4′-Prenyloxyderrone from the stem bark of Millettia oblata ssp. teitensis and the antiplasmodial activities of isoflavones from some Millettia species

Derese, Solomon; Barasa, Leonard; Akala, Hoseah M.; Yusuf, Amir O.; Kamau, Edwin; Heydenreich, Matthias; Yenesew, Abiy

doi:10.1016/j.phytol.2014.02.001

Cited by 18 publications

(19 citation statements)

References 29 publications

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“…Millettia (Leguminosae) is a genus of about 200 species found in tropical and subtropical regions of Africa and Asia [1]. The chemical composition of Millettia is characterized by flavonoids, including chalcones, isoflavones, and triterpenoids [2,3]. Most of these plants are known for their folk medicinal applications.…”

Section: Introductionmentioning

confidence: 99%

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Inhibition of α-Glucosidase, Acetylcholinesterase, and Nitric Oxide Production by Phytochemicals Isolated from Millettia speciosa—In Vitro and Molecular Docking Studies

Tuan

Thi

et al. 2022

Plants

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The phytochemical constituents from the roots of Millettia speciosa were investigated by chromatographic isolation, and their chemical structures were characterized using the MS and NMR spectroscopic methods. A total of 10 compounds, including six triterpenoids, two flavonoids, and two phenolic compounds, were identified from the roots of M. speciosa. Out of the isolated compounds, eight showed inhibitory effects on NO production in lipopolysaccharide (LPS)-stimulated RAW 264.7 cells, with IC50 values ranging from 43.9 to 449.5 µg/mL. Ursane-type triterpenes significantly suppressed NO production compared to the remaining compounds. In addition, these compounds also exhibited remarkable inhibitory effects on α-glucosidase. Among the tested compounds, 4, 5, and 10 exhibited excellent α-glucosidase inhibition, with IC50 values ranging from 1.1 to 2.2 µg/mL. Almost all of the test compounds showed little or no acetylcholinesterase inhibition, except for 5, which showed moderate anti-acetylcholinesterase activity in vitro. The molecular docking study of α-glucosidase inhibition by 3–5 and 10 was conducted to observe the interactions of these molecules with the enzyme. Compounds 4, 5, and 10 exhibited a better binding affinity toward the targeted receptor and the H-bond interactions located at the entrance of the enzyme active site pocket in comparison to those of 3 and the positive control acarbose. Our findings evidence the pharmacological potential of this species and suggest that the phytochemicals derived from the roots of M. speciosa may be promising lead molecules for further studies on the development of anti-inflammatory and anti-diabetes drugs.

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Section: Introductionmentioning

confidence: 99%

“…1 Values are the means of three replicates ± standard deviation (SD) 2. Compounds-1: friedelin; 2: rotundic acid; 3: pedunculoside; 4: uvaol; 5: ursolic acid; 6: gypenoside XVII; 7: pterocarpin; 8: syringin; 9: daidzin; 10: rutin 3. …”

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confidence: 99%

Inhibition of α-Glucosidase, Acetylcholinesterase, and Nitric Oxide Production by Phytochemicals Isolated from Millettia speciosa—In Vitro and Molecular Docking Studies

Tuan

Thi

et al. 2022

Plants

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“…Durmillone is an isoflavone with a dimethyl pyran moiety connected to C6 and C7. It is widespread in the genus of Millettia [13], [14] and Lonchocarpus [15] . However, there is no research reporting its cytotoxic mechanism of action.…”

Section: Introductionmentioning

confidence: 99%

Flavonoids from the stems of Millettia pachyloba Drake mediate cytotoxic activity through apoptosis and autophagy in cancer cells

Yan

Yang

Tang

et al. 2019

Journal of Advanced Research

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“…1 The genus Millettia is rich in flavonoids including chalcones, isoflavones, and rotenoids, some of which show valuable antiplasmodial and cytotoxic activities. 7,8 In a previous study, we reported isoflavones, rotenoids, and a triterpene from the stem bark of M. oblata ssp. teitensis.…”

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confidence: 97%

Isoflavones and Rotenoids from the Leaves of Millettia oblata ssp. teitensis

et al. 2017

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A new isoflavone, 8-prenylmilldrone (1), and four new rotenoids, oblarotenoids A-D (2-5), along with nine known compounds (6-14), were isolated from the CHCl/CHOH (1:1) extract of the leaves of Millettia oblata ssp. teitensis by chromatographic separation. The purified compounds were identified by NMR spectroscopic and mass spectrometric analyses, whereas the absolute configurations of the rotenoids were established on the basis of chiroptical data and in some cases by single-crystal X-ray crystallography. Maximaisoflavone J (11) and oblarotenoid C (4) showed weak activity against the human breast cancer cell line MDA-MB-231 with IC values of 33.3 and 93.8 μM, respectively.

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4′-Prenyloxyderrone from the stem bark of Millettia oblata ssp. teitensis and the antiplasmodial activities of isoflavones from some Millettia species

Cited by 18 publications

References 29 publications

Inhibition of α-Glucosidase, Acetylcholinesterase, and Nitric Oxide Production by Phytochemicals Isolated from Millettia speciosa—In Vitro and Molecular Docking Studies

Inhibition of α-Glucosidase, Acetylcholinesterase, and Nitric Oxide Production by Phytochemicals Isolated from Millettia speciosa—In Vitro and Molecular Docking Studies

Flavonoids from the stems of Millettia pachyloba Drake mediate cytotoxic activity through apoptosis and autophagy in cancer cells

Isoflavones and Rotenoids from the Leaves of Millettia oblata ssp. teitensis

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