Fumihiko Yoshizaki

Tohoku Pharmaceutical University, Miyagi, Japan

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Publications (71)104.06 Total impact

  • Kenroh Sasaki · Fumihiko Yoshizaki
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    ABSTRACT: Stress‑associated neuropsychiatric disease is associated with glucocorticoid levels; however, the behavior of mineralocorticoid receptors (MR) under conditions of stress remain to be elucidated. Steroid receptors in the brain are classified into glucocorticoid receptors (GR) and/or MR, exhibiting a difference in affinity for corticosteroids. The hippocampus is one of the most stress‑susceptible regions in the brain. In the present study, it was investigated whether the two steroid receptors affect hippocampal neuron damage. The effect of fludrocortisones (FD) on hippocampal neurons caused by FD‑containing cholesterol pellets subcutaneously embedded in the backs of mice (FD pellet group, 80 mg cholesterol and 20 mg FD) was investigated. A significant extension of the tail length by ~2.22 fold was observed in the FD pellet group compared with that in the control group as elucidated via the comet assay. Cytotoxicity (pyknosis and degranulation) and DNA fragmentation due to the death of nerve cells were observed using Kluver‑Barrera staining and terminal deoxynucleotidyl transferase dUTP nick end labeling. Compared with the sham group mice, hippocampal neuron damage was observed in the adrenalectomized mice and the damage was suppressed by the combinatorial use of spironolactone, which suggested MR‑induced hippocampal neuron damage. In conclusion, the present study clearly indicated a regional difference in vulnerability and/or sensitivity to corticosteroids. MR sensitivity to corticosteroids was high in the CA3 region and pyramidal cells of the hippocampus, which may therefore be vulnerable to corticosteroids. Thus, it is clearly suggested that MR function is important in the stress response.
    No preview · Article · Oct 2015 · Molecular Medicine Reports
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    ABSTRACT: Abstract The antibacterial activity-guided purification of the dichloromethane fraction of the aerial parts of Comarum salesovianum (Steph.) Aschers.et Gr. led to the isolation and elucidation of three phenolic lipid derivatives: 6-(non-8-enyl) salicylic acid (1), 6-nonyl salicylic acid (2) and 3-(non-8-enyl) phenol (3), which were found for the first time in the natural source. The equal mixture of compounds 1 and 2 exhibited potent inhibitory activity against all tested Gram-positive bacterial strains (Enterococcus faecalis, Micrococcus luteus, Staphylococcus epidermidis and Staphylococcus aureus) with inhibitory zones of 12.2-22.1 mm, whereas each single compound showed weaker activity than the mixture of 1 and 2. However, compound 3 strongly inhibited (29.9 ± 1.8) the growth of M. luteus. The presence of salicylic acid with the unsaturated aliphatic side chain is essential for the antibacterial activity strength of phenolic lipid molecules.
    Full-text · Article · Sep 2015 · Phytochemistry Letters
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    Fumihiko Yoshizaki · Yoshimi Niwano · Toshihiko Ozawa · Keita Saito · Masahiro Kohno

    Full-text · Dataset · Jul 2015
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    ABSTRACT: To identify antibacterial components in traditional Mongolian medicinal plant Caryopteris mongolica, an ortho-quinone abietane caryopteron A (1) and three its derivatives caryopteron B-D (2-4) were isolated from the roots of the plant together with three known abietanes demethylcryptojaponol (5), 6α-hydroxydemethyl cryptojaponol (6), and 14-deoxycoleon U (7). The chemical structures of these abietane derivatives were elucidated on the basis of spectroscopic data. Compounds 1-4 had C-13 methylcyclopropane substructures, and 2-4 had a hexanedioic anhydride ring C instead of ortho-quinone in 1. The stereochemistry of these compound was assumed from NOE spectra and ECD Cotton effects. Compounds 1 and 5-7 showed antibacterial activities against the Gram-positive bacteria Staphylococcus aureus, Staphylococcus epidermidis, Enterococcus faecalis, and Micrococcus luteus, being 1 the more potent. Copyright © 2015 Elsevier Ltd. All rights reserved.
    No preview · Article · Apr 2015 · Bioorganic & medicinal chemistry letters
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    ABSTRACT: A diterpenoid diglucoside (12,19-di-O-β-D-glucopyranosyl-11-hydroxyabieta-8,11,13-triene-19-one), isoscutellarein 7-O-[β-D-xylopyranosyl-(1→2)]-β-D-glucopyranoside, isoscutellarein 7-O-[α-L-rhamnopyranosyl-(1→2)]-β-D-glucopyranoside, hypolaetin 7-O-[6″-O-(p-E-coumaroyl)]-β-D-glucopyranoside, hypolaetin 7-O-[6″-O-(E-caffeoyl)]-β-D-glucopyranoside, and 15 known compounds were isolated from aerial parts of the Mongolian medicinal plant Caryopteris mongolica. The cholinesterase-inhibitory activities of the constituents were estimated. The abietane diterpenoids (12-O-demethylcryptojaponol and 6α-hydroxydemethylcryptojaponol) showed potent inhibitory activity against acetylcholinesterase from human erythrocytes and electric eel, and against butyrylcholinesterase from horse serum.
    No preview · Article · Apr 2015 · Journal of Natural Medicines
  • Kenroh Sasaki · Syuko Chiba · Fumihiko Yoshizaki
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    ABSTRACT: The aim of the present study was to identify the inhibitory activity of natural flavonoids, stilbenes and caffeic acid oligomers on protein glycation. Antioxidant activity was evaluated using 1,1-diphenyl-2-picrylhydrazyl radical-scavenging activity. The production of 3-deoxyglucosone (3-DG) and advanced glycation end products (AGEs) by glycation reactions were determined by high-performance liquid chromatography and fluorescence, respectively. Certain flavonoids, stilbenes and caffeic acid oligomers prevented AGE production and the IC50 values of the compounds were compared. These examined compounds are assumed to suppress AGE generation by inhibiting the increase in 3-DG production through a specific unknown mechanism in the early phase of the Maillard reaction, by inhibiting the generation of active oxygen in the later phase and by suppressing the progression of the reaction. Regular, daily consumption of these compounds in the form of a food or extract is expected to aid in the prevention or inhibition of non-enzymatic amino acid glycation in the living body, which is possibly associated with aging, diabetic complications, arteriosclerotic diseases and Alzheimer's disease, and they may also be effective agents in cosmetics promoting anti-aging.
    No preview · Article · Sep 2014
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    ABSTRACT: Chemical investigation of the acetone extract from the aerial parts of the Mongolian medicinal plant Dracocephalum foetidum resulted in the isolation of three limonene glycosides, a caffeic acid trimer, four rosmarinic acid glucosides, and five acacetin acyl glycosides, together with 13 known natural products. The chemical structures of all of the compounds were determined by spectroscopic analyses. Among these compounds three showed hyaluronidase inhibitory activity. In addition, one other compound showed stronger 1,1-diphenyl-2-picrylhydrazyl radical scavenging activity than the positive control Trolox, whereas three other compounds demonstrated a similar activity to that of Trolox.
    No preview · Article · May 2014 · Phytochemistry
  • Toshihiro Murata · Mari Nakano · Toshio Miyase · Fumihiko Yoshizaki
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    ABSTRACT: An extract of whole plants of Pycnanthemum flexuosum showed an inhibitory effect on hyaluronidase activity. From an 80% acetone extract of aerial parts, 3-[(3E)-4-phenylbut-3-enoylamino]propionic acid, 3-O-β-D-glucuronopyranosyl- echinocystic acid 28-O-β-D-xylopyranosyl-(1→3)-[3,4-diacetyl-β-D-xylopyranosyl- (1→4)]-a-L-rhamnopyranosyl-(1→2)-a-L-arabinopyranosyl ester, vanillic acid 1-O-[(5-O-syringoyl)-β-D-apiofuranosyl]-(1→2)-β-D-glucopyranoside, and (4S,5R)-4-hydroxy-5-phenyl-tetrahydrofuran-2-one were isolated together with 30 known compounds. Six known compounds were isolated from an 80% acetone extract of roots, and eritrichin was revealed as a hyaluronidase inhibitor in P. flexuosum.
    No preview · Article · Mar 2014 · Chemical & pharmaceutical bulletin
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    ABSTRACT: Two new chromone acyl glucosides, 5-hydroxy-7-O-(6-O-p-cis-coumaroyl-β-D-glucopyranosyl)-chromone (1) and 5-hydroxy-7-O-(6-O-p-trans-coumaroyl-β-D-glucopyranosyl)-chromone (2), and a new flavonoid glucoside, ayanin 3′-O-β-D-glucopyranoside (3) were isolated from aerial parts of Dasiphora parvifolia, together with flavonoid glycosides (4–10), catechins (11, 12), and hydrolysable tannins (13, 14). The chemical structures of these compounds were elucidated on the basis of spectroscopic data. The 1,1-diphenyl-2-picrylhydrazyl (DPPH) radical scavenging activity and the hyaluronidase inhibitory activity of these compounds were evaluated.
    No preview · Article · Nov 2013 · Phytochemistry Letters
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    ABSTRACT: Monardic acids A (1) and B (2), which are (7R,8R) diastereomers of lithospermic acid (LA) and lithospermic acid B, respectively, were isolated from Monarda fistulosa. A (7S,8R) isomer (3) of LA was also isolated from this plant, and a (7R,8S) isomer (7) of LA was obtained from Lithospermum erythrorhizon. The absolute configuration of 1 was confirmed by analysis of its hydrolysates, 7-epiblechnic acid and 2R-3-(3,4-dihydroxyphenyl)-2-hydroxypropanoic acid. The configuration in the dihydrobenzofuran moieties of 2, 3, and 7 were extrapolated by using the phenylglycine methyl ester method and a Cotton effect at approximately 250-260nm in their electronic circular dichroism spectra. Diastereomers (1-3 and 7) displayed moderate hyaluronidase inhibitory and histamine release inhibitory activities.
    No preview · Article · Aug 2013 · Fitoterapia
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    ABSTRACT: Activity-guided isolation of the n-butanol fraction of Chamaerhodos erecta and water soluble fraction of C. altaica resulted in the isolation of 39 compounds, including new compounds identified as 4,5-dihydroxybenzaldehyde-3-O-β-D-glucopyranoside (1) from C. erecta and quercetin-3-O-β-D-glucuronopyranosyl-4'-O-β-D-glucopyranoside (2) from C. altaica. A total of 37 other compounds were identified based on physico-chemical properties and spectroscopic data. Antioxidative activity was evaluated using a DPPH radical-scavenging method, hyaluronidase inhibitory activity, and advanced glycation end products production inhibitory activity of isolated compounds. Some flavonols (4, 6, 9-11, 14, 15), catechins (18, 19), an amino acid (20), a lignan glucoside (23), and tannins (29-39) exhibited potential a free radical scavenging activity while the new compound (1) showed weak activity. A catechin (18) and some of the tannins (32, 33, 35, 36, 38) had moderate hyaluronidase inhibitory activity. Some of flavonoids and tannins prevented advanced glycation end products production, and the IC(50) of compounds 3, 9, 14-16, 33, 34, 36, 38, and 39 were determined.
    Full-text · Article · Feb 2013 · Journal of Natural Medicines
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    ABSTRACT: From an extract of the aerial parts of Dracocephalum ruyschiana, five new flavone tetraglycosides, five new benzyl alcohol glycosides, and 19 known compounds were isolated. The tetraglycosides contain a 7-O-β-d-glucopyranosyl-(1→2)-β-d-glucopyranosyl-(1→2)-[α-l-rhamnopyranosyl-(1→6)]-β-d-glucopyranosyl moiety. The benzyl alcohol glycosides had acyl groups on their glycosyl or aglycone moieties. The compounds were tested for antioxidant activity using DPPH. Although the new compounds were not active, phenylpropanoylquinic acid derivatives were revealed as radical scavengers in D. ruyschiana.
    No preview · Article · Jan 2013 · Journal of Natural Products
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    ABSTRACT: A methanol extract of Abies sibirica Ladeb, a Mongolian medicinal plant, had an inhibitory effect on both lipase activity in mouse plasma and LDL anti-oxidative activity, which are preventative factors for arteriosclerosis. The extract was fractionated by column chromatography and its active constituents were sought. From lipid soluble fractions, 20 terpenoids including seven hitherto unknown triterpenes were isolated. The latter triterpenes had either a γ-lactone ring with a lactol or a derivative thereof. Their chemical structures were determined by spectroscopic methods. The lipase inhibitory activity and LDL anti-oxidative activity of these compounds were evaluated. Some constituents (either lipase inhibitory or LDL anti-oxidative activities) had moderate inhibitory activities.
    No preview · Article · Dec 2012 · Phytochemistry
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    Fumihiko Yoshizaki · Yoshimi Niwano · Toshihiko Ozawa · Keita Saito · Masahiro Kohno

    Full-text · Dataset · Dec 2012
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    ABSTRACT: An extract of Clethra barbinervis with an inhibitory effect on hyaluronidase activity was fractionated guided by the results of an assay. From the active fractions, seven new triterpene saponins (1-4 and 6-8) and a new lignan glycoside (14) were isolated together with 14 known compounds (5, 9-13, and 15-22). Some of the saponins (2, 3, and 9) were revealed as hyaluronidase inhibitors similar to epicatechin (17).
    No preview · Article · Dec 2012 · Chemical & pharmaceutical bulletin
  • Toshihiro Murata · Toshio Miyase · Fumihiko Yoshizaki
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    ABSTRACT: Nine new compounds, shimobashiric acid A (I), C (IIa), D (IIb), shimobashiraside A (IIIa), B (IIIb), C (IV), D (V), E (VI) and F (VII), are isolated together with 20 known compounds.
    No preview · Article · Jul 2012 · ChemInform
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    ABSTRACT: Aspergillus niger protease digest of royal jelly (royal jelly peptides) was administered to KK-A(y) diabetic mice for 35 days. Oral administration of a high dose (350 mg/kg) of royal jelly peptides suppressed increases in blood glucose levels similar to extract of guava leaves, an a-amylase inhibitor. This effect appears to be due to a decrease in food intake and subsequent reduction in body weight. In mice with free access to diet containing royal jelly peptides at 0.18 w/w%, no effect on blood glucose levels, blood triglyceride levels, food intake and body weight were found. However, an increase in blood insulin levels was observed. This suggests that royal jelly peptides may increase insulin levels without affecting blood glucose levels and food intake.
    No preview · Article · Mar 2012 · Food Science and Technology Research
  • Toshihiro Murata · Toshio Miyase · Fumihiko Yoshizaki
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    ABSTRACT: An extract of Keiskea japonica MIQ. showed an inhibitory effect on hyaluronidase activity. From the extract, four new phenylpropanoids, two new maltol glycosides, two new monoterpene glycosides, and two new phenolic compounds were isolated together with 19 known compounds. Among these constituents, two phenylpropanoids and a flavone glucuronide were revealed as hyaluronidase inhibitors.
    No preview · Article · Jan 2012 · Chemical & pharmaceutical bulletin
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    Toshihiro Murata · Toshio Miyase · Fumihiko Yoshizaki
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    ABSTRACT: Nine new phenylpropanoids, rashomonic acids A-D (1-4) and meehaniosides A-E (5-9), along with four known compounds were isolated from Meehania urticifolia. The structure of each new compound was elucidated based on the results of spectroscopic analyses. Compounds 3-8 showed moderate hyaluronidase inhibitory activity with IC(50) values of 183-1049 µM.
    Preview · Article · Aug 2011 · Chemical & pharmaceutical bulletin
  • Toshihiro Murata · Toshio Miyase · Fumihiko Yoshizaki
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    ABSTRACT: A new phenylethanoid glycoside, rashomoside A (1), a new phenolic glucoside, rashomoside B (2), and a new shikimic acid derivative (3) were isolated from Meehania urticifolia together with 12 known flavones (4-15), three known phenylethanoid glycosides (16-18), and 13 other compounds (19-31). The structure of each of these compounds was elucidated based on the results of spectroscopic analysis.
    No preview · Article · Apr 2011 · Journal of Natural Medicines

Publication Stats

638 Citations
104.06 Total Impact Points

Institutions

  • 1999-2015
    • Tohoku Pharmaceutical University
      Miyagi, Japan
  • 2010-2011
    • Tohoku University
      • Department of Pharmacology
      Miyagi, Japan
    • Kanazawa University
      Kanazawa, Ishikawa, Japan
  • 2008
    • University of Shizuoka
      • School of Pharmaceutical Sciences
      Sizuoka, Shizuoka, Japan
  • 2007
    • Nihon Pharmaceutical University
      Komoro, Nagano, Japan