Simple prenylated hydroquinone derivatives from the marine urochordate . Natural anticancer and antimutagenic agents.

Howard, Bruce; CLARKSON, K.; Bernstein, R. L.

doi:10.1016/s0040-4039(01)86615-6

Cited by 82 publications

(46 citation statements)

References 6 publications

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“…2). Interestingly, the hydroquinones isolated from leaves of P. crassinervium [11,33] bear prenyl moieties and represent natural products that have rarely been found in non-marine organisms [34,35]. The…”

Section: Bioactive Compounds and Their Biosynthetic Originsmentioning

confidence: 99%

Chemistry and evolution of the Piperaceae

Kato

Furlan

2007

Pure and Applied Chemistry

113

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Abstract:The chemistry of members of the family Piperaceae is of great interest owing to the variety of biological properties displayed. A survey of structural diversity and bioactivity reveals that groups of species specialize in the production of amides, phenylpropanoids, lignans and neolignans, benzoic acids and chromenes, alkaloids, polyketides, and a plethora of compounds of mixed biosynthetic origin. Bioassays against Cladosporium cladosporioides and C. sphaerospermun have resulted in the characterization of various amides, prenylated phenolic compounds, and polyketides as potential classes of antifungal agents. Studies on the developmental process in seedlings of Piper solmsianum have shown that phenylpropanoid are produced instead of the tetrahydrofuran lignans found in adult plants. In suspension cultures of P. cernuum and P. crassinervium, phenylethylamines and alkamides predominate, whereas in the adult plants prenylpropanoids and prenylated benzoic acids are the respective major compound classes. Knowledge of the chemistry, bioactivity, and ecology of Piperaceae species provides preliminary clues for an overall interpretation of the possible role and occurrence of major classes of compounds.

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Section: Bioactive Compounds and Their Biosynthetic Originsmentioning

confidence: 99%

Chemistry and evolution of the Piperaceae

Kato

Furlan

2007

Pure and Applied Chemistry

113

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“…The simple linear Prenylquinone ( 1 ) was isolated from Aplidium californicum [14]. The verapliquinones A–D ( 2 – 5 ) were isolated from an unidentified Aplidium sp.…”

Section: Introductionmentioning

confidence: 99%

“…The potential cancer protective properties of prenylhydroquinone ( 9 ) were also evaluated by employing a modified-Ames assay for mutagenicity against Salmonella typhimurium ; when prenylhydroquinone was added to experiments, the mutagenic effects of the carcinogens were drastically reduced [14]. …”

Section: Introductionmentioning

confidence: 99%

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Quinone and Hydroquinone Metabolites from the Ascidians of the Genus Aplidium

et al. 2014

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Ascidians of the genus Aplidium are recognized as an important source of chemical diversity and bioactive natural products. Among the compounds produced by this genus are non-nitrogenous metabolites, mainly prenylated quinones and hydroquinones. This review discusses the isolation, structural elucidation, and biological activities of quinones, hydroquinones, rossinones, longithorones, longithorols, floresolides, scabellones, conicaquinones, aplidinones, thiaplidiaquinones, and conithiaquinones. A compilation of the 13C-NMR spectral data of these compounds is also presented.

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“…A . californicum has been the source of the simple monoprenyl derivatives 1 and 9 which were identified as anticancer and antimutagenic agents [16]. Glabruquinone A (3-demethylubiquinone Q2, 11 ) is closely related to the ubiquinones, although lacking the methyl group in the quinoid moiety; it is not a cytotoxin but demonstrated good cancer preventive activity on JB6 Cl 41 cell transformation activated by epidermal growth factor (EGF).…”

Section: Meroterpenes From Ascidiansmentioning

confidence: 99%

Meroterpenes from Marine Invertebrates: Structures, Occurrence, and Ecological Implications

et al. 2013

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Meroterpenes are widely distributed among marine organisms; they are particularly abundant within brown algae, but other important sources include microorganisms and invertebrates. In the present review the structures and bioactivities of meroterpenes from marine invertebrates, mainly sponges and tunicates, are summarized. More than 300 molecules, often complex and with unique skeletons originating from intra- and inter-molecular cyclizations, and/or rearrangements, are illustrated. The reported syntheses are mentioned. The issue of a potential microbial link to their biosynthesis is also shortly outlined.

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Simple prenylated hydroquinone derivatives from the marine urochordate . Natural anticancer and antimutagenic agents.

Cited by 82 publications

References 6 publications

Chemistry and evolution of the Piperaceae

Chemistry and evolution of the Piperaceae

Quinone and Hydroquinone Metabolites from the Ascidians of the Genus Aplidium

Meroterpenes from Marine Invertebrates: Structures, Occurrence, and Ecological Implications

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