Research Topics
| Masayuki YoshikawaSummaryCountry: Japan Publications
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Publications
Structures of acetylated oleanane-type triterpene saponins, rarasaponins IV, V, and VI, and anti-hyperlipidemic constituents from the pericarps of Sapindus rarakYasunobu Asao
Kyoto Pharmaceutical University, Misasagi, Yamashina ku, Japan
Chem Pharm Bull (Tokyo) 57:198-203. 2009....
Megastigmanes and their glucosides from the whole plant of Sedum sarmentosumMasayuki Yoshikawa
Kyoto Pharmaceutical University, Misasagi, Yamashina ku, Kyoto 607 8412, Japan
J Nat Prod 70:575-83. 2007..The absolute stereostructures of 1-8 were elucidated on the basis of chemical and physicochemical evidence, including the application of the modified Mosher's method...
Medicinal flowers. XXIV. Chemical structures and hepatoprotective effects of constituents from flowers of Hedychium coronariumSeikou Nakamura
Kyoto Pharmaceutical University, Yamashina ku, Kyoto, Japan
Chem Pharm Bull (Tokyo) 56:1704-9. 2008..In addition, the principal constituents, coronaririn C and 15-hydroxylabda-8(17),11,13-trien-16,15-olide, displayed hepatoprotective effects, which were stronger than that of the hepatoprotective agent, silybin...
Bioactive constituents from Chinese natural medicines. XXIII. Absolute structures of new megastigmane glycosides, sedumosides A(4), A(5), A(6), H, and I, and hepatoprotective megastigmanes from Sedum sarmentosumKiyofumi Ninomiya
Kyoto Pharmaceutical University, Kyoto, Japan
Chem Pharm Bull (Tokyo) 55:1185-91. 2007..Among them, sedumoside F(1) (IC(50)=47 microM), (3S,5R,6S,9R)-megastigmane-3,9-diol (61 microM), and myrsinionosides A (52 microM) and D (62 microM) were found to show the strong hepatoprotective activity...
Protective effects of amide constituents from the fruit of Piper chaba on D-galactosamine/TNF-alpha-induced cell death in mouse hepatocytesHisashi Matsuda
Kyoto Pharmaceutical University, Misasagi, Yamashina ku, Kyoto 607 8412, Japan
Bioorg Med Chem Lett 18:2038-42. 2008..5-10 mg/kg (p.o.) in D-GalN/LPS-treated mice, and this inhibitory effect was suggested to depend on the reduced sensitivity of hepatocytes to TNF-alpha...
Bioactive constituents from chinese natural medicines. XXIX. Monoterpene and monoterpene glycosides from the roots of Rhodiola sachalinensisXuezheng Li
Kyoto Pharmaceutical University, Kyoto, Japan
Chem Pharm Bull (Tokyo) 56:612-5. 2008..The absolute stereostructures of new monoterpenes were elucidated on the basis of chemical and physicochemical evidence including the application of the modified Mosher's method...
Bioactive constituents from chinese natural medicines. XXIV. Hypoglycemic effects of Sinocrassula indica in sugar-loaded rats and genetically diabetic KK-A(y) mice and structures of new acylated flavonol glycosides, sinocrassosides A(1), A(2), B(1), and BMasayuki Yoshikawa
Kyoto Pharmaceutical University, Misasagi, Kyoto, Japan
Chem Pharm Bull (Tokyo) 55:1308-15. 2007..The absolute stereostructures of the four new compounds were elucidated on the basis of chemical and physicochemical evidence...
Medicinal flowers. XXII. Structures of chakasaponins V and VI, chakanoside I, and chakaflavonoside A from flower buds of Chinese tea plant (Camellia sinensis)Masayuki Yoshikawa
Kyoto Pharmaceutical University, Kyoto, Japan
Chem Pharm Bull (Tokyo) 56:1297-303. 2008..O. KUNTZE]. The chemical structures of those new glycosides were elucidated on the basis of chemical and physicochemical evidence...
Medicinal flowers. XXI. Structures of perennisaponins A, B, C, D, E, and F, acylated oleanane-type triterpene oligoglycosides, from the flowers of Bellis perennisMasayuki Yoshikawa
Kyoto Pharmaceutical University, Kyoto, Japan
Chem Pharm Bull (Tokyo) 56:559-68. 2008..The structures of 1-6 were elucidated on the basis of chemical and physicochemical evidence...
Bioactive constituents from Chinese natural medicines. XIV. New glycosides of beta-carboline-type alkaloid, neolignan, and phenylpropanoid from Stellaria dichotoma L. var. lanceolata and their antiallergic activitiesToshio Morikawa
Kyoto Pharmaceutical University, Kyoto, Japan
Chem Pharm Bull (Tokyo) 52:1194-9. 2004..These findings suggest that dichotomoside D is more effective against the late-phase reactions in type I allergy than in the immediate phase...
