The Chemical Constituents of the Peel of <i>Citrus Tankan</i> Hayata

Cheng, Yu‐Shia; Lee, Chih-Shone; Chou, Chun‐Tzer; Chang, Chi‐Feng

doi:10.1002/jccs.198500015

Cited by 5 publications

(2 citation statements)

References 7 publications

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“…Bearing in mind that these secondary compounds are found only in the peel (Cheng et al, 1985;Machida and Osawa, 1989;Manthey and Grohmann, 1996;Del Rı ´o et al, 1998), the idea proposed by Wollenweber (1994) that they may play a protective role against pathogenic attack is supported by our findings. The abovedescribed strong antifungal effect of the sour extract against Phytophthora might partly explain the natural high degree of resistance of Citrus aurantium (sour orange) against this fungus.…”

Section: Resultssupporting

confidence: 87%

Citrus Polymethoxylated Flavones Can Confer Resistance against Phytophthora citrophthora, Penicillium digitatum, and Geotrichum Species

Rı́o

Arcas

Benavente-García

et al. 1998

J. Agric. Food Chem.

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The polymethoxylated flavones observed in the essential oils of the byproducts of various Citrus fruits after industrial processing were as follows: sinensetin, nobiletin, and heptamethoxyflavone in clementine; sinensetin, quercetogetin, nobiletin, heptamethoxyflavone, and tangeretin in sour orange and sweet orange. Penicillium digitatum was totally inhibited (100%) by application of the polymethoxylated flavones present in the extracts from the clementine and sweet orange oils and 77% inhibited by those extracted from the sour orange oil. Phytophthora citrophthora was 100% inhibited by sour orange oil, 72% by clementine oil, and only 14% by sweet orange oil. Geotrichum sp. was more sensitive to the sour orange extract, being inhibited by ∼57%, whereas clementine and sweet orange produced inhibition rates of 47 and 34%, respectively. Keywords: Clementine; heptamethoxyflavone; nobiletin; quercetogetin; sinensetin; sour orange; sweet orange; tangeretin

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Section: Resultssupporting

confidence: 87%

Citrus Polymethoxylated Flavones Can Confer Resistance against Phytophthora citrophthora, Penicillium digitatum, and Geotrichum Species

Rı́o

Arcas

Benavente-García

et al. 1998

J. Agric. Food Chem.

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“…Substance 2 has very rarely been reported in C. sinensis (Tatum et al, 1978). It is, however, known from other Citrus species such as C. reticulata (Iinuma et al, 1980;Sugiyama et al, 1993) and C. tankan (Cheng et al, 1985). The biological activities of these compounds have been reviewed by Attaway (1994), Middleton and Kandaswami (1994), Benavente-Garcı ´a et al (1997), and Attaway and Buslig (1998).…”

Section: Introductionmentioning

confidence: 99%

Inhibitors of 15-Lipoxygenase from Orange Peel

Malterud

Rydland

2000

J. Agric. Food Chem.

163

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A series of polymethoxylated flavonoids has been isolated from orange peel, and their inhibitory activity toward soybean 15-lipoxygenase was determined. The strongest inhibition was shown by 3,5,6,7,3',4'-hexamethoxyflavone (IC(50) = 49 +/- 5 microM). Sinensetin, nobiletin, tangeretin, tetramethylscutellarein, and 3,5, 6,7,8,3',4'-heptamethoxyflavone were somewhat less active, with IC(50) values of 70-86 microM, comparable to the positive control quercetin (IC(50) = 68 +/- 5 microM). Demethylation apparently results in less active compounds, with 5-O-demethylsinensetin having an IC(50) value of 144 +/- 10 microM. Some other orange peel constituents were isolated and tested as well, hesperidin (IC(50) = 180 +/- 10 microM) and ferulic acid (111 +/- 2 microM), showing moderate activity. The polymethoxylated flavonoids were virtually inactive as scavengers of the diphenylpicrylhydrazyl radical. Hesperidin was only slightly active (24.2 +/- 0.7% scavenged at a concentration of 2 mM), and ferulic acid showed good activity (IC(50) = 86.4 +/- 0.7 microM). From this, it appears that orange peel constituents may counteract enzymatic lipid peroxidation processes catalyzed by 15-lipoxygenase in vitro. The radical scavenging activity of orange peel extracts is only modest.

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The minor flavonoids

Bohm¹

1988

The Flavonoids

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The Chemical Constituents of the Peel of Citrus Tankan Hayata

Abstract: Key Word Index -Citr us t ank an ; (lavonoids ; hesperidin; li monin ; [er ul ic acid, Seven kinds of flavones , fl-sitostcroJ, fi-sitosterol-D -g luco side , hesperidin, limonin, ferulic acid and succinic acid were isolated from the fruit peel of Citrus tankan Hay ata .

Cited by 5 publications

References 7 publications

Citrus Polymethoxylated Flavones Can Confer Resistance against Phytophthora citrophthora, Penicillium digitatum, and Geotrichum Species

Citrus Polymethoxylated Flavones Can Confer Resistance against Phytophthora citrophthora, Penicillium digitatum, and Geotrichum Species

Inhibitors of 15-Lipoxygenase from Orange Peel

The minor flavonoids

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