Chemical characterization and biological activity in young sesame leaves (Sesamum indicum L.) and changes in iridoid and polyphenol content at different growth stages

Fuji, Yushiro; Uchida, Ayumi; Fukahori, Katsunori; Chino, Makoto; Ohtsuki, Takashi; Matsufuji, Hiroshi

doi:10.1371/journal.pone.0194449

Cited by 34 publications

(38 citation statements)

References 42 publications

(42 reference statements)

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“…These three compounds are position isomers with two catechol units, one from each part connected to the glycosidic portion which are equal to hydroxytyrosol and caffeic acid (Figure 5B). Some authors have reported the higher antioxidant activity of verbascoside than that of isoverbascoside, reflecting the influence of the caffeoyl moiety position [60,61].…”

Section: Resultsmentioning

confidence: 99%

Relationships Between Chemical Structure and Antioxidant Activity of Isolated Phytocompounds from Lemon Verbena

et al. 2019

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Over the last few years, people have been concerned about the narrow relationship between nutrition and health leading to an increasing demand of nutraceutical products and functional food. Lemon verbena (Lippia citriodora Kunth) has been traditionally used for respiratory, digestive, and muscular diseases, showing effects that are promoted by the antioxidant activity of its phytoconstituents. The antioxidant power of several lemon verbena extracts has been tested but its isolated compounds activity has not been described. The aim of the present work was to isolate phytochemicals from a commercial lemon verbena extract through a semi-preparative high-performance liquid chromatography approach for further evaluation of its individual antioxidant activity using three different methods. The structure-antioxidant activity relationships revealed the influence of substitutions in the strong antioxidant power exerted by glycosylated phenylpropanoids, in contrast to the low antioxidant capacity showed by iridoids. Development of enriched extracts in these compounds could lead to greater antioxidant effects and improved functional ingredients to prevent chronic diseases.

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Section: Resultsmentioning

confidence: 99%

Relationships Between Chemical Structure and Antioxidant Activity of Isolated Phytocompounds from Lemon Verbena

et al. 2019

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“…× 250 mm, particle size 5 μm; Nomura Chemical, Tokyo, Japan) column at 45˚C and a flow rate of 1.0 mL/min with 20% acetonitrile as the mobile phase to afford pedaliin (6.0 mg). Prepared pedaliin was completely characterized by spectral analysis and comparison with reported data [13]. H-qNMR measurement and calculation of the purity of each sample.…”

Section: Isolation Of Pedaliinmentioning

confidence: 99%

“…In previous studies, our group chemically characterized three iridoids and eight polyphenols in young sesame leaves (Sesamum indicum L.), including their biological activities such as 1,1-diphenyl-2-picrylhydrazyl radical scavenging, oxygen radical absorbance capacity, in vitro antiglycation activity, changes in the content of five compounds at each growth stage of sesame leaves, and the accumulation and subcellular localization of acteoside (verbascoside) in sesame plants [12][13][14]. Among the polyphenols identified, acteoside and pedaliin (pedalitin-6-O-glucoside) are respectively a major phenylethanol glycoside and a flavonoid glycoside in young sesame leaves.…”

Section: Introductionmentioning

confidence: 99%

“…Among the polyphenols identified, acteoside and pedaliin (pedalitin-6- O -glucoside) are respectively a major phenylethanol glycoside and a flavonoid glycoside in young sesame leaves. In particular, acteoside has been found to exhibit a high level of hepatoprotective activity [ 15 ], anti-inflammatory [ 16 ], antioxidant [ 17 ], protective properties against neurological diseases, such as Parkinson’s [ 18 ] and Alzheimer’s diseases [ 19 , 20 ], indicating that this compound is expected to be useful as a medicinal drug or seeds of medicine [ 13 ]. Generally, Chromatographic methods such as HPLC [ 21 , 22 ] and LC-MS/MS [ 23 , 24 ] were used to quantify acteoside in plant and non-plant biological samples.…”

