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Masayuki Yoshikawa - One of the best experts on this subject based on the ideXlab platform.
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medicinal flowers xxxx 1 structures of dihydroisocoumarin glycosides and inhibitory effects on aldose reducatase from the flowers of Hydrangea macrophylla var thunbergii
Chemical & Pharmaceutical Bulletin, 2013Co-Authors: Jiang Liu, Masayuki Yoshikawa, Seikou Nakamura, Yan Zhuang, Ghazi Mohamed Eisa Hussein, Kyohei Matsuo, Hisashi MatsudaAbstract:Six dihydroisocoumarin glycosides, florahydrosides I and II, thunberginol G 8-O-β-d-glucopyranoside, thunberginol C 8-O-β-d-glucopyranoside, 4-hydroxythunberginol G 3'-O-β-d-glucopyranoside, and thunberginol D 3'-O-β-d-glucopyranoside, have been isolated from the flowers of Hydrangea macrophylla Seringe var. thunbergii Makino (Saxifragaceae) together with 20 known compounds. The chemical structures of the new compounds were elucidated on the basis of chemical and physicochemical evidence. Among the constituents, acylated quinic acid analog, neochlorogenic acid, was shown to substantially inhibit aldose reductase [IC50=5.6 µm]. In addition, the inhibitory effects on aldose reductase of several caffeoylquinic acid analogs were examined for structure-activity relationship study. As the results, 4,5-O-trans-p-dicaffeoyl-d-quinic acid was found to exhibit a potent inhibitory effect [IC50=0.29 µm].
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Hydrangeamines a and b novel polyketide type pseudoalkaloid coupled secoiridoid glycosides from the flowers of Hydrangea macrophylla var thunbergii1
Tetrahedron Letters, 2013Co-Authors: Seikou Nakamura, Hisashi Matsuda, Masayuki YoshikawaAbstract:Abstract Two novel secoiridoid glycosides with a pyridine ring named Hydrangeamines A and B have been isolated from the flowers of Hydrangea macrophylla SERINGE var. thunbergii MAKINO (Saxifragaceae). The absolute stereostructures of the two Hydrangeamines were characterized on the basis of chemical and physiochemical analyses, which included the application of CD for the 4,5-dihydro-[6H]-pyrano chromophore. This is the first isolation of the unique polyketide-type pseudoalkaloid-coupled secoiridoid glycosides.
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new cyanoglycosides hydracyanosides d e and f from the leaves of Hydrangea macrophylla
ChemInform, 2010Co-Authors: Zhibin Wang, Seikou Nakamura, Hisashi Matsuda, Masayuki YoshikawaAbstract:Together with 17 known compounds, three new cyanoglycosides named hydracyanosides D (I), E (II), and F (III) are isolated from the leaves of Hydrangea macrophylla cultivated in China.
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new cyanoglycosides hydracyanosides d e and f from the leaves of Hydrangea macrophylla
Heterocycles, 2010Co-Authors: Masayuki Yoshikawa, Seikou Nakamura, Zhibin Wang, Hisashi MatsudaAbstract:Three new cyanoglycosides named hydracyanosides D (1), E (2), and F (3) were isolated from the leaves of Hydrangea macrophylla cultivated in China together with 17 known constituents including hydracyanoside A (4). Their structures were elucidated on the basis of chemical and physicochemical evidence.