Absolute structures of new megastigmane glycosides, foliasalaciosides E(1), E(2), E(3), F, G, H, and I from the leaves of Salacia chinensisYi Zhang
Kyoto Pharmaceutical University, Kyoto, Japan
Chem Pharm Bull (Tokyo) 56:547-53. 2008..collected in Thailand. The absolute stereostructures of the new compounds were characterized on the basis of chemical and physicochemical evidence, including the application of the modified Mosher's method...
[Biological activities of Salacia chinensis originating in Thailand: the quality evaluation guided by alpha-glucosidase inhibitory activity]Masayuki Yoshikawa
Kyoto Pharmaceutical University, Misasagi, Yamashina ku, Kyoto 607 8412, Japan
Yakugaku Zasshi 123:871-80. 2003..reticulata. In addition, we isolated the principal alpha-glucosidase inhibitor, salacinol, from the stems of S. chinensis and examined alpha-glucosidase inhibitory activities of eleven samples of S. chinensis collected in Thailand...
Bioactive saponins and glycosides. XXVIII. New triterpene saponins, foliatheasaponins I, II, III, IV, and V, from Tencha (the leaves of Camellia sinensis)Toshio Morikawa
Kyoto Pharmaceutical University, Misasagi, Kyoto, Japan
Chem Pharm Bull (Tokyo) 55:293-8. 2007..Among the new saponins, foliatheasaponins II and III, were found to inhibit release of beta-hexosaminidase, as a marker of antigen-induced degranulation, in RBL-2H3 cells...
Melanogenesis inhibitors from the desert plant Anastatica hierochuntica in B16 melanoma cellsSouichi Nakashima
Kyoto Pharmaceutical University, Misasagi, Yamashina ku, Kyoto 607 8412, Japan
Bioorg Med Chem 18:2337-45. 2010....
Bioactive constituents from Chinese natural medicines. XI. inhibitors on NO production and degranulation in RBL-2H3 from Rubia yunnanensis: structures of rubianosides II, III, and IV, rubianol-g, and rubianthraquinoneJing Tao
Kyoto Pharmaceutical University, Kyoto, Japan
Chem Pharm Bull (Tokyo) 51:654-62. 2003..In addition, an anthraquinone constituent, 2-methyl-1,3,6-trihydroxy-9,10-anthraquinone, was found to show inhibitory effects on the release of beta-hexosaminidase in RBL-2H3 cells...
Bioactive saponins and glycosides. XXIII. Triterpene saponins with gastroprotective effect from the seeds of Camellia sinensis--theasaponins E3, E4, E5, E6, and E7Masayuki Yoshikawa
Kyoto Pharmaceutical University, Misasagi, Japan
Chem Pharm Bull (Tokyo) 53:1559-64. 2005....
Reinvestigation of absolute stereostructure of (-)-rosiridol: structures of monoterpene glycosides, rosiridin, rosiridosides A, B, and C, from Rhodiola sachalinensisMasayuki Yoshikawa
Kyoto Pharmaceutical University, Kyoto, Japan
Chem Pharm Bull (Tokyo) 56:695-700. 2008....
Gastroprotective effects of phenylpropanoids from the rhizomes of Alpinia galanga in rats: structural requirements and mode of actionHisashi Matsuda
Kyoto Pharmaceutical University, Misasagi, Yamashina-ku, Kyoto 607-8412, Japan
Eur J Pharmacol 471:59-67. 2003..These findings suggest that endogenous prostaglandins and sulfhydryl compounds are involved in the protective effect of 1'S-1'-acetoxychavicol acetate...
Structures of new cyclic diarylheptanoids and inhibitors of nitric oxide production from Japanese folk medicine Acer nikoenseToshio Morikawa
Kyoto Pharmaceutical University, Misasagi, Yamashina-ku, Kyoto 607-8412, Japan
J Nat Prod 66:86-91. 2003..In addition, the principal diarylheptanoid constituents were found to exhibit inhibitory activity on nitric oxide production in lipopolysaccharide-activated macrophages...
Bioactive constituents from Chinese natural medicines. XV. Inhibitory effect on aldose reductase and structures of Saussureosides A and B from Saussurea medusaHaihui Xie
Kyoto Pharmaceutical University, Japan
Chem Pharm Bull (Tokyo) 53:1416-22. 2005..In addition, some isolates were found to show an inhibitory effect on aldose reductase...
Medicinal flowers. XII.(1)) New spirostane-type steroid saponins with antidiabetogenic activity from Borassus flabelliferMasayuki Yoshikawa
Kyoto Pharmaceutical University, Misasagi, Kyoto, Japan
Chem Pharm Bull (Tokyo) 55:308-16. 2007..In addition, the principal steroid saponin, dioscin (13), inhibited the increase of serum glucose levels in sucrose-loaded rats at a dose of 50 mg/kg, p.o...
Nigellamines A3, A4, A5, and C, new dolabellane-type diterpene alkaloids, with lipid metabolism-promoting activities from the Egyptian medicinal food black cuminToshio Morikawa
Kyoto Pharmaceutical University, Misasagi, Japan
Chem Pharm Bull (Tokyo) 52:494-7. 2004..Nigellamines were found to