Section: Introductionmentioning

confidence: 99%

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Development of an HPLC method with relative molar sensitivity based on 1H-qNMR to determine acteoside and pedaliin in dried sesame leaf powders and processed foods

et al. 2020

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A high-performance liquid chromatography (HPLC) method with relative molar sensitivity (RMS) based on 1H quantitative NMR spectroscopy (1H-qNMR) has been developed for food ingredients such as acteoside (verbascoside) and pedaliin (pedalitin-6-O-glucoside) without requiring authentic and identical standards as the reliable analytical methods. This method is used methyl 4-hydroxybenzoate (MHB) as an alternative reference standard. Each RMS is also calculated from the ratio of each analyte's molar absorption coefficient to that of MHB after correcting the purities of the analytes and reference standard by 1H-qNMR. Therefore, this method can quantify several analytes with metrological traceability to the International System of Units (SI) using the RMS and one alternative reference standard. In this study, the content of acteoside and pedaliin in several samples, such as dried sesame leaf powders and commercially processed foods, can be determined by the proposed RMS method and demonstrated in good agreement that obtained by a conventional method. Moreover, the proposed method yields analytical data with SI-traceability without the need for an authentic and identical analyte standard. Thus, the proposed RMS method is a useful and practical tool for determining acteoside and pedaliin in terms of the accuracy of quantitative values, the routine analysis, and the cost of reagents.

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“…For example, phenolic compounds can be extracted with acetone from Guayusa leaves [ 25 ]. A total of three iridoids and seven polyphends were identified in sesame leaves by ethanol extraction [ 26 ]. Quinic acid was identified in Marula leaves by ethanol extraction [ 27 ].…”

Section: Introductionmentioning

confidence: 99%

Investigation of the Inhibitory Effects of Mangrove Leaves and Analysis of Their Active Components on Phaeocystis globosa during Different Stages of Leaf Age

Zhao

Han

Sun

et al. 2018

IJERPH

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The presence of harmful algal blooms (HABs) can cause significant problems to the quality of the water, the marine ecosystems, and the human health, and economy worldwide. Biological remediation can inhibit harmful algal growth efficiently in an environmental-friendly manner. Therefore, the research conducted on biological remediation with regard to the inhibition of HABs is becoming a major focus in marine ecology. To date, no study has been reported with regard to the red tides occurring in mangrove wetlands. Therefore, the present study used two mangrove species, namely Bruguiera gymnorrhiza and Kandelia candel and one harmful algae species Phaeocystis globosa as experimental organisms. The present study determined the inhibitory effects and algae physiology of specific aqueous extracts from mangrove leaves on the viability of harmful algae, and analyzed the main chemical composition of the aqueous extracts by ultra-performance liquid chromatography coupled to high resolution mass spectrometry (UPLC-QTOF-MS). The results indicated that the aqueous extracts from different leaf ages of B. gymnorrhiza and K. candel leaves exhibited apparent inhibitory effects on the growth of P. globosa. The inhibitory effects of B. gymnorrhiza and K. candel leaves aqueous extracts on the growth of P. globosa were in the following order: senescent > mature > young leaves. The levels of the parameters superoxide dismutase (SOD) activity, glutathione (GSH), and malondialdehyde (MDA)content in P. globosa following treatment with B. gymnorrhiza and K. candel leaves aqueous extracts were increased as follows: senescent > mature > young leaves. Simultaneously, the intensity of the ion peaks of the specific secondary metabolites assigned 4 (No.: 4 Rt: 2.83 min), 7 (No.: 7 Rt: 3.14 min), 8 (No.: 8 Rt: 3.24 min), 9 (No.: 9 Rt: 3.82min) and 10 (No.: 10 Rt: 4.10 min) were increased. These metabolites were found in the aqueous extracts from B. gymnorrhiza leaves. The intensities of the ion peaks of the secondary metabolites 7, 8 in the aqueous extracts from the K. candel leaves were also increased. The majority of the substances that inhibited the algae found in the mangrove plants were secondary metabolites. Therefore, we considered that the norsesquiterpenes compounds 4, 8, 9, and 10 and a phenolic glycoside compound 7 were the active constituents in the aqueous extracts of the mangrove leaves responsible for the inhibition of algae growth. This evidence provided theoretical guidance for the development of biological methods to control red tides and for the further use of substances with antiproliferative activity against algae.

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Chemical characterization and biological activity in young sesame leaves (Sesamum indicum L.) and changes in iridoid and polyphenol content at different growth stages

Cited by 34 publications

References 42 publications

Relationships Between Chemical Structure and Antioxidant Activity of Isolated Phytocompounds from Lemon Verbena

Relationships Between Chemical Structure and Antioxidant Activity of Isolated Phytocompounds from Lemon Verbena

Development of an HPLC method with relative molar sensitivity based on 1H-qNMR to determine acteoside and pedaliin in dried sesame leaf powders and processed foods

Investigation of the Inhibitory Effects of Mangrove Leaves and Analysis of Their Active Components on Phaeocystis globosa during Different Stages of Leaf Age

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