Abstract
Six new ellagitannins, phyllanemblinins A-F (1-6), were isolated from Phyllanthus emblica, along with 30 known tannins and related compounds. Their structures were determined by spectral and chemical methods. Phyllanemblinins A (1) and B (2) were confirmed to be ellagitannins having a tetrahydroxybenzofuran dicarboxyl group and a hexahydroxydiphenoyl group, respectively, by chemical synthesis from furosin (8). Phyllanemblinin C (3) has a new acyl group at the glucose 2,4-positions and is structurally related to chebulagic acid. Phyllanemblinins D (4), E (5), and F (6) were found to be positional isomers of neochebuloyl 1(beta)-O-galloylglucose.
Publication types
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Research Support, Non-U.S. Gov't
MeSH terms
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Antineoplastic Agents, Phytogenic / chemistry
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Antineoplastic Agents, Phytogenic / isolation & purification*
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Antineoplastic Agents, Phytogenic / pharmacology
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Chemical Phenomena
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Chemistry, Physical
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Chromatography, Thin Layer
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Circular Dichroism
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Crystallography, X-Ray
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Drug Screening Assays, Antitumor
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Drugs, Chinese Herbal
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Euphorbiaceae / chemistry*
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Fruit / chemistry
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HL-60 Cells / drug effects
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HeLa Cells / drug effects
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Humans
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Hydrolyzable Tannins*
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Molecular Conformation
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Molecular Structure
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Nuclear Magnetic Resonance, Biomolecular
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Plant Bark / chemistry
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Plant Leaves / chemistry
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Plant Stems / chemistry
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Plants, Medicinal / chemistry*
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Spectrophotometry, Infrared
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Spectrophotometry, Ultraviolet
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Stereoisomerism
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Tannins / chemistry
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Tannins / isolation & purification*
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Tannins / pharmacology
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Tumor Cells, Cultured / drug effects
Substances
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Antineoplastic Agents, Phytogenic
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Drugs, Chinese Herbal
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Hydrolyzable Tannins
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Tannins
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ellagitannin