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Furanosesquiterpenoids of Commiphora myrrha

Authors: Sang, S; Zhu, N; Kikuzaki, H; Sheng, S; Rafi, MM; Wang, M; Nakatani, N; +3 Authors

Furanosesquiterpenoids of Commiphora myrrha

Abstract

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.

Country
China (People's Republic of)
Keywords

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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selected citations
These citations are derived from selected sources.
This is an alternative to the "Influence" indicator, which also reflects the overall/total impact of an article in the research community at large, based on the underlying citation network (diachronically).
BIP!Citations provided by BIP!
popularity
This indicator reflects the "current" impact/attention (the "hype") of an article in the research community at large, based on the underlying citation network.
BIP!Popularity provided by BIP!
influence
This indicator reflects the overall/total impact of an article in the research community at large, based on the underlying citation network (diachronically).
BIP!Influence provided by BIP!
impulse
This indicator reflects the initial momentum of an article directly after its publication, based on the underlying citation network.
BIP!Impulse provided by BIP!
54
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Top 10%
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