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Molecules 2015, 20(4), 5740-5753; doi:10.3390/molecules20045740

Antileishmanial and Cytotoxic Compounds from Valeriana wallichii and Identification of a Novel Nepetolactone Derivative

1
Institute of Pharmacy and Food Chemistry, University of Wuerzburg, Am Hubland, 97074 Wuerzburg, Germany
2
Institute for Molecular Infection Biology, University of Wuerzburg, Josef-Schneider-Str. 2, 97080 Wuerzburg, Germany
3
Department of Pharmaceutical Technology, Jadavpur University, Kolkata-700032, India
Dedicated to the memory of Dr. R.D. Singh, Chief Scientist, Council of Scientific & Industrial Research (CSIR), Institute of Himalayan Bioresource Technology (IHBT), Palampur, India.
*
Author to whom correspondence should be addressed.
Academic Editor: Thomas J. Schmidt
Received: 24 February 2015 / Revised: 26 March 2015 / Accepted: 27 March 2015 / Published: 1 April 2015
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Abstract

The chloroform extract of Valeriana wallichii (V. wallichii) rhizomes was investigated to elucidate the structures responsible for reported antileishmanial activity. Besides bornyl caffeate (1, already been reported by us previously), bioassay-guided fractionation resulted in two additional cinnamic acid derivatives 23 with moderate leishmanicidal activity. The structure of a novel nepetolactone derivative 4 having a cinnamic acid moiety was elucidated by means of spectral analysis. To the best of our knowledge villoside aglycone (5) was isolated from this plant for the first time. The bioassay-guided fractionation yielded two new (compounds 67) and two known valtrates (compounds 89) with leishmanicidal potential against Leishmania major (L. major) promastigotes. In addition, β-bisabolol (10), α-kessyl alcohol (11), valeranone (12), bornyl isovalerate (13) and linarin-2-O-methylbutyrate (14) were identified. This is the first report on the isolation of 4'-demethylpodophyllotoxin (15), podophyllotoxin (16) and pinoresinol (17) in V. wallichii. In total thirteen known and four new compounds were identified from the extract and their cytotoxic and antileishmanial properties were evaluated. View Full-Text
Keywords: V. wallichii; antileishmanial; cytotoxicity; podophyllotoxin; valtrates; novel nepetolactone derivative V. wallichii; antileishmanial; cytotoxicity; podophyllotoxin; valtrates; novel nepetolactone derivative
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This is an open access article distributed under the Creative Commons Attribution License which permits unrestricted use, distribution, and reproduction in any medium, provided the original work is properly cited. (CC BY 4.0).

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MDPI and ACS Style

Glaser, J.; Schultheis, M.; Moll, H.; Hazra, B.; Holzgrabe, U. Antileishmanial and Cytotoxic Compounds from Valeriana wallichii and Identification of a Novel Nepetolactone Derivative. Molecules 2015, 20, 5740-5753.

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