Part XLIV in the series Chemical Studies on Mexican Plants Used in Traditional Medicine. Taken in part from the BS and MS theses of J. L. Trejo and I. Rivero-Cruz
  • 2 Departamento de Farmacia, Facultad de Química, Universidad Nacional Autónoma de México, Coyoacán, México D.F.
  • 3Jardín Botánico, Instituto de Biología, Universidad Nacional Autónoma de México, Coyoacán, México D.F.
Further Information

Publication History

Publication Date:
31 December 2000 (online)

Abstract

Investigation of the aerial parts of Xanthocephalum gymnospermoides var eradiatum led to the isolation of two new labdane-type of diterpenes, namely, 8α,13S-epoxylabdane-14S,15-diol (1) and methyl grindelate (2). In addition, grindelic acid (3), 7α,8α-epoxygrindelic acid (4), 7α-hydroxy-8(17)dehydrogrindelic acid (5), 17-hydroxygrindelic acid (6) and 4,5-epoxy-β-caryophyllene (7) were obtained. The isolated compounds were characterized by spectral means. The absolute configuration of compound 1 was established by chemical correlation with 8α,13S-epoxy-15-nor-labdan-14-oic acid methyl ester of known absolute stereochemistry and by using the advanced Mosher's ester methodology. The results of the present investigation indicated that the known compound barbatol (8) could be an enantiomer of compound 1. Compounds 1 - 3 and 7 caused significant inhibition of the radicle growth of seedlings of Amaranthus hypochondriacus.

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Dr. Rachel Mata

Facultad de Química Universidad Nacional Autónoma de México

Coyoacán 04510

México D.F.

México

Email: rachel@servidor.unam.mx