Results 81 to 90 of about 194 (112)
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Toxicology, 1994
Avarone (AQ) is a naturally occurring sesquiterpenoid benzoquinone possessing antileukaemic activity. Its reactivity towards glutathione (GSH) and protein sulfhydryl (SH) groups was investigated. The stoichiometry of AQ reaction with GSH at [GSH]/[AQ] ratios lower than unity proved to be 1:2 (thiol:quinone), consistent with the formation of the ...
Salvatore De Rosa
exaly +3 more sources
Avarone (AQ) is a naturally occurring sesquiterpenoid benzoquinone possessing antileukaemic activity. Its reactivity towards glutathione (GSH) and protein sulfhydryl (SH) groups was investigated. The stoichiometry of AQ reaction with GSH at [GSH]/[AQ] ratios lower than unity proved to be 1:2 (thiol:quinone), consistent with the formation of the ...
Salvatore De Rosa
exaly +3 more sources
Antimutagenic activity of the novel antileukemic agents, avarone and avarol
Mutation Research-Fundamental and Molecular Mechanisms of Mutagenesis, 1985The two antileukemic agents, avarone and avarol, were determined to be neither direct nor indirect mutagenic agents in the Ames microsomal test. Moreover, the two sesquiterpenoid compounds drastically reduced the mutagenic effect of benzo[a]pyrene in the same system.
B Kurelec, S Britvić, R K Zahn
exaly +3 more sources
Enantioselective Total Synthesis of Avarol and Avarone
Angewandte Chemie - International Edition, 1999Formation of the C11-C1' bond through application of Barton's radical decarboxylation and quinone addition is the cornerstone of a new convergent and concise synthesis of the marine metabolites avarol (1) and avarone (2; see scheme), for which antimitotic, antileukemic, and antiviral effects have been reported.
Taotao Ling, Emmanuel A Theodorakis
exaly +3 more sources
Synthesis and biological activity of amino acid derivatives of avarone and its model compound [PDF]
Bioorganic and Medicinal Chemistry, 2015 A series of eighteen derivatives of marine sesquiterpene quinone avarone and its model system tert-butylquinone with amino acids has been synthesized by nucleophilic addition of amino acids to the quinones. In vitro cytotoxic activity toward human cancer cell lines (HeLa, A549, Fem-X, K562, MDA-MB-453) and normal MRC-5 cell line was determined. Several
Jovana Vilipić +2 more
exaly +6 more sources
International Journal of Biological Macromolecules, 2013
The interactions of avarone, a quinone from the marine sponge Dysideaavara, and the methylamino derivatives of avarone (2), 3'-(methylamino)avarone (3) and 4'-(methylamino)avarone (4) with calf thymus DNA (CT-DNA) were studied. Agarose gel electrophoreticanalysis showed that binding of the quinones quenched fluorescence of ethidium bromide (EB).
MIROSLAVA Vujčić +2 more
exaly +5 more sources
The interactions of avarone, a quinone from the marine sponge Dysideaavara, and the methylamino derivatives of avarone (2), 3'-(methylamino)avarone (3) and 4'-(methylamino)avarone (4) with calf thymus DNA (CT-DNA) were studied. Agarose gel electrophoreticanalysis showed that binding of the quinones quenched fluorescence of ethidium bromide (EB).
MIROSLAVA Vujčić +2 more
exaly +5 more sources
The inhibition of human immunodeficiency virus type 1 reverse transcriptase by avarol and avarone derivatives [PDF]
FEBS Letters, 1990 We have analyzed the effects of several natural compounds related to avarols and avarones on the catalytic functions of human immunodeficiency virus type 1 (HIV‐1) reverse transcriptase (RT). The most potent substances, designated as avarone A,B and E and avarol F, inhibited indiscriminately the enzymatic activities of HIV‐1 RT, namely the RNA ...
Shoshana Loya, Amnon Hizi
exaly +3 more sources
Toxicology Letters, 1991
Avarol, a sesquiterpenoid hydroquinone, its quinone avarone, both main secondary metabolites from the marine sponge Dysidea avara and nine of their natural and synthetic derivatives were tested for ability to interact selectively with rat liver microsomal phenobarbital (PB)- or 3-methylcholanthrene (3-MC)-induced cytochrome (cyt.) P-450 isoenzymatic ...
Maria Antonietta Belisario +2 more
exaly +3 more sources
Avarol, a sesquiterpenoid hydroquinone, its quinone avarone, both main secondary metabolites from the marine sponge Dysidea avara and nine of their natural and synthetic derivatives were tested for ability to interact selectively with rat liver microsomal phenobarbital (PB)- or 3-methylcholanthrene (3-MC)-induced cytochrome (cyt.) P-450 isoenzymatic ...
Maria Antonietta Belisario +2 more
exaly +3 more sources
Stereoselective Synthesis of (+)-Avarol, (+)-Avarone, and Some Nonracemic Analogues
The Journal of Organic Chemistry, 1996Synthesis of the rearranged drimane sesquiterpenoids (+)-avarol and (+)-avarone from Wieland-Miescher ketone is described. This synthetic sequence provides convenient access to the natural enantiomers and, based on comparison of the optical rotation of synthetic avarol dimethyl ether with literature data, affords material of significantly higher ...
Jianguo, An, David F., Wiemer
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ChemInform Abstract: Enantioselective Total Synthesis of Avarol and Avarone.
ChemInform, 2000AbstractChemInform is a weekly Abstracting Service, delivering concise information at a glance that was extracted from about 100 leading journals. To access a ChemInform Abstract of an article which was published elsewhere, please select a “Full Text” option. The original article is trackable via the “References” option.
Taotao Ling +2 more
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New Avarone and Avarol Derivatives from the Marine Sponge Dysidea cinerea
Journal of Natural Products, 1991Six new avarol and avarone derivatives, 3'-hydroxyavarone [3], 3',6'-dihydroxyavarone [4], 6'-hydroxyavarol [5], 6'-acetoxyavarol [6], 6'-acetoxyavarone [7], and 6'-hydroxy-4'-methoxyavarone [8], are reported from the Red Sea sponge Dysidea cinerea.
S, Hirsch, A, Rudi, Y, Kashman, Y, Loya
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