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1. Sulfemodin 8-O-β-<scp>d</scp>-Glucoside, a New Sulfated Anthraquinone Glycoside, and Antioxidant Phenolic Compounds from Rheum emodi

Author

Riddhi Pradhan, B. Kopp, Beate Bahr, Klaus K. Mayer, Liselotte Krenn, D. H. Paper, and Armin Presser

Subjects
DPPH, Pharmaceutical Science, Anthraquinones, Plant Roots, Antioxidants, Analytical Chemistry, Inhibitory Concentration 50, chemistry.chemical_compound, Nepal, Picrates, Glucoside, Drug Discovery, Organic chemistry, Glycosides, Phenols, Rheum, Nuclear Magnetic Resonance, Biomolecular, Benzofurans, Pharmacology, chemistry.chemical_classification, Plants, Medicinal, Molecular Structure, biology, Rheum emodi, Biphenyl Compounds, Organic Chemistry, Glycoside, biology.organism_classification, Biphenyl compound, Complementary and alternative medicine, chemistry, Molecular Medicine, Emodin
Abstract

A sulfated emodin glucoside, emodin 8-O-beta-D-glucopyranosyl-6-O-sulfate (1), was isolated from the roots of Rheum emodi in an investigation of the active constituents of this Nepalese medicinal plant, and its structure was determined by spectroscopic and chemical methods. Additionally, two rare auronols, carpusin (2) and maesopsin (3), besides other anthraquinones and phenolics, were isolated and identified. Compounds 2 and 3 showed significant antioxidant activity in the DPPH assay, while chrysophanol, physcion, and emodin and their 8-O-glucosides were found to be inactive.

Published
2003

2. Antiangiogenic activity of synthetic dihydrobenzofuran lignans

Author

Slavka Baronikova, Jutta Bürgermeister, Luc Pieters, Stefaan Van Dyck, D. H. Paper, Sandra Apers, Guy L. F. Lemiere, and A. Vlietinck

Subjects
Magnetic Resonance Spectroscopy, Stereochemistry, Pharmaceutical Science, Stereoisomerism, Angiogenesis Inhibitors, Chemical synthesis, Catalysis, Lignans, Analytical Chemistry, Ferulic acid, chemistry.chemical_compound, Caffeic Acids, Drug Discovery, Organic chemistry, Derivatization, Chromatography, High Pressure Liquid, Benzofurans, Pharmacology, Lignan, Bicyclic molecule, Molecular Structure, Organic Chemistry, Biological activity, Chorion, Chorioallantoic membrane, Complementary and alternative medicine, chemistry, Molecular Medicine, Propionates
Abstract

A series of synthetic dihydrobenzofuran lignans, obtained by biomimetic oxidative dimerization of caffeic or ferulic acid methyl ester followed by derivatization reactions, was tested for its antiangiogenic activity in the CAM (chorioallantoic membrane) assay. The dimerization product of caffeic acid methyl ester (2a) (methyl (E)-3-[2-(3,4-dihydroxyphenyl)-7-hydroxy-3-methoxycarbonyl-2,3-dihydro-1-benzofuran-5-yl]prop-2-enoate) showed a pronounced antiangiogenic activity, especially the 2R,3R-enantiomer.

Published
2002

5. Sulfemodin 8-O-β-<SCP>d</SCP>-Glucoside, a New Sulfated Anthraquinone Glycoside, and Antioxidant Phenolic Compounds from Rheum emodi

Author

Krenn, L., Presser, A., Pradhan, R., Bahr, B., Paper, D. H., Mayer, K. K., and Kopp, B.

Abstract

A sulfated emodin glucoside, emodin 8-O-β-d-glucopyranosyl-6-O-sulfate (1), was isolated from the roots of Rheum emodi in an investigation of the active constituents of this Nepalese medicinal plant, and its structure was determined by spectroscopic and chemical methods. Additionally, two rare auronols, carpusin (2) and maesopsin (3), besides other anthraquinones and phenolics, were isolated and identified. Compounds 2 and 3 showed significant antioxidant activity in the DPPH assay, while chrysophanol, physcion, and emodin and their 8-O-glucosides were found to be inactive.

Published
2003

6. Sulfemodin 8-O-beta-D-glucoside, a new sulfated anthraquinone glycoside, and antioxidant phenolic compounds from Rheum emodi.

Author

Krenn L, Presser A, Pradhan R, Bahr B, Paper DH, Mayer KK, and Kopp B

Subjects
Anthraquinones chemistry, Anthraquinones pharmacology, Antioxidants chemistry, Antioxidants pharmacology, Benzofurans chemistry, Benzofurans isolation & purification, Benzofurans pharmacology, Biphenyl Compounds, Glycosides chemistry, Glycosides pharmacology, Inhibitory Concentration 50, Molecular Structure, Nepal, Nuclear Magnetic Resonance, Biomolecular, Picrates pharmacology, Plant Roots chemistry, Anthraquinones isolation & purification, Antioxidants isolation & purification, Glycosides isolation & purification, Plants, Medicinal chemistry, Rheum chemistry
Abstract

A sulfated emodin glucoside, emodin 8-O-beta-D-glucopyranosyl-6-O-sulfate (1), was isolated from the roots of Rheum emodi in an investigation of the active constituents of this Nepalese medicinal plant, and its structure was determined by spectroscopic and chemical methods. Additionally, two rare auronols, carpusin (2) and maesopsin (3), besides other anthraquinones and phenolics, were isolated and identified. Compounds 2 and 3 showed significant antioxidant activity in the DPPH assay, while chrysophanol, physcion, and emodin and their 8-O-glucosides were found to be inactive.

Published
2003
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