Planta Med 2004; 70(6): 509-514
DOI: 10.1055/s-2004-827149
Original Paper
Pharmacology
© Georg Thieme Verlag KG Stuttgart · New York

Antitubercular Constituents of Valeriana laxiflora

Jian-Qiao Gu1 , Yuehong Wang2 , Scott G. Franzblau2 , Gloria Montenegro3 , Danzhou Yang1 , Barbara N. Timmermann1
  • 1Department of Pharmacology and Toxicology, Division of Medicinal and Natural Products Chemistry, College of Pharmacy, University of Arizona, Tucson, AZ, USA
  • 2Institute for Tuberculosis Research (M/C 964), College of Pharmacy, University of Illinois at Chicago, Chicago, IL, USA
  • 3Departamento de Ciencias Vegetales, Facultad de Agronomía e Ingeniería Forestal, Pontificia Universidad Católica de Chile, Santiago, Chile
Further Information

Publication History

Received: October 21, 2003

Accepted: March 6, 2004

Publication Date:
01 July 2004 (online)

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Abstract

Antitubercular bioassay-guided fractionation of the n-hexane- and CH2Cl2-soluble extracts of the above-ground biomass and roots of Valeriana laxiflora led to the isolation of a new iridolactone, (4R,5R,7S,8S,9S)-7-hydroxy-8-hydroxymethyl-4-methyl-perhydrocyclopenta[c]pyran-1-one (1), and a new lignan, (+)-1-hydroxy-2,6-bis-epi-pinoresinol (2), along with eleven known compounds, betulin (3), betulinic acid (4), 5,7-dihydroxy-3,6,4′-trimethoxyflavone (5), 23-hydroxyursolic acid (6), oleanolic acid (7), tricin (8), ursolic acid (9), ferulic acid, (+)-1-hydroxypinoresinol, prinsepiol, and 5,7,3′-trihydroxy-4′-methoxyflavone. The structures of compounds 1 and 2 were elucidated on the basis of spectroscopic evidence. The absolute stereochemistry of 1 was determined by chemical transformations and Mosher ester procedures. In a microplate alamar blue assay against Mycobacterium tuberculosis, compounds 2 - 9 exhibited minimum inhibitory concentrations (MIC) of 15.5 - 127 μg/mL, while the other isolates were regarded as inactive (MIC > 128 μg/mL). In addition, all the isolates were tested for cytotoxicity against African green monkey Vero cells in order to evaluate their selectivity potential.

References

Prof. Barbara N. Timmermann

Department of Pharmacology and Toxicology

College of Pharmacy

University of Arizona

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Email: btimmer@pharmacy.arizona.edu