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hydrangeic acid from the processed leaves of Hydrangea macrophylla var thunbergii as a new type of anti diabetic compound
European Journal of Pharmacology, 2009Co-Authors: Hailong Zhang, Seikou Nakamura, Hisashi Matsuda, Chihiro Yamashita, Masayuki YoshikawaAbstract:Abstract Hydrangeic acid (3–100 μM), a stilbene constituent of the processed leaves of Hydrangea macrophylla var. thunbergii (Hydrangeae Dulcis Folium), promoted adipogenesis of 3T3-L1 cells. Hydrangeic acid significantly increased the amount of adiponectin released into the medium, the uptake of 2-deoxyglucose into the cells, and the translocation of glucose transporter 4 (GLUT4). Hydrangeic acid also increased mRNA levels of adiponectin, peroxisome proliferator-activated receptor γ2 (PPARγ2), GLUT4, and fatty acid-binding protein (aP2) while it decreased the expression of tumor necrosis factor α (TNF-α) mRNA. However, it did not activate PPARγ directly different from troglitazone in a nuclear receptor cofactor assay system. Furthermore, hydrangeic acid significantly lowered blood glucose, triglyceride, and free fatty acid levels after its administration for 2 weeks at a dose of 200 mg/kg/day (p.o.) in KK-A y mice.
Hisashi Matsuda - One of the best experts on this subject based on the ideXlab platform.
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medicinal flowers xxxx 1 structures of dihydroisocoumarin glycosides and inhibitory effects on aldose reducatase from the flowers of Hydrangea macrophylla var thunbergii
Chemical & Pharmaceutical Bulletin, 2013Co-Authors: Jiang Liu, Masayuki Yoshikawa, Seikou Nakamura, Yan Zhuang, Ghazi Mohamed Eisa Hussein, Kyohei Matsuo, Hisashi MatsudaAbstract:Six dihydroisocoumarin glycosides, florahydrosides I and II, thunberginol G 8-O-β-d-glucopyranoside, thunberginol C 8-O-β-d-glucopyranoside, 4-hydroxythunberginol G 3'-O-β-d-glucopyranoside, and thunberginol D 3'-O-β-d-glucopyranoside, have been isolated from the flowers of Hydrangea macrophylla Seringe var. thunbergii Makino (Saxifragaceae) together with 20 known compounds. The chemical structures of the new compounds were elucidated on the basis of chemical and physicochemical evidence. Among the constituents, acylated quinic acid analog, neochlorogenic acid, was shown to substantially inhibit aldose reductase [IC50=5.6 µm]. In addition, the inhibitory effects on aldose reductase of several caffeoylquinic acid analogs were examined for structure-activity relationship study. As the results, 4,5-O-trans-p-dicaffeoyl-d-quinic acid was found to exhibit a potent inhibitory effect [IC50=0.29 µm].
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Hydrangeamines a and b novel polyketide type pseudoalkaloid coupled secoiridoid glycosides from the flowers of Hydrangea macrophylla var thunbergii1
Tetrahedron Letters, 2013Co-Authors: Seikou Nakamura, Hisashi Matsuda, Masayuki YoshikawaAbstract:Abstract Two novel secoiridoid glycosides with a pyridine ring named Hydrangeamines A and B have been isolated from the flowers of Hydrangea macrophylla SERINGE var. thunbergii MAKINO (Saxifragaceae). The absolute stereostructures of the two Hydrangeamines were characterized on the basis of chemical and physiochemical analyses, which included the application of CD for the 4,5-dihydro-[6H]-pyrano chromophore. This is the first isolation of the unique polyketide-type pseudoalkaloid-coupled secoiridoid glycosides.
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new cyanoglycosides hydracyanosides d e and f from the leaves of Hydrangea macrophylla
ChemInform, 2010Co-Authors: Zhibin Wang, Seikou Nakamura, Hisashi Matsuda, Masayuki YoshikawaAbstract:Together with 17 known compounds, three new cyanoglycosides named hydracyanosides D (I), E (II), and F (III) are isolated from the leaves of Hydrangea macrophylla cultivated in China.
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new cyanoglycosides hydracyanosides d e and f from the leaves of Hydrangea macrophylla
Heterocycles, 2010Co-Authors: Masayuki Yoshikawa, Seikou Nakamura, Zhibin Wang, Hisashi MatsudaAbstract:Three new cyanoglycosides named hydracyanosides D (1), E (2), and F (3) were isolated from the leaves of Hydrangea macrophylla cultivated in China together with 17 known constituents including hydracyanoside A (4). Their structures were elucidated on the basis of chemical and physicochemical evidence.
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hydrangeic acid from the processed leaves of Hydrangea macrophylla var thunbergii as a new type of anti diabetic compound
European Journal of Pharmacology, 2009Co-Authors: Hailong Zhang, Seikou Nakamura, Hisashi Matsuda, Chihiro Yamashita, Masayuki YoshikawaAbstract:Abstract Hydrangeic acid (3–100 μM), a stilbene constituent of the processed leaves of Hydrangea macrophylla var. thunbergii (Hydrangeae Dulcis Folium), promoted adipogenesis of 3T3-L1 cells. Hydrangeic acid significantly increased the amount of adiponectin released into the medium, the uptake of 2-deoxyglucose into the cells, and the translocation of glucose transporter 4 (GLUT4). Hydrangeic acid also increased mRNA levels of adiponectin, peroxisome proliferator-activated receptor γ2 (PPARγ2), GLUT4, and fatty acid-binding protein (aP2) while it decreased the expression of tumor necrosis factor α (TNF-α) mRNA. However, it did not activate PPARγ directly different from troglitazone in a nuclear receptor cofactor assay system. Furthermore, hydrangeic acid significantly lowered blood glucose, triglyceride, and free fatty acid levels after its administration for 2 weeks at a dose of 200 mg/kg/day (p.o.) in KK-A y mice.
Seikou Nakamura - One of the best experts on this subject based on the ideXlab platform.
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medicinal flowers xxxx 1 structures of dihydroisocoumarin glycosides and inhibitory effects on aldose reducatase from the flowers of Hydrangea macrophylla var thunbergii
Chemical & Pharmaceutical Bulletin, 2013Co-Authors: Jiang Liu, Masayuki Yoshikawa, Seikou Nakamura, Yan Zhuang, Ghazi Mohamed Eisa Hussein, Kyohei Matsuo, Hisashi MatsudaAbstract:Six dihydroisocoumarin glycosides, florahydrosides I and II, thunberginol G 8-O-β-d-glucopyranoside, thunberginol C 8-O-β-d-glucopyranoside, 4-hydroxythunberginol G 3'-O-β-d-glucopyranoside, and thunberginol D 3'-O-β-d-glucopyranoside, have been isolated from the flowers of Hydrangea macrophylla Seringe var. thunbergii Makino (Saxifragaceae) together with 20 known compounds. The chemical structures of the new compounds were elucidated on the basis of chemical and physicochemical evidence. Among the constituents, acylated quinic acid analog, neochlorogenic acid, was shown to substantially inhibit aldose reductase [IC50=5.6 µm]. In addition, the inhibitory effects on aldose reductase of several caffeoylquinic acid analogs were examined for structure-activity relationship study. As the results, 4,5-O-trans-p-dicaffeoyl-d-quinic acid was found to exhibit a potent inhibitory effect [IC50=0.29 µm].
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Hydrangeamines a and b novel polyketide type pseudoalkaloid coupled secoiridoid glycosides from the flowers of Hydrangea macrophylla var thunbergii1
Tetrahedron Letters, 2013Co-Authors: Seikou Nakamura, Hisashi Matsuda, Masayuki YoshikawaAbstract:Abstract Two novel secoiridoid glycosides with a pyridine ring named Hydrangeamines A and B have been isolated from the flowers of Hydrangea macrophylla SERINGE var. thunbergii MAKINO (Saxifragaceae). The absolute stereostructures of the two Hydrangeamines were characterized on the basis of chemical and physiochemical analyses, which included the application of CD for the 4,5-dihydro-[6H]-pyrano chromophore. This is the first isolation of the unique polyketide-type pseudoalkaloid-coupled secoiridoid glycosides.
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new cyanoglycosides hydracyanosides d e and f from the leaves of Hydrangea macrophylla
ChemInform, 2010Co-Authors: Zhibin Wang, Seikou Nakamura, Hisashi Matsuda, Masayuki YoshikawaAbstract:Together with 17 known compounds, three new cyanoglycosides named hydracyanosides D (I), E (II), and F (III) are isolated from the leaves of Hydrangea macrophylla cultivated in China.
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new cyanoglycosides hydracyanosides d e and f from the leaves of Hydrangea macrophylla
Heterocycles, 2010Co-Authors: Masayuki Yoshikawa, Seikou Nakamura, Zhibin Wang, Hisashi MatsudaAbstract:Three new cyanoglycosides named hydracyanosides D (1), E (2), and F (3) were isolated from the leaves of Hydrangea macrophylla cultivated in China together with 17 known constituents including hydracyanoside A (4). Their structures were elucidated on the basis of chemical and physicochemical evidence.
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hydrangeic acid from the processed leaves of Hydrangea macrophylla var thunbergii as a new type of anti diabetic compound
European Journal of Pharmacology, 2009Co-Authors: Hailong Zhang, Seikou Nakamura, Hisashi Matsuda, Chihiro Yamashita, Masayuki YoshikawaAbstract:Abstract Hydrangeic acid (3–100 μM), a stilbene constituent of the processed leaves of Hydrangea macrophylla var. thunbergii (Hydrangeae Dulcis Folium), promoted adipogenesis of 3T3-L1 cells. Hydrangeic acid significantly increased the amount of adiponectin released into the medium, the uptake of 2-deoxyglucose into the cells, and the translocation of glucose transporter 4 (GLUT4). Hydrangeic acid also increased mRNA levels of adiponectin, peroxisome proliferator-activated receptor γ2 (PPARγ2), GLUT4, and fatty acid-binding protein (aP2) while it decreased the expression of tumor necrosis factor α (TNF-α) mRNA. However, it did not activate PPARγ directly different from troglitazone in a nuclear receptor cofactor assay system. Furthermore, hydrangeic acid significantly lowered blood glucose, triglyceride, and free fatty acid levels after its administration for 2 weeks at a dose of 200 mg/kg/day (p.o.) in KK-A y mice.
Johji Yamahara - One of the best experts on this subject based on the ideXlab platform.
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chemical constituents from the leaves of Hydrangea macrophylla var thunbergii iii absolute stereostructures of hydramacrosides a and b secoiridoid glucoside complexes with inhibitory activity on histamine release
Chemical & Pharmaceutical Bulletin, 1999Co-Authors: Hisashi Matsuda, Hiroshi Shimoda, Toshiaki Uemura, Tomohiko Ueda, Johji Yamahara, Masayuki YoshikawaAbstract:Following the characterization of dihydroisocoumarin constituents, two secoiridoid glucoside complexes, called hydramacrosides A and B, were isolated from the leaves of Hydrangea macrophylla SERINGE var. thunbergii MAKINO. The absolute stereostructures of hydramacrosides A and B were elucidated on the basis of chemical and physicochemical evidence, which included the application of the 13C-NMR glycosylation shift rule of 1, 1'-disaccharides and the modified Mosher's method. Hydramacrosides A and B exhibited an inhibitory effect on histamine release from rat mast cells induced by an antigen-antibody reaction.
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effects of phyllodulcin hydrangenol and their 8 o glucosides and thunberginols a and f from Hydrangea macrophylla seringe var thunbergii makino on passive cutaneous anaphylaxis reaction in rats
Biological & Pharmaceutical Bulletin, 1999Co-Authors: Hisashi Matsuda, Hiroshi Shimoda, Johji Yamahara, Masayuki YoshikawaAbstract:We examined the antiallergic effects of phyllodulcin, hydrangenol, and their 8-O-glucosides, and thunberginols A and F isolated from the processed leaves (Hydrangeae Dulcis Folium) and dried leaves of Hydrangea macrophylla SERINGE var. thunbergii MAKINO using the passive cutaneous anaphylaxis (PCA) reaction. With the exception of phyllodulcin, these constituents were found to significantly inhibit the PCA reaction. Although thunberginol A showed the most potent inhibitory effect, hydrangenol was considered to be the principal antiallergic component in the processed leaves, after taking into account their contents.
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dihydroisocoumarin constituents from the leaves of Hydrangea macrophylla var thunbergii 2 absolute stereostructures of hydrangenol thunberginol i and phyllodulcin glycosides and isomerization reaction at the 3 positions of phyllodulcin and its glycos
Chemical & Pharmaceutical Bulletin, 1999Co-Authors: Masayuki Yoshikawa, Hiroshi Shimoda, Tomohiko Ueda, Johji Yamahara, Toshiyuki Murakami, Hisashi MatsudaAbstract:Following the characterization of 3S-phyllodulcin, 3R- and 3S-phyllodulcin 3'-O-glucosides, and 3R- and 3S- thunberginol H 8-O-glucosides, six new dihydroisocoumarin glycosides, 3R- and 3S-hydrangenol 4'-O-apiosylglucosides, 3R- and 3S-thunberginol I 4'-O-glucosides, thunberginol I 8-O-glucoside, and 3S-phyllodulcin 8-O-glucoside, were isolated from the dried leaves of Hydrangea macrophylla var. thunbergii and their structures were determined on the basis of chemical and physicochemical evidence. In addition, isomerization reaction at the 3- positions of phyllodulcin and its glycosides was examined.
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immunomodulatory activity of thunberginol a and related compounds isolated from Hydrangeae dulcis folium on splenocyte proliferation activated by mitogens
Bioorganic & Medicinal Chemistry Letters, 1998Co-Authors: Hisashi Matsuda, Hiroshi Shimoda, Johji Yamahara, Masayuki YoshikawaAbstract:We investigated the immunomodulatory effects of antiallergic constituents from Hydrangeae Dulcis Folium, the processed leaves of Hydrangea macrophylla SERINGE var. thunbergii MAKINO, on splenocyte proliferation in mice. Thunberginol A and hydrangenol significantly suppressed T lymphocyte proliferation induced by concanavalin A. Thunberginol A also suppressed B lymphocyte proliferation induced by lipopolysaccharide, but other constituents induced significant increases. These inhibitory effects of thunberginol A on splenocyte proliferation seemed to contribute to the suppressive effect on type IV allergy.
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absolute stereostructures of hydramacrosides a and b new bioactive secoiridoid glucoside complexes from the leaves of Hydrangea macrophylla seringe var thunbergii makino
Chemical & Pharmaceutical Bulletin, 1994Co-Authors: Masayuki Yoshikawa, Hisashi Matsuda, Tomohiko Ueda, Johji Yamahara, Nobutoshi MurakamiAbstract:Two new bioactive secoiridoid glucoside complexes named hydramacrosides A and B were isolated from the leaves of Hydrangea macrophylla SERINGE var. thunber gii MAKINO. The absolute stereostructures of hydramacrosides A and B were elucidated on the basis of chemical and physicochemical evidence which included the application of the 13C NMR glycosylation shift rule of 1, 1'-disaccharides and the modified Mosher's method. Hydramacrosides A and B exhibited inhibitory effect on the histamine release from rat mast cells induced by antigen-antibody reaction.
Maria Lodovica Gullino - One of the best experts on this subject based on the ideXlab platform.
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first report of leaf spot caused by alternaria alternata on Hydrangea macrophylla in italy
Plant Disease, 2007Co-Authors: A Garibaldi, G Gilardi, S Frati, Maria Lodovica GullinoAbstract:Hydrangea macrophylla is cultivated as an ornamental and also used in the landscape. During the fall of 2005, leaves and young stems on 12-month-old plants (cvs. Hanabi, Nigra, and Zaffiro) grown in pots in several gardens and commercial nurseries in the Piedmont (northern Italy) had extensive necrosis. In many cases, 4-mm-diameter spots on the upper side of the leaves were surrounded by a chlorotic halo, which turned progressively black. Lesions often coalesced into 3- to 8-cm-diameter necrotic areas. Initial necrosis developed mainly on the leaf margins and near the petioles. Severely affected plants were defoliated. Infected plants rarely died, but the presence of lesions reduced the aesthetic quality and subsequently the commercial value. The disease occurred on 30 to 50% of the plants. Leaf spots contained dark brown, multicellular, pear-shaped conidia. Conidia were 19.2 to 36.5 μm (average 26.3 μm) long and 7.7 to 11.5 μm (average 8.9 μm) wide, with 3 to 4 longitudinal cross walls and an average of ...
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first report of leaf spot caused by phoma exigua on Hydrangea macrophylla in italy
Plant Disease, 2006Co-Authors: A Garibaldi, G Gilardi, Daniela Minerdi, Maria Lodovica GullinoAbstract:Hydrangea macrophylla is grown in Italy as a potted plant and also for landscaping. During the fall of 2005 in a nursery located in Lazio (central Italy), a severe foliar disease was observed on 12-month-old potted plants of cv. Hanabi. Small necrotic spots surrounded by chlorotic haloes were observed on the upper side of infected leaves. At temperatures near 20°C and relative humidity ranging between 80 to 90%, spots enlarged to form round areas 2 to 7 cm in diameter that were well defined by a brown margin. Severely infected leaves became chlorotic and abscised. Heavily affected plants were defoliated. Infected plants rarely died, but the presence of lesions on mature plants decreased aesthetic quality and subsequent market value. The disease occurred on 30% of the plants in one nursery. Stems and flowers were not affected by the disease. From infected leaves, a fungus was consistently isolated on potato dextrose agar with 25 mg/liter of streptomycin added. The fungus was grown on leaf extract agar, 30 g of leaves per liter, and maintained at 22°C (12 h of light and 12 h of dark). After 30 days, black pycnidia 275 to 255 μm in diameter developed, releasing conidia that were hyaline, elliptical, nonseptate, and measuring 4.6 to 7.6 (average 6.0) × 1.4 to 4.2 (average 2.6) μm. On oatmeal agar, the addition of a drop of concentrated NaOH caused a positive reaction, turning the medium red (2). On the basis of its morphological characteristics, the fungus was identified as a Phoma sp. The ITS (internal transcribed spacer) region of rDNA was amplified using the primers ITS4/ITS6 (3) and sequenced. BLASTn analysis (1) of the 560 bp obtained showing an E-value of 0.0 with Phoma exigua. The nucleotide sequence has been assigned GenBank Accession No. DQ384612. Pathogenicity tests were performed by spraying leaves of healthy 6-month-old potted H. macrophylla (cvs. Hanabi and Zaffiro) plants with a spore and mycelial suspension (105 CFU/ml). Plants without inoculation served as controls. Five plants were used for each treatment. Plants were covered with plastic bags for 5 days after inoculation and kept in a growth chamber at 20°C with relative humidity at 80 to 90%. The first lesions developed on leaves of cv. Hanabi 12 days after inoculation, while control plants remained healthy. Lesions did not develop on inoculated cv. Zaffiro plants. The fungus was consistently reisolated from the lesions of cv. Hanabi. The pathogenicity test was carried out twice. The presence of P. exigua on H. macrophylla has been reported in the United States (4). In Italy, the disease can be found in a limited area. References: (1) S. F. Altschud et al. Nucleic Acids Res. 25:3389, 1997. (2) G. H. Boerema and L. H. Howeler. Persoonia 5:15, 1967. (3) D. E. L. Cooke and J. M. Duncan. Mycol. Res. 101:667, 1997. (4) M. L. Daughtrey et al. Page 26 in: Compendium of Flowering Potted Plant Diseases. The American Phytopathological Society. St. Paul, MN, 1995.
