RSS-Feed abonnieren
DOI: 10.1055/s-2003-40652
© Georg Thieme Verlag Stuttgart · New York
Two New Antifungal Saponins from the Tibetan Herbal Medicine Clematis tangutica
Publikationsverlauf
Received: November 19, 2002
Accepted: March 8, 2003
Publikationsdatum:
16. Juli 2003 (online)
Abstract
Bioassay-guided fractionation of the ethanol extract of the aerial parts of Clematis tangutica led to the isolation of two new antifungal triterpene saponins. Their structures were determined to be 3-O-α-L-arabinopyranosyl hederagenin 28-O-α-L-rhamnopyranosyl ester (1) and 3-O-β-D-glucopyranosyl-(1→ 4)-α-L-arabinopyranosyl hederagenin 28-O-α-L-rhamnopyranosyl ester (2) on the basis of spectral data and chemical evidence. Inhibitory activities of the two saponins against seven fungal strains were evaluated. Compounds 1 and 2 showed evident antifungal activity (MIA ≈ 2.5 μg/disc) against Saccharomyces cerevisiae, similar to the positive control amphotericin B and ordinary activities (MIA ≈ 10 μg/disc) against Penicillium avellaneum UC-4376, Candida glabrata, Trichosporon beigelii and Pyricularia oryzae. Compound 2 is a better antifungal agent than compound 1 against most of the fungal strains that were tested.
Key words
Clematis tangutica - Ranunculaceae - triterpene saponin - hederagenin - antifungal activity
References
- 1 Ghannoum M A, Rice L B. Antifungal agents: mode of action, mechanisms of resistance, and correlation of these mechanisms with bacterial resistance. Clin Microbiol Rev. 1999; 12 501-17
- 2 Gilmore M S, Hoch J A. Antibiotic resistance: A vancomycin surprise. Nature. 1999; 399 524-7
- 3 Novak R, Henriques B, Charpentier E, Normark S, Tuomanen E. Emergence of vancomycin tolerance in Streptococcus pneumoniae . Nature. 1999; 399 590-3
- 4 Dixon R A. Natural products and plant disease resistance. Nature. 2001; 411 843-7
- 5 Papadopoulou K, Melton R E, Leggett M, Daniels M J, Osbourn A E. Compromised disease resistance in saponin-deficient plants. Proc Natl Acad Sci USA. 1999; 96 2923-8
- 6 Cos P, Hermans N, Bruyne T D, Apers S, Sindambiwe J B, Berghe D V. et al . Further evaluation of Rwandan medicinal pant extracts for their antimicrobial and antiviral activities. J Ethnopharmacol. 2002; 79 155-63
- 7 Ali-Shtayeh M S, Abu Ghdeib S I. Antifungal activity of plant extracts against dermatophytes. Mycoses. 1999; 42 665-72
- 8 Northwest Plateau Institute of B iology, Academia S inica. Zang Yao Zhi. Xining; People’s Press 1991: 249
- 9 Zhong H -M, Chen C -X, Tian X, Chui Y -X, Chen Y -Z. Triterpenoid saponins from Clematis tangutica . Planta Medica. 2001; 67 484-8
- 10 Du Z -Z, Zhu N, Shen Y -M. Two novel antifungal saponins from the Tibetan herbal medicine Clematis tangutica . Chin Chem Lett. 2003; Vol. 14 No. 7 (in press)
- 11 Espinel-Ingroff A, White T, Pfaller M A. Antifungal Agents and Susceptibility Tests. Manual of Clinical Microbiology. 7th Edn (Murray PR, editor) Washington DC; American Society for Microbiology 1999: pp. 1640-52
- 12 Kizu H, Tomimori T. Studies on the constituents of Clematis species. V. On the saponins of the root of Clematis chinensis Osbeck. Chem Pharm Bull. 1982; 30 3340-6
- 13 Kizu H, Hirabayashi S, Suzuki M, Tomimori T. Studies on the constituents of Hedera rhombea Bean. IV. On the hederagenin glycosides. (2). Chem Pharm Bull. 1985; 33 3473-8
- 14 Bader G, Kulhanek Y, Ziegler-Böhme H. Zur Antimyzetischen Wirksamkeit von Polygalasäureglycosiden. Pharmazie. 1990; 45 618-20
- 15 Grayer R J, Harborne J B. A Survey of antifungal compounds from higher plants, 1982 - 1993. Phytochemistry. 1994; 37 9-42
Yuemao Shen
The State Key Laboratory of Phytochemistry and Plant Resources in West China
Kunming Institute of Botany
Chinese Academy of Sciences
Heilongtan
Kunming
Yunnan 650204
People’s Republic of China.
Telefon: +86-871-5223111
Fax: +86-871-5150227
eMail: yshen@public.km.yn.cn