Antigenotoxic prenylated flavonoids from stem bark of Erythrina latissima. 2017

Yancho Zarev, and Kenn Foubert, and Vera Lucia de Almeida, and Roel Anthonissen, and Esameldin Elgorashi, and Sandra Apers, and Iliana Ionkova, and Luc Verschaeve, and Luc Pieters
Natural Products & Food Research and Analysis (NatuRA), Department of Pharmaceutical Sciences, University of Antwerp, Universiteitsplein 1, 2610, Antwerp, Belgium; Department of Pharmacognosy, Faculty of Pharmacy, Medical University - Sofia, Str. Dunav 2, 1000, Sofia, Bulgaria.

A series of prenylated flavonoids was obtained from antigenotoxic extracts and fractions of stem bark of Erythrina latissima E. Mey (Leguminosae). In addition to five constituents never reported before, i.e. (2S)-5,7-dihydroxy-2-(4-hydroxy-2-(prop-1-en-2-yl)-2,3-dihydrobenzofuran-6-yl)chroman-4-one (erylatissin D), (2S)-5,7-dihydroxy-2-(4-methoxy-2-(prop-1-en-2-yl)-2,3-dihydrobenzofuran-6-yl)chroman-4-one (erylatissin E), 5,7-dihydroxy-3-(4-methoxy-2-(prop-1-en-2-yl)-2,3-dihydrobenzofuran-6-yl)-4H-chromen-4-one (erylatissin F), (2S)-5,7,8'-trihydroxy-2',2'-dimethyl-[2,6'-bichroman]-4-one (erylatissin G) and (2S)-5,7-dihydroxy-8'-methoxy-2',2'-dimethyl-[2,6'-bichroman]-4-one (dihydroabyssinin I), 18 known flavonoids were identified. Evaluation of the antigenotoxic properties (against genotoxicity induced by aflatoxin B1, metabolically activated) in the Vitotox assay revealed that most flavonoids were active. Sigmoidin A and B showed the highest activity, with an IC50 value of 18.7 μg/mL, equivalent to that of curcumin (IC50 18.4 μg/mL), used as a reference antigenotoxic compound.

UI MeSH Term Description Entries
D009152 Mutagenicity Tests Tests of chemical substances and physical agents for mutagenic potential. They include microbial, insect, mammalian cell, and whole animal tests. Genetic Toxicity Tests,Genotoxicity Tests,Mutagen Screening,Tests, Genetic Toxicity,Toxicity Tests, Genetic,Genetic Toxicity Test,Genotoxicity Test,Mutagen Screenings,Mutagenicity Test,Screening, Mutagen,Screenings, Mutagen,Test, Genotoxicity,Tests, Genotoxicity,Toxicity Test, Genetic
D004895 Erythrina A genus of leguminous shrubs or trees, mainly tropical, yielding useful compounds such as ALKALOIDS and PLANT LECTINS. Erythrina crista-galli,Erythrina cristagalli,Erythrina mulungu,Erythrina variegata,Erythrina verna,Indian Coral Tree,Coral Tree, Indian,Coral Trees, Indian,Erythrina crista galli,Indian Coral Trees,Tree, Indian Coral,Trees, Indian Coral
D005419 Flavonoids A group of phenyl benzopyrans named for having structures like FLAVONES. 2-Phenyl-Benzopyran,2-Phenyl-Chromene,Bioflavonoid,Bioflavonoids,Flavonoid,2-Phenyl-Benzopyrans,2-Phenyl-Chromenes,2 Phenyl Benzopyran,2 Phenyl Benzopyrans,2 Phenyl Chromene,2 Phenyl Chromenes
D015394 Molecular Structure The location of the atoms, groups or ions relative to one another in a molecule, as well as the number, type and location of covalent bonds. Structure, Molecular,Molecular Structures,Structures, Molecular
D016587 Antimutagenic Agents Agents that reduce the frequency or rate of spontaneous or induced mutations independently of the mechanism involved. Anti-Mutagenic Agent,Antimutagen,Antimutagenic Agent,Anti-Mutagenic Agents,Anti-Mutagenic Effect,Anti-Mutagenic Effects,Antimutagenic Effect,Antimutagenic Effects,Antimutagens,Agent, Anti-Mutagenic,Agent, Antimutagenic,Agents, Anti-Mutagenic,Agents, Antimutagenic,Anti Mutagenic Agent,Anti Mutagenic Agents,Anti Mutagenic Effect,Anti Mutagenic Effects,Effect, Anti-Mutagenic,Effect, Antimutagenic,Effects, Anti-Mutagenic,Effects, Antimutagenic
D016604 Aflatoxin B1 A potent hepatotoxic and hepatocarcinogenic mycotoxin produced by the Aspergillus flavus group of fungi. It is also mutagenic, teratogenic, and causes immunosuppression in animals. It is found as a contaminant in peanuts, cottonseed meal, corn, and other grains. The mycotoxin requires epoxidation to aflatoxin B1 2,3-oxide for activation. Microsomal monooxygenases biotransform the toxin to the less toxic metabolites aflatoxin M1 and Q1. Aflatoxin B(1),Aflatoxin B,Aflatoxin B1 Dihydrochloride, (6aR-cis)-Isomer,Aflatoxin B1, (6aR-cis)-Isomer, 14C-Labeled,Aflatoxin B1, (6aR-cis)-Isomer, 2H-Labeled,Aflatoxin B1, (6aR-cis)-Isomer, 3H-Labeled,Aflatoxin B1, cis(+,-)-Isomer,HSDB-3453,NSC-529592,HSDB 3453,HSDB3453,NSC 529592,NSC529592
D054876 Prenylation Attachment of isoprenoids (TERPENES) to other compounds, especially PROTEINS and FLAVONOIDS. Farnesylation,Geranylgeranylation,Isoprenylation
D024301 Plant Bark The outer layer of the woody parts of plants. Bark, Plant,Bark, Tree,Tree Bark,Barks, Plant,Barks, Tree,Plant Barks,Tree Barks

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