(−)-Maglifloenone, a novel spirocyclohexadienone neolignan and other constituents from Magnolia liliflora
TL;DR: This is the first report of two neolignans of spirocyclohexadienone skeleton and of taspine from the Magnoliaceae family and the second report of the natural occurrence of futoenone.
About: This article is published in Phytochemistry.The article was published on 1982-01-01. It has received 22 citations till now. The article focuses on the topics: Taspine.
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TL;DR: The results obtained in this study support the role of essential oil and the leaf extracts derived from M. liliflora as a remarkable approach to inhibit the growth of food spoilage and foodborne pathogens.
Abstract: The aim of this study was to examine the chemical composition of the essential oil isolated from the floral parts of Magnolia liliflora Desr. by hydrodistillation, and to test the efficacy of essential oil and various leaf extracts against a diverse range of microorganisms comprising food spoilage and foodborne pathogenic bacteria. The chemical composition of essential oil was analyzed by GC-MS. It was determined that 52 compounds, which represented 78.07% of total oil, were present in the oil. The oil contained mainly levoxine (15.59%), methylcyclopropane (24.26%), 2-beta-pinene (5.3%), caryophyllene oxide (4.01%), and beta-caryophyllene (1.7%). The oil (1000 ppm/disc) and leaf extracts (1500 ppm/disc) exhibited promising antibacterial effects against the tested pathogens as a diameter of zones of inhibition (9 to 18 and 7 to 12 mm) and MIC values (125 to 1000 and 500 to 3000 microg/mL), respectively. Also, the oil had a potent detrimental effect on the viable count of the tested bacteria. The results obtained in this study support the role of essential oil and the leaf extracts derived from M. liliflora as a remarkable approach to inhibit the growth of food spoilage and foodborne pathogens.
84 citations
Patent•
06 Jan 1995TL;DR: In this article, 2,5-Diaryl tetrahydrofurans, 1,3-diaryl cyclopentanes, and 2.5-dimethyltetrahydrothiophenes (2.5d) were shown to reduce the chemotaxis and respiratory burst leading to the formation of damaging oxygen radicals of polymorphonuclear leukocytes during an inflammatory or immune response.
Abstract: 2,5-Diaryl tetrahydrofurans, 2,5-diaryl tetrahydrothiophenes, 1,3-diaryl cyclopentanes are disclosed that reduce the chemotaxis and respiratory burst leading to the formation of damaging oxygen radicals of polymorphonuclear leukocytes during an inflammatory or immune response. The compounds exhibit this biological activity by acting as PAF receptor antagonists, by inhibiting the enzyme 5-lipoxygenase, or by exhibiting dual activity, i.e., by acting as both a PAF receptor antagonist and inhibitor of 5-lipoxygenase. Also disclosed is a method to treat disorders mediated by PAF and/or leukotrienes that includes administering an effective amount of one or more of the above-identified compounds or a pharmaceutically acceptable salt thereof, optionally in a pharmaceutically acceptable carrier, to a patient in need of such therapy.
46 citations
TL;DR: Members of the Annonaceae have the particularity to elaborate a broad spectrum of natural products that have displayed anti-bacterial, anti-fungal, and anti-protozoal effects and have been used for the treatment of medical conditions, such as skin diseases, intestinal worms, inflammation of the eyes, HIV, and cancer.
39 citations
Patent•
24 Aug 1992TL;DR: In this article, 2,5-Diaryl tetrahydrofurans, 1,3-diaryl cyclopentanes, 2,4-direl pyrrolidines, and 2.5-dimethyltetrahydrothiophenes are disclosed that reduce the chemotaxis and respiratory burst leading to the formation of damaging oxygen radicals of polymorphonuclear leukocytes during an inflammatory or immune response.
Abstract: 2,5-Diaryl tetrahydrofurans, 2,5-diaryl tetrahydrothiophenes, 2,4-diaryl tetrahydrofurans, 2,4-diaryl tetrahydrothiophenes, 1,3-diaryl cyclopentanes, 2,4-diaryl pyrrolidines, and 2,5-diaryl pyrrolidines are disclosed that reduce the chemotaxis and respiratory burst leading to the formation of damaging oxygen radicals of polymorphonuclear leukocytes during an inflammatory or immune response. The compounds exhibit this biological activity by acting as PAF receptor antagonists, by inhibiting the enzyme 5-lipoxygenase, or by exhibiting dual activity, i.e., by acting as both a PAF receptor antagonist and inhibitor of 5-lipoxygenase. A method to treat disorders mediated by PAF or leukotrienes is also disclosed, that includes administering an effective amount of one or more of the above-identified compounds or a pharmaceutically acceptable salt thereof, optionally in a pharmaceutically acceptable carrier.
35 citations
TL;DR: A chloroform extract of fresh leaves of Magnolia liliflora contained the four new phenolic neolignans, liliflodione [a bicyclo(3,2,1) octanoid], liliflol A and B (dihydrobenzofuranoids) and liliflanone (a hexahydron-hexahedronoid) as mentioned in this paper.
32 citations
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TL;DR: In this article, a crystalline component, futoenone ; C20H20O5, mp 197°, was isolated from Piper futokazura and proved to have the structure (I).
Abstract: A crystalline constituent, futoenone ; C20H20O5, mp 197°, was isolated from Piper futokazura and proved to have the structure (I). The result of regenerating futoenone from the diacetate (Va) via the tosyl-phenol (X), providing an interesting example of Ar1-6 participation, strongly supported the spiro-dienone structure of futoenone. The stereochemistry was also proposed by the data of NMR. The total synthesis of futoenone was accomplished.
13 citations
TL;DR: Ozonation of diacetylmagnoflorine methine followed by oxidation and lactonization affords taspine, which is then converted to methine by reaction of methine with Na6(CO3)SO4 and Na2SO4.
Abstract: Ozonation of diacetylmagnoflorine methine followed by oxidation and lactonization affords taspine.
7 citations