The major flavonoid of Dodonaea angustifolia

Heerden, Fanie R. van; Viljoen, Alvaro; Wyk, B-E. van

doi:10.1016/s0367-326x(00)00201-x

Cited by 24 publications

(18 citation statements)

References 5 publications

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“…38). The isolated compound (named viscosine, Figure 1) was confirmed by comparison with analytical data available in literature (van Heerden et al, 2000) (3.8 g) was purified from Fr. 23 (obtained with hexanes/CHCl3, 2:8, 5L) by column chromatography [silica gel, hexanes/EtOAc (6:4, 500 mL)].…”

Section: Extraction and Isolationsupporting

confidence: 60%

Molecular docking of viscosine as a new lipoxygenase inhibitor isolated from <i>Dodonaea viscosa</i>

Khan

Mohammad

Iqbal

et al. 2012

Bangladesh J Pharmacol

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Section: Extraction and Isolationsupporting

confidence: 60%

Molecular docking of viscosine as a new lipoxygenase inhibitor isolated from <i>Dodonaea viscosa</i>

Khan

Mohammad

Iqbal

et al. 2012

Bangladesh J Pharmacol

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“…In accordance, compound 1 was confirmed as 5,7,4'-trihydroxy-3,6-dimethoxyflavone; 6-hydroxykaempferol-3,6-dimethyl ether (viscosine). [34][35][36] The latter was previously reported from the medicinal plant Dodonaea viscose (Family Sapindaceae), [37] and as a major leaf flavonoid of Dodonaea angustifolia, an important South African traditional medicinal plant. [35] Biologically, compound (1) was reported to exhibit significant lipoxygenase inhibitory and considered as a potential lead compound for treatment and management of inflammation and related pathological conditions associated with leukotrienes.…”

Section: Isolation and Structure Identificationmentioning

confidence: 99%

Viscosine: A new microbial flavonoid from marine‐derived, Streptomyces sp. RMS518F

Selim

Shaaban

Hamdy

et al. 2019

Vietnam Journal of Chemistry

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During the search for bioactive metabolites from marine sediment derived-actinomycetes, a new microbial flavonoid 6-hydroxykaempferol-3,6-dimethyl ether, viscosine (1) was isolated from the marine sediment derived-actinobacteria RMS518F strain. Structure of the compound (1) was determined by 1D-and 2D-NMR (1 and 2-Dimensional Nuclear Magnetic Resonance), mass spectrometry and comparison of these data with literature. Taxonomically, the strain was characterized as Streptomyces carpaticus on the bases of 16S rRNA gene sequence. Biologically, compound (1) exhibited moderate antimicrobial activity against the Gram-positive bacteria, Staphylococcus aureus ATCC6538-P; Bacillus cereus ATCC11778 and Saccharomyces cerevisiae ATCC9080 yeast. Compound (1)was also significantly active against the human colon carcinoma cell line (HCT-116) and the hepatocellular carcinoma cell line (Hep G2) with IC50 values of 73.4 and 62.8 μg/mL, respectively compared with the antineoplastic drug (Doxorubicin) (37.6 and 21.6 μg/mL), while no activity has been noticed against the human breast cancer cell line (MCF-7).

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“…The methanol extract of the aerial parts of A. alpina was partitioned successively with hexane and H 2 O. Purification of the H 2 O-soluble fractions by multiple chromatographic steps resulted in the isolation of 17 compounds that were identified as chlorogenic acid (1), [13] chlorogenic acid methyl ester (2), [14] 5-Ocoumaroylquinic acid (3), [15] 5-O-coumaroylquinic acid methyl ester (4), [16] 3,5-dicaffeoylquinic acid (5), 3,5dicaffeoylquinic acid methyl ester (6), [17] jaceidin (7), [18] 5,7,4-trihydroxy-3,6-dimethoxyflavonone (8), [19] axillarin (9), [20] penduletin (10), [21] chrysosplenol B (11), [22] isoshaftoside (12), [23] shaftoside (13), neoshaftoside (14), [24] isovitexin (15), [25] quercetin 3-O-vicianoside (16), [26] and achillin (17) [27] by comparing the 1 H-, 13 C-NMR, and LC/IT-TOF-MS spectral data with the literature values (Figure 1). To the best of our knowledge, the present study is the first to identify compounds 2-10 and 12-17 in A. alpina.…”

Section: Isolation and Identification Of Compoundsmentioning

confidence: 99%

Antioxidant and Antimelanogenic Activities of Compounds Isolated from the Aerial Parts of Achillea alpina L.

Lee

Sim

Woo

et al. 2019

Chemistry & Biodiversity

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Achillea alpina is widely distributed in Korea and is often used as a folk medicine for stomach disorders. Although a previous study isolated antioxidant compounds (flavonoid O‐glucoside, sesquiterpene) from this plant, no systematic study of its chemical constituents had been reported. The present study aimed to identify the phytochemicals present in a methanol extract of A. alpina, assess their potential antioxidant activities in vitro, and determine their effects on melanogenesis in B16F10 melanoma cells. Column chromatographic separation of aqueous fractions of A. alpina led to the isolation of 17 compounds. The chemical structures of these compounds were determined using spectroscopic data from electrospray ionization‐mass spectrometry and nuclear magnetic resonance. To the best of our knowledge, the present study is the first to identify compounds 2–10 and 12–17 in A. alpina. Furthermore, compound 6 possessed powerful antioxidant activity, while compound 15 suppressed intracellular tyrosinase activity and thus reduced melanogenesis in B16F10 cells. Therefore, our research suggested that these naturally occurring compounds have the potential to reduce oxidative stress and promote skin whitening. Further investigations will be required to elucidate the mechanisms underlying the antioxidant and antityrosinase activities of these compounds.

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The major flavonoid of Dodonaea angustifolia

Cited by 24 publications

References 5 publications

Molecular docking of viscosine as a new lipoxygenase inhibitor isolated from <i>Dodonaea viscosa</i>

Molecular docking of viscosine as a new lipoxygenase inhibitor isolated from <i>Dodonaea viscosa</i>

Viscosine: A new microbial flavonoid from marine‐derived, Streptomyces sp. RMS518F

Antioxidant and Antimelanogenic Activities of Compounds Isolated from the Aerial Parts of Achillea alpina L.

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