Ferric Phosphate-dissolving Compound, Alfafuran, from Alfalfa (<i>Medicago sativa</i>L.) in Response to Iron-deficiency Stress

Noguchi, Akira; Yoshihara, Toshio; Ichihara, Akitami; Sugihara, S.; Koshino, M.; Kojima, Makoto; Masaoka, Yoshikuni

doi:10.1271/bbb.58.2312

Cited by 17 publications

(12 citation statements)

References 3 publications

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“…These Fe‐deficiency responses are in line with those found in previous studies with Medicago spp. ( Noguchi et al., ; M'Sehli et al., , ; Wang et al., ; Ferreira et al., ; Kallala et al., ) and other Fe‐deficient species ( Zaharieva et al., ; López‐Millán et al., ; Ranieri et al., ; Brumbarova et al., ; Msilini et al., , ; Waters et al., ). Similar effects on ROS scavenging systems are also caused by other abiotic stresses in Medicago spp.…”

Section: Discussionmentioning

confidence: 99%

Glutathione foliar fertilisation prevents lime‐induced iron chlorosis in soil grownMedicago scutellata

Gheshlaghi

Khorassani

Abadı́a

et al. 2019

J. Plant Nutr. Soil Sci.

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It has been proposed that glutathione can relieve the effects of Fe deficiency. This study tested the effects of glutathione foliar treatments to prevent Fe chlorosis, using as positive controls soil and foliar Fe fertilisation. Medicago scutellata plants were grown in soil (5.7% CaCO3) supplemented or not with 4 and 8% CaCO3. Two Fe(III)‐EDDHA soil treatments (5 and 10 mg Fe kg−1), and three foliar treatments (three applications each of 2.14 mM Fe(III)‐EDDHA, 1 mM glutathione, and the previous two combined) were applied. Measurements include leaf chlorophyll and Fe concentrations, biomass, leaf enzymatic and non‐enzymatic antioxidant systems and carboxylates. The addition of CaCO3 caused typical Fe deficiency symptoms, including changes in chlorophyll, Fe, antioxidant systems and carboxylates, which were prevented by soil and foliar Fe fertilisation. The foliar treatment with glutathione also led to higher chlorophyll, leaf extractable Fe and root Fe, as well as decreases in some antioxidant systems, whereas leaf Fe concentrations decreased. The combined foliar application of glutathione and Fe was even more efficient in preventing chlorosis. Including glutathione in foliar fertilisation programs should be considered as an option for Fe chlorosis prevention, especially when relatively large leaf total Fe concentrations occur in the so called chlorosis paradox.

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Section: Discussionmentioning

confidence: 99%

Glutathione foliar fertilisation prevents lime‐induced iron chlorosis in soil grownMedicago scutellata

Gheshlaghi

Khorassani

Abadı́a

et al. 2019

J. Plant Nutr. Soil Sci.

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“…Through esterification with propargylic acid and palladium-catalyzed cyclization, [25] 2af could advance to anhydromarmesin (18)in39%yield. Global or partial demethylation of 4p gave the corresponding Cuspidan B( 19,H L-60 cell inhibitor) [26] and Stemofuran B (20,a nti-inflammatory activity) [27] in 93 %a nd 68 %y ield, respectively.A fter protecting group manipulation, 4q was transferred to Gnetucleistol C [28] (21)i n4 9% yield. Global demethylation of 6bcould afford Wittifuran E(22,pancreatic lipase inhibitor) [29] in 88 %yield.…”

Section: Angewandte Chemiementioning

confidence: 99%

“…[20] Moracin F( 13)c ould be obtained in 51 %yield from 2m through methylation followed by hydrogenation. After the deprotection of 2l and 2aj,the tetraphenolic Alfafuran [21] (14)a nd triphenolic Wittifuran X [22] (15) were afforded in 86 %and 54 %yield, respectively.Coumestrol (16), aproliferate inhibitor of ovarian and breast cancer, [2] could be obtained in 11 %total yield from 2ab via asequence of formylation, Pinnick oxidation, demethylation, and automatic esterification. Moracin M [23] (17), aphosphodiesterase-4i nhibitor,w as also accessible from 2ac after simple transformation [24] in 88 %y ield.…”

Section: Angewandte Chemiementioning

confidence: 99%

Deconstructive Reorganization: De Novo Synthesis of Hydroxylated Benzofuran

et al. 2020

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An unprecedented deconstructive reorganization strategy for the de novo synthesis of hydroxylated benzofurans from kojic acid‐ or maltol‐derived alkynes is reported. In this reaction, both the benzene and furan rings were simultaneously constructed, whereas the pyrone moiety of the kojic acid or maltol was deconstructed and then reorganized into the benzene ring as a six‐carbon component. Through this strategy, at least one free hydroxyl group was introduced into the benzene ring in a substitution‐pattern tunable fashion without protection–deprotection and redox adjustment. With this method, a large number of hydroxylated benzofuran derivatives with different substitution‐patterns have been prepared efficiently. This methodology has also been shown as the key step in a collective total synthesis of hydroxylated benzofuran‐containing natural products (11 examples).

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“…[3,4,6,7] Furthermore, it has been reported that the isoflavonoid biosynthetic pathway could be activated by biotic or abiotic factors such as fungi, [8,9] insects, [10] UV light, [11,12] yeast elicitor, [11,13] methyl jasmonate, [11,13] wound, [12,13] moisture, [14] heavy metals, [15] and iron-deficiency stress. [16] A phytochemical investigation was carried out on the alfalfa infected with U. Striatus, which led to the isolation of 11 phenolic compounds, including a new isoflavane. Based on documented roles of phenolic secondary metabolites in plant defense, we hypothesized that the infection with U. striatus would increase the production of isoflavanoids in alfalfa (M. sativa L.) and some of these compounds would be involved in the defense against pathogens.…”

Section: Introductionmentioning

confidence: 99%

Antifungal Activities of Isoflavonoids from Uromyces striatus Infected Alfalfa

Wang

et al. 2018

Chemistry & Biodiversity

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Fungal pathogens constitute a severe yield‐limiting factor for the pasture crop alfalfa (Medicago sativa L.). Eleven phenolic compounds, including a new isoflavane, were isolated from the Uromyces striatus Schroet. infected alfalfa. The effect of infection with U. striatus Schroet. on the phytochemical profile of alfalfa was investigated using ultra‐performance liquid chromatography (UPLC), and the antifungal properties of isolated compounds against a range of pathogens were tested. It was found that the contents of most of the isolated compounds in U. striatus infected alfalfa were higher than those in healthy alfalfa. Compounds 1–5 exhibited a moderate inhibitory activity against Curvularia lunata with 40.14±1.63 %, 48.03±1.22 %, 57.54±1.18 %, 50.10±1.56 %, and 61.54±2.14 % inhibition ratio at the concentration of 50 μg/mL. Compounds 3 and 5 showed a weak inhibitory activity against Fusarium graminearum with the EC50 values of 104.2±2.66 and 123.0±1.23 μg/mL, and a moderate inhibitory activity against Bipolaris sorokinianum with the EC50 values of 39.1±2.05 and 95.0±1.01 μg/mL, respectively. In pot experiments with wheat, compounds 1–5 possessed desirable protective efficacy of over 80 % and curative effectiveness of over 50 % against Puccinia striiformis f. sp. tritici at a concentration of 0.5 mg/mL

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Ferric Phosphate-dissolving Compound, Alfafuran, from Alfalfa (Medicago sativaL.) in Response to Iron-deficiency Stress

Cited by 17 publications

References 3 publications

Glutathione foliar fertilisation prevents lime‐induced iron chlorosis in soil grownMedicago scutellata

Glutathione foliar fertilisation prevents lime‐induced iron chlorosis in soil grownMedicago scutellata

Deconstructive Reorganization: De Novo Synthesis of Hydroxylated Benzofuran

Antifungal Activities of Isoflavonoids from Uromyces striatus Infected Alfalfa

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