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DOI: 10.1055/s-0032-1315391
Prenylated Flavonoids from the Roots of Desmodium caudatum and Evaluation of Their Antifungal Activity
Publication History
received 09 July 2012
revised 29 August 2012
accepted 31 August 2012
Publication Date:
11 October 2012 (online)

Abstract
Two new prenylated flavonoids (1, 4) and two new prenylated C-methyl-flavonoids (6, 7), together with four known flavonoids (2, 3, 5, 8), were isolated from the roots of Desmodium caudatum. The structures of the new compounds were elucidated by extensive spectroscopic analyses including 1D-, 2D-NMR and MS. The antifungal activities of five compounds (1, 2, 4, 6, 8) as well as nine flavonoids (9–17) previously isolated from this plant against Aspergillus niger, Penicillium sp., Rhizopus sp., and Trichophyton sp. were evaluated. Compound 6 showed potent antifungal activity against Trichophyton sp. with a minimum inhibitory concentration (MIC) value of 1.95 µg/mL.
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References
- 1 Makino T. Makinoʼs new illustrated flora of Japan. Tokyo: Hokuryu-kan Publishing Co., Ltd.; 1998: 209
- 2 Jiangsu New Medical College. Chinese materia medica. Shanghai: Shanghai Peopleʼs Publishing House; 1977: 1240
- 3 Sasaki H, Kashiwada Y, Shibata H, Takaishi Y. Prenylated flavonoids from Desmodium caudatum and evaluation of their anti-MRSA activity. Phytochemistry 2012; 82: 136-142
- 4 Takatori K. Eumycetes inspection manual. Tokyo: Technosystem Co., Ltd.; 2002: 220-419 (in Japanese)
- 5 Saitoh T, Kinoshita T, Shibata S. Flavonols of licorice root. Chem Pharm Bull 1976; 24: 1242-1245
- 6 Jia SS, Liu D, Wang HQ, Suo ZX. Isolation and identification of gancaonin p-3′-methylether from the leaves of Glycyrrhiza uralensis Fisch. Acta Pharm Sin 1993; 28: 623-625
- 7 Wu TS. A 2,2-dimethylpyranoflavonol from Citrus nobilis . Phytochemistry 1987; 26: 3094-3095
- 8 Ueno A, Ikeya Y, Fukushima S, Noro T, Morinaga K, Kuwano H. Studies on the constituents of Desmodium caudatum DC. Chem Pharm Bull 1978; 26: 2411-2416
- 9 Gaffield W. Circular dichroism, optical rotatory dispersion and absolute configuration of flavanones, 3-hydroxyflavanones and their glycosides. Tetrahedron 1970; 26: 4093-4108
- 10 Slade D, Ferreira D, Marais JPJ. Circular dichroism, a powerful tool for the assessment of absolute configuration of flavonoids. Phytochemistry 2005; 66: 2177-2215
- 11 Sutthivaiyakit S, Thongnak O, Lhinhatrakool T, Yodchun O, Srimark R, Dowtaisong P, Chuankamnerdkarn M. Cytotoxic and antimycobacterial prenylated flavonoids from the roots of Eriosema chinense . J Nat Prod 2009; 72: 1092-1096