Flavonoids from<i>Iris songarica</i>and their Antioxidant and Estrogenic Activity

Moein, Mahmood Reza; Khan, Shabana I.; Ali, Zulfiqar; Ayatollahi, Abdul Majid; Kobarfard, Farzad; Nasim, Shama; Choudhary, M. Iqbal; Khan, Ikhlas A.

doi:10.1055/s-2008-1081342

Cited by 16 publications

(20 citation statements)

References 15 publications

(16 reference statements)

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“…13 C-NMR (CD 3 OD) δ: 181.2 (C-4), 157.4 (C-2′), 154.2 (C-7), 153.8 (C-2), 153.6 (C-5), 153.2 (C-9), 131.4 (C-6), 130.0 (C-6′), 122.8 (C-4′), 121.9 (C-3), 121.5 (C-1′), 114.5 (C-5′), 109.8 (C-3′), 105.3 (C-10), 93.6 (C-8), 59.5 (6-OCH 3 ), 55.1 (7-OCH 3 ). The above data were identical to the literature data [21].…”

Section: Methodssupporting

confidence: 87%

Chemical Constituents of the Ethyl Acetate Extract of Belamcanda chinensis (L.) DC Roots and Their Antitumor Activities

et al. 2012

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An activity-directed fractionation and purification process was used to isolate antitumor compounds from the roots of Belamcanda chinensis (L.) DC. The ethyl acetate extract showed greater antitumor activities than the other extracts, consequently leading to the isolation of 18 compounds identified as -sitosterol (1), dausterol (2), quercetin (3), kampferol (4), shikimic acid (5), gallic acid (6), ursolic acid (7), betulin (8), betulonic acid (9), betulone (10), tectoridin (11), irisflorentin (12), 4′,5,6-trihydroxy-7-methoxyisoflavone (13), tectorigenin (14), irilins A (15), iridin (16), irigenin (17), and iristectongenin A (18). Compounds 3-10, 13, and 15 were isolated from B. chinensis for the first time. Compounds 4 and 7-10 showed potent cytotoxic activities against PC3, MGC-803, Bcap-37, and MCF-7 cell lines. The mechanism of the antitumor action of compound 7 was preliminarily investigated through acridine orange/ethidium bromide (AO/EB) staining, Hoechst 33258 staining, and terminal deoxynucleotidyl transferase dUTP nick end labeling (TUNEL) assay, which indicated the growth inhibition of MGC-803 cells via the induction of tumor cell apoptosis.

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Section: Methodssupporting

confidence: 87%

Chemical Constituents of the Ethyl Acetate Extract of Belamcanda chinensis (L.) DC Roots and Their Antitumor Activities

et al. 2012

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“…Dihydroflavonol, songaricol (78) from I. songarica, show antioxidant activity. 137 Some isoflavonoids, irigenin (169) and its 7-Oglucoside, 163 irilin B (95), 137 irolone (111) 4′-Oglucoside, 136 irisflorentin (146), 163 iristectorigenin A (152) and its 7-Oglucoside, iristectorigenin B (154) 7-Oglucoside, 163 5,6,7,3′-tetrahydroxy-4′-methoxyisoflavone (140), 194 and tectorigenin (163) 194 and its 7-Oglucoside, 163,194 were proved to have antioxidant activity. Similarly, 6 isoflavonoids, 163 and its 7-Oglucoside, daidzein (100), genistein (158), and formononetin (125) from I. aphylla show antibacterial activity in Gram-positive bacteria and fungi.…”

Section: Activities and Functions Of Flavonoids And Xanthones In Iris Speciesmentioning

confidence: 99%

“…139 Three isoflavonoids, ayamenin A (101), irisone B (110), and 95, were proved to have estrogenic activity in yeast cells expressing human estrogen receptor. 137 Estrogen receptor modulator activity was shown in 163 from I. domestica. 92 As anticancer and antitumor activities, 3 isoflavonoids, 169, 111, and iriskashmirianin (124), have cancer chemoprevention activity.…”

Section: Activities and Functions Of Flavonoids And Xanthones In Iris Speciesmentioning

confidence: 99%

Flavonoids and Xanthones From the GenusIris: Phytochemistry, Relationships with Flower Colors and Taxonomy, and Activities and Function

Iwashina

Mizuno

2020

Natural Product Communications

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The genus Iris consists of approximately 360 species and is distributed to Eurasia, North Africa, and North America. Belamcanda chinensis was incorporated into the genus Iris by APG III as Iris domestica. Iris species have also been cultivated as ornamentals since ancient times. Many flavonoids are isolated and identified from the flowers, leaves, and rhizomes. So far as we know, 6 anthocyanidins, 13 flavones, 20 flavonols, 20 C-glycosylflavones, 14 flavanones, 11 dihydroflavonols, 6 flavan and proanthocyanidins, and 85 isoflavonoids were reported as aglycones and glycosides. However, chalcones, dihydrochalcones, aurones, biflavonoids, and neoflavonoids are not found in the genus Iris. Fifteen xanthones that are related to flavonoids were also isolated from Iris species. In this review, we describe the flavonoids and xanthones that were isolated and characterized from Iris species. Moreover, their phytochemistry, contribution to the flower colors, relationships with taxonomy, and activities and functions are also discussed.

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“…indicated that the plants contain several classes of secondary metabolites such as flavonoids, isoflavones, and their glycosides, C -glucosylxanthones, quinones, triterpenoids, and stilbene glycosides [ 12 , 13 , 14 ]. These compounds contribute to the observed immunomodulatory [ 15 , 16 ], estrogenic [ 17 , 18 ], antioxidative [ 19 , 20 , 21 ], antibacterial [ 22 , 23 ] and anticholinesterase [ 24 ], cytotoxic [ 11 , 25 ], and anti-osteoporotic activities [ 26 ]. Experimental results indicate a direct correlation between Iris phenolic compounds (hydroxycinnamic acids, isoflavones, flavones, xanthones) and their pharmacological activity, especially the antioxidant activity [ 20 , 27 , 28 , 29 ].…”

Section: Introductionmentioning

confidence: 99%

Qualitative and Quantitative Analysis of Ukrainian Iris Species: A Fresh Look on Their Antioxidant Content and Biological Activities

et al. 2020

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The major groups of antioxidant compounds (isoflavonoids, xanthones, hydroxycinnamic acids) in the rhizome methanol extracts of four Ukrainian Iris sp. (Iris pallida, Iris hungarica, Iris sibirica, and Iris variegata) were qualitatively and quantitatively analyzed using HPLC-DAD and UPLC-MS/MS. Gallic acid, caffeic acid, mangiferin, tectoridin, irigenin, iristectorigenin B, irisolidone, 5,6-dihydroxy-7,8,3′,5′-tetramethoxyisoflavone, irisolidone-7-O-β-d-glucopyranoside, germanaism B, and nigricin were recognized by comparing their UV/MS spectra, chromatographic retention time (tR) with those of standard reference compounds. I. hungarica and I. variegata showed the highest total amount of phenolic compounds. Germanaism B was the most abundant component in the rhizomes of I. variegata (7.089 ± 0.032 mg/g) and I. hungarica (6.285 ± 0.030 mg/g). The compound analyses showed good calibration curve linearity (r2 > 0.999) and low detection and quantifications limit. These results validated the method for its use in the simultaneous quantitative evaluation of phenolic compounds in the studied Iris sp. I. hungarica and I. variegata rhizomes exhibited antioxidant activity, as demonstrated by the HPLC-ABTS system and NRF2 expression assay and anti-inflammatory activity on respiratory burst in human neutrophils. Moreover, the extracts showed anti-allergic and cytotoxic effects against cancer cells. Anti-coronavirus 229E and lipid formation activities were also evaluated. In summary, potent antioxidant marker compounds were identified in the examined Iris sp.

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Flavonoids fromIris songaricaand their Antioxidant and Estrogenic Activity

Cited by 16 publications

References 15 publications

Chemical Constituents of the Ethyl Acetate Extract of Belamcanda chinensis (L.) DC Roots and Their Antitumor Activities

Chemical Constituents of the Ethyl Acetate Extract of Belamcanda chinensis (L.) DC Roots and Their Antitumor Activities

Flavonoids and Xanthones From the GenusIris: Phytochemistry, Relationships with Flower Colors and Taxonomy, and Activities and Function

Qualitative and Quantitative Analysis of Ukrainian Iris Species: A Fresh Look on Their Antioxidant Content and Biological Activities

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