
An investigation on the gum exudates of Commiphora myrrha has led to the isolation of six sesquiterpenoids. On the basis of spectroscopic data interpretation, they were determined as two new furanosesquiterpenoids, rel-1S,2S-epoxy-4R-furanogermacr-10(15)-en-6-one (1) and rel-2R-methyl-5S-acetoxy-4R-furanogermacr-1(10)Z-en-6-one (2), and four known furanosesquiterpenoids, rel-3R-methoxy-4S-furanogermacra-1E,10(15)-dien-6-one (3), rel-2R-methoxy-4R-furanogermacr-1(10)E-en-6-one (4), furanogermacra-1(10)Z,4Z-dien-6-one, and curzerenone [6,7-dihydro-5beta-isopropenyl-3,6beta-dimethyl-6-vinylbenzofuran-4(5H)-one]. This is the first report of the relative stereochemistry for the known compounds 3 and 4. Compound 1 exhibited weak cytotoxic activity against a MCF-7 breast tumor cell line in a clonogenic assay, while the other five compounds were inactive in this assay.
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Plants, Medicinal - Chemistry, Nuclear Magnetic Resonance, Burseraceae - Chemistry, Sesquiterpenes - Chemistry - Isolation & Purification - Pharmacology, Molecular Conformation, Antineoplastic Agents, Phytogenic - Chemistry - Isolation & Purification - Pharmacology, Antineoplastic Agents, Breast Neoplasms, Medicinal - Chemistry, Sesquiterpenes, Germacrane, Drugs, Chinese Herbal - Chemistry - Isolation & Purification - Pharmacology, Tumor Cells, Cultured, Humans, Phytogenic - Chemistry - Isolation & Purification - Pharmacology, Cultured - Drug Effects, Nuclear Magnetic Resonance, Biomolecular, Germacrane, Chromatography, Plants, Medicinal, Molecular Structure, Drugs, Stereoisomerism, Plants, 540, Antineoplastic Agents, Phytogenic, Tumor Cells, Tumor Cells, Cultured - Drug Effects, Thin Layer, Chinese Herbal - Chemistry - Isolation & Purification - Pharmacology, Female, Chromatography, Thin Layer, Burseraceae, Sesquiterpenes, Biomolecular, Drugs, Chinese Herbal
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