Composition and inheritance of flavanones in citrus fruit

Albach, Roger F.; Redman, George H.

doi:10.1016/s0031-9422(00)85805-7

Cited by 102 publications

(49 citation statements)

References 15 publications

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“…Many flavonoid glycosides have been reported to be abundant in citrus fruits such as hesperidin and naringin (Albach & Redman, 1969). Flavonoid glycosides in lemon peel have also been reported to have a hypotensive effect (Kumamoto et al, 1984).…”

Section: Rham -Glc O Omentioning

confidence: 99%

Isolation of Eriocitrin(Eriodictyol 7-rutinoside) from Lemon Fruit(Citrus limon BURM. f.) and Its Antioxidative Activity.

Miyake¹,

Yamamoto²,

Osawa

1997

FSTI

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An antioxidant was isolated from the peel and juice of lemon fruit (Citrus limon BURM. f.). It was identified as eriocitrin (eriodictyol 7-rutinoside) of the flavanone glycoside by HPLC, IH-NMR and *3C-NMR analyses. The purified eriocitrin was readily soluble in water, methanol, and ethanol. A water solution of 0.05% eriocitrin was weakly acidic (pH 4.2). Eriocitrin was found to be stable even at high temperature (121'C, 15 min) in acidic solution (pH 3.5). The distribution of eriocitrin in citrus fruits was found to be especially abundant in lemons and limes, however, it was scarcely found in other citrus fruits. In the case of lemon fruit, eriocitrin was primarily distributed in the peel (about 1,500 ppm) composed of the albedo (mesocarp), flavedo (epicarp), and pulp vesicles. It was also significantly present in the juice (about 200 ppm) but was not detected in the seed. Two varieties of lemon fruits, eureka and lisbon, almost had the same eriocitrin content. The antioxidative activity of eriocitrin in the linoleic acid autoxidation system was equal to that of a-tocopherol, and it was enhanced when used together with citric acid.The eriocitrin had a synergistic effect on a-tocopherol.

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Section: Rham -Glc O Omentioning

confidence: 99%

Isolation of Eriocitrin(Eriodictyol 7-rutinoside) from Lemon Fruit(Citrus limon BURM. f.) and Its Antioxidative Activity.

Miyake¹,

Yamamoto²,

Osawa

1997

FSTI

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“…[6][7][8][9] These methods are effective for the separation and identification of flavonoids, but of limited quantitative value. The introduction of the HPLC technique has led to better resolution and more precise quantification.…”

mentioning

confidence: 99%

Flavonoid Composition of Fruit Tissues of Citrus Species

Nogata

Sakamoto²,

Shiratsuchi

et al. 2006

Bioscience, Biotechnology, and Biochemistry

579

383

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“…(4), 15) citflavanone (5), 16) 4Ј,5,7-trihydroxyflavanone (6), 17) 5-methyl-tovoxanthone (7), 18) auraptene (8), 19) anisocoumarin B (9), 20) seselin (10), 21) xanthyletin (11), 22) isoangenomalin (12), 23) 3-(1,1-dimethylallyl)-8-hydroxy-7-methoxycoumarin (13), 24) poncitrin (14), 25) clausrin (15), 26) 7,8-dihydrofurocoumarin (16), 27) 5,7-dimethoxycoumarin (17), 28) 6,8-dimethoxycoumarin (18), 28) limonin (19), 29) syringaresinol (20), 30) by comparison with data in the literature. Compounds 21-36 were common triterpenoids and steroids which were identified as oleanan3b-ol (21), 3-acetyl-b-amyrin (22), oleanolic acid (23), aamyrin (24), ursolic acid (25), neoilexonol (26), 12-lupen-3-ol (27) (Fig.…”

Section: Resultsmentioning

confidence: 99%

Anti-human Immunodeficiency Virus-1 Constituents of the Bark of Poncirus trifoliata

Feng

Wang

Cai

et al. 2010

CHEMICAL & PHARMACEUTICAL BULLETIN

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Poncirus trifoliata (L.) RAF., a 1-5 m tree in the family Rutaceae, is widely distributed in P. R. China.1) Its dried immature fruit has been traditionally used for uterine contraction and relaxation, and treating gastrointestinal and cardiovascular diseases.2) The crude extract also has reported for anti-inflammatory, anti-bacterial and anti-mucin releasing activities. [3][4][5] Previous study on the roots and fruits of this plant reported lots of coumarins, [6][7][8][9][10][11][12] flavonoids, 2) and nortriterpenoids. 13,14) However, the chemical constituent of the stem bark of this plant was seldom reported. As part of searching for novel and bioactive compounds, now we report the result of a phytochemical investigation on the stem bark of P. trifoliata. Results and DiscussionsThe chemical investigation on a MeOH extact of the stem bark of P. trfoliata led to the isolation of 36 compounds (1-36) including flavonoids, coumarins, triterpenoids, steroids, and lignans. Compounds 1-3 are new prenylated flavonoids which were elucidated as (Ϫ)-5, 4Ј-dihydroxy-7,8-[(3Љ,4Љ- limonin ( 4, 102.8, 104.7, 121.2, 155.8, 158.7, 160.3, 161.2, 163.8, 181.9) (Table 1). Of them, five carbon signals at d C 21.3 (q), 26.4 (q), 60.5 (d), 71.1 (d), and 79.4 (s) constructed a prenyl group on the basis of heteronuclear multiple bond correlation (HMBC) correlations (Fig. 1). Subsequently, a 2Љ,2Љ-dimethyldihydropyran moiety with hydroxy substitutes at C-3Љ and C-4Љ was established according to the 2D-NMR data and MS analysis (Fig. 1). In the 1 H-NMR spectrum (Table 1)

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Composition and inheritance of flavanones in citrus fruit

Cited by 102 publications

References 15 publications

Isolation of Eriocitrin(Eriodictyol 7-rutinoside) from Lemon Fruit(Citrus limon BURM. f.) and Its Antioxidative Activity.

Isolation of Eriocitrin(Eriodictyol 7-rutinoside) from Lemon Fruit(Citrus limon BURM. f.) and Its Antioxidative Activity.

Flavonoid Composition of Fruit Tissues of Citrus Species

Anti-human Immunodeficiency Virus-1 Constituents of the Bark of Poncirus trifoliata

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