7α-Hydroxyfriedelan-3-one-26-ol-29-oic acid and other Constituents from Pileostegia viburnoides var. glabrescens

Author:

Chen Sheng-Huang1,Yu Juan1,Li Qin-Wen1,Zhao Jian-Ping2,Wedge David E.3,Duke Stephen O.3,Liao Duan-Fang1,Wang Yu-Hong4,Fronczek Frank R.5,Khan Ikhlas A.12,Wang Wei1

Affiliation:

1. TCM and Ethnomedicine Innovation & Development Laboratory, Sino-Luxemburg TCM Research Center, School of Pharmacy, Hunan University of Chinese Medicine, Changsha 410208, China

2. National Center for Natural Products Research, Research Institute of Pharmaceutical Sciences, School of Pharmacy, University of Mississippi, MS, 38677, USA

3. United States Department of Agriculture, Agricultural Research Service, Natural Products Utilization Research Unit, National Center for Natural Products Research, University of Mississippi, MS 38677, USA

4. State Key Laboratory of Chinese Medicine Powder and Medicine Innovation in Hunan (Incubation), Hunan University of Chinese Medicine, Changsha 410208, China

5. Louisiana State University, Department of Chemistry, Baton Rouge, Louisiana 70803, USA

Abstract

Phytochemical investigation of the roots and rhizomes of Pileostegia viburnoides var. glabrescens led to the isolation and identification of 31 compounds (1-31), 25 of which (1-2, 4-7, 9-12, 15-18, 21-31) were isolated from the Pileostegia genus for the first time. 7α-Hydroxyfriedelan-3-one-26-ol-29-oic acid (1) is a new friedelane-type triterpene. The structure of n-butyl-β-D-fructopyranoside (2) was determined by single-crystal X-ray diffraction. Compounds 4 and 12 displayed marginal cytotoxicity against the P388 murine leukemia cell line with IC50 values of 13.4 μM and 25.0 μM, respectively. Compound 23 exhibited marginal anti-inflammatory activity by the inhibition of lipopolysaccharide induced nitric oxide production in RAW 264.7 macrophage cells, with an IC50 value of 32.0 μM. Compounds 3, 8-10, 25, and 27 were phytotoxic to the dicot Lactuca sativa (lettuce) and/or the monocot Agrostis stolonifera (bentgrass).

Publisher

SAGE Publications

Subject

Complementary and alternative medicine,Plant Science,Drug Discovery,Pharmacology,General Medicine

Reference40 articles.

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2. WuZJ, ZhouDS. (2009) Medicine in Hunan. Hunan science and technology press, Hunan, 5, 3360–3361.

3. A new phenylpropane glycoside from the rhizome of Sparganium stoloniferum

4. Antioxidant activity-guided separation of coumarins and lignan from Melicope glabra (Rutaceae)

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