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            C NMR Studies of Some Anthraquinones and Anthracenetetrones

Danielsen, Knut; Francis, George W.; Aksnes, Dagfinn W.

doi:10.1002/(sici)1097-458x(199612)34:12<1043::aid-omr11>3.0.co;2-#

Cited by 4 publications

(2 citation statements)

References 11 publications

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“…Based on the evidence provided by 1 H and 13 C NMR spectral data, the structure of 1 was determined as shown in Fig. 1 6, 7. This structure has been previously reported from the same plant by another research group and named emodin‐1‐ O ‐β‐gentiobioside8; however, its NMR spectral data differed significantly from those of 1 (Table 1).…”

Section: Resultsmentioning

confidence: 99%

Structure elucidation of a sodium salified anthraquinone from the seeds of Cassia obtusifolia by NMR technique assisted with acid–alkali titration

Zhang

Wang

Liu

et al. 2011

Magnetic Reson in Chemistry

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A new sodium salt of anthraquinone named sodium emodin-1-O-β-gentiobioside, together with nine known compounds, viz. rubrofusarin-6-O-β-D-gentiobioside, chrysophanol-1-O-β-D-glucopyranosyl-(1-3)-β-D-glucopyranosyl-(1-6)-β-D-glucopyranoside, obtusifolin-2-O-β-D-glucopyranoside, aurantio-obtusin-6-O-β-D-glucopyranoside, physcion-8-O-β-D-glucopyranoside, 1-hydroxyl-2-acetyl-3,8-dimethoxy-6-O-β-D-apiofuranosyl-(1-2)-β-D-glucosylnaphthalene, toralactone-9-O-β-D-gentiobioside, aurantio-obtusin, rubrofusarin-6-O-β-D-apiofuranosyl-(1-6)-O-β-D-glucopyranoside, was isolated from the seeds of Cassia obtusifolia and its structure was elucidated by (1)H and (13)C NMR technique assisted with acid-alkali titration. The change of chemical shifts of sodium emodin-1-O-β-gentiobioside before and after acid-alkali titration was also characterized.

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Section: Resultsmentioning

confidence: 99%

Structure elucidation of a sodium salified anthraquinone from the seeds of Cassia obtusifolia by NMR technique assisted with acid–alkali titration

Zhang

Wang

Liu

et al. 2011

Magnetic Reson in Chemistry

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“…This phenomenon may be due to interference by absorption of the corresponding anthracene-2,3,9,10-tetrone form produced by oxidation of anthrasesamone F (2,3-dihydroxyanthracene-9,10-dione form) during the reaction. 7,8) Anthrasesamone F showed antioxidant activity, because anthrasesamone F possesses two adjacent hydroxy groups (catechol-like o-dihydroxy structure) in the anthraquinone ring. 8,9) Accordingly, 2-(4-methylpent-3en-1-yl)anthracene-9,10-dione (MPAQ) (Fig.…”

Section: Dpph Radical Scavenging Activity Of Anthrasesamone Fmentioning

confidence: 99%

Identification of a characteristic antioxidant, anthrasesamone F, in black sesame seeds and its accumulation at different seed developmental stages

Furumoto

Nishimoto

2016

Bioscience, Biotechnology, and Biochemistry

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Assay-guided fractionation of the methanol extract from black seeds of sesame (Sesamum indicum L.) led to the isolation of an active compound that had a 1,1-diphenyl-2-picrylhydrazyl radical scavenging activity. This antioxidant was confirmed to be anthrasesamone F, an anthraquinone derivative previously isolated from different black sesame seeds and biogenetically related to other anthrasesamones in sesame roots. The radical scavenging assay showed that anthrasesamone F had more potent activity than Trolox. The content of anthrasesamone F in different parts and at different developmental stages of black sesame seeds was investigated to clarify the accumulation pattern of this antioxidant in the black seeds. Anthrasesamone F was localized in the seed coat of black seeds and accumulated after the seed coat color changed to black. The content of anthrasesamone F increased gradually with seed maturation and drastically on air-drying, the final stage in sesame cultivation.

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A Quantum Statistical Approach to Remediation Effect of Humic Substances

Aleksandrova

Schulz

Matthies

2011

Water Air Soil Pollut

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Among various remediation factors, dissolved organic matter including humic substances (HS) has substantial effect on environmental contamination significantly changing the contaminant's degradation, bioavailability, reactivity, and immobilization. However, the effects strongly depend on HS concentrations and their aromaticity index (AI). To understand underlying phenomena of remediation action of HS, which is revealed to occur within a definite interval of HS concentrations in water solution, a quantum statistical approach is supposed. Developing this approach, a model of protons as Fermi particles in humic substances was advanced for the first time and applied to describe transformations of HS molecules, i.e., multipoles into micelle structures, which in turn provide for mediating effects in water. Sufficiently high concentration of micelle granules in water solution exists if the concentration of HS lies within a definite interval. It was demonstrated applying a grand canonical Gibbs distribution method to a statistical ensemble of HS particles. Our approach allows for understanding and quantifying some biological and physiological processes connected with mediating action of HS, as for example the reversible red cell aggregation influenced by HS, adsorption of HS particles by cancer cells, and effect of HS on human resistibility to inflammatory processes of different kinds. Application of our results to water systems may be helpful to optimize waste processing and disposal.

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¹ H and ¹³ C NMR Studies of Some Anthraquinones and Anthracenetetrones

Cited by 4 publications

References 11 publications

Structure elucidation of a sodium salified anthraquinone from the seeds of Cassia obtusifolia by NMR technique assisted with acid–alkali titration

Structure elucidation of a sodium salified anthraquinone from the seeds of Cassia obtusifolia by NMR technique assisted with acid–alkali titration

Identification of a characteristic antioxidant, anthrasesamone F, in black sesame seeds and its accumulation at different seed developmental stages

A Quantum Statistical Approach to Remediation Effect of Humic Substances

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1 H and 13 C NMR Studies of Some Anthraquinones and Anthracenetetrones

Cited by 4 publications

References 11 publications

Structure elucidation of a sodium salified anthraquinone from the seeds of Cassia obtusifolia by NMR technique assisted with acid–alkali titration

Structure elucidation of a sodium salified anthraquinone from the seeds of Cassia obtusifolia by NMR technique assisted with acid–alkali titration

Identification of a characteristic antioxidant, anthrasesamone F, in black sesame seeds and its accumulation at different seed developmental stages

A Quantum Statistical Approach to Remediation Effect of Humic Substances

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¹ H and ¹³ C NMR Studies of Some Anthraquinones and Anthracenetetrones