Limonoids isolated from the Fortunella crassifolia and the Citrus junos with their cell death-inducing activity on Adriamycin-treated cancer cell

Kitagawa, Takahiro; Μatsumoto, Takahiro; Imahori, Daisuke; Kobayashi, Mitsuyuki; Okayama, Masaya; Ohta, Tomoe; Yoshida, Tatsusada; Watanabe, Tetsushi

doi:10.1007/s11418-021-01528-8

Cited by 15 publications

(11 citation statements)

References 22 publications

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“…The antioxidant activity of citrus bioactive compounds, especially flavonoids, carotenoids, terpenes, and limonoids, can attenuate oxidative stress-related disorders [ 80 , 81 ]; they thus have potential applications against obesity [ 82 ], inflammatory diseases [ 32 , 83 , 84 ], atherosclerosis [ 85 ], neurodegenerative diseases [ 86 , 87 , 88 ], and cancer [ 89 , 90 ] ( Table 3 ).…”

Section: Health Benefits Of Citrus Fruit Bioactive Compoundsmentioning

confidence: 99%

Bioactive Compounds of Citrus Fruits: A Review of Composition and Health Benefits of Carotenoids, Flavonoids, Limonoids, and Terpenes

Saini

Ranjit²,

Sharma³

et al. 2022

Antioxidants

199

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The increased consumption of fruits, vegetables, and whole grains contributes to the reduced risk of many diseases related to metabolic syndrome, including neurodegenerative diseases, cardiovascular disease (CVD), diabetes, and cancer. Citrus, the genus Citrus L., is one of the most important fruit crops, rich in carotenoids, flavonoids, terpenes, limonoids, and many other bioactive compounds of nutritional and nutraceutical value. Moreover, polymethoxylated flavones (PMFs), a unique class of bioactive flavonoids, abundantly occur in citrus fruits. In addition, citrus essential oil, rich in limonoids and terpenes, is an economically important product due to its potent antioxidant, antimicrobial, and flavoring properties. Mechanistic, observational, and intervention studies have demonstrated the health benefits of citrus bioactives in minimizing the risk of metabolic syndrome. This review provides a comprehensive view of the composition of carotenoids, flavonoids, terpenes, and limonoids of citrus fruits and their associated health benefits.

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Section: Health Benefits Of Citrus Fruit Bioactive Compoundsmentioning

confidence: 99%

Bioactive Compounds of Citrus Fruits: A Review of Composition and Health Benefits of Carotenoids, Flavonoids, Limonoids, and Terpenes

Saini

Ranjit²,

Sharma³

et al. 2022

Antioxidants

199

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“…After the relative configuration was demonstrated, the experimental ECD spectra of 18 was recorded, and the calculated ECD spectrum was calculated by TDDFT (Fig. 3B) [21]. The good agreement between experimental and calculated spectrum showed the absolute configuration of 18 (1R, 2S, 3S, 4R, 5S, 8S, 9S, 10S, 11R, 12R, 13S, 14S, 17R, 30R, 31R, 1′R).…”

Section: Resultsmentioning

confidence: 91%

“…Research have shown that phragmalin limonoid has a variety of bioactivities such as antifeeding [7], antibacterial [8], blocking potassium channels [9], anti-inflammatory [10], etc. As part of our ongoing study project to separate new limonoids from Meliaceae family, a novel phragmalin limonoid with 13/14/18-cyclopropane ring (1) and a novel 16-norphragmalin limonoid (18) were separated from the bark of C. tabularis, together with 16 known phragmalin orthoesters (2)(3)(4)(5)(6)(7)(8)(9)(10)(11)(12)(13)(14)(15)(16)(17) and 6 known norphragmalin limonoids (19)(20)(21)(22)(23)(24). In addition, the antitumor and antiinflammatory activity of these limonoids was also investigated.…”

Section: Introductionmentioning

confidence: 99%

Limonoids from the barks of Chukrasia tabularis and their anti-inflammatory activity

Shen

Zhang

et al. 2022

Appl Biol Chem

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Two novel phragmalin type limonoids, Tabularisin Q (1) and Chuktabularin Y (18), together with 22 known limonoids have been separated from bark of Chukrasia tabularis. The structures of 1–24 were identified with spectroscopic method (NMR, IR and mass spectrometry) and comparison with literature. The anti-inflammatory activity of all limonoids was assayed in RAW264.7 cells in vitro by evaluating the production of nitric oxide induced by lipopolysaccharide. Limonoids 8, 9, 1, and 18 showed significant anti-inflammatory activity with the inhibitory rates of 4.32, 11.28, 13.13, and 10.40 μm, respectively, and likely to be useful for the development as therapeutic agents for inflammatory diseases.

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“…These sugars were identified via HPLC by the chiral tolylthiocarbamoyl-thiazolidine derivatives of them as described previously. 21 Based on the evidence, the chemical structure of hibiscuscoumarin (1) was established as shown in Figure 1.…”

Section: Figure 1 the Chemical Structures Of The Isolated Compounds F...mentioning

confidence: 99%

Chemical Structures and Cell Death Inducing Activities of Constituents Isolated from Hibiscus tiliaceus

Μatsumoto¹,

Watanabe²,

Kitagawa³

et al. 2022

HETEROCYCLES

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A new coumarin glycoside hibiscuscoumarin (1) was obtained with ten known compounds including seguinoside K (7) from the stems and twigs of Hibiscus tiliaceus. The structure of hibiscuscoumarin (1) was elucidated based on the chemical/physicochemical evidence. The cell death-inducing activities of the isolated compounds with or without Adriamycin (ADR) were observed using time-lapse cell imaging. The isolated compounds did not affect the number of mitotic entry cells and dead cells. Otherwise, the treatment of cells with seguinoside K (7) significantly increased the number of dead cells induced by ADR.

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Limonoids isolated from the Fortunella crassifolia and the Citrus junos with their cell death-inducing activity on Adriamycin-treated cancer cell

Cited by 15 publications

References 22 publications

Bioactive Compounds of Citrus Fruits: A Review of Composition and Health Benefits of Carotenoids, Flavonoids, Limonoids, and Terpenes

Bioactive Compounds of Citrus Fruits: A Review of Composition and Health Benefits of Carotenoids, Flavonoids, Limonoids, and Terpenes

Limonoids from the barks of Chukrasia tabularis and their anti-inflammatory activity

Chemical Structures and Cell Death Inducing Activities of Constituents Isolated from Hibiscus tiliaceus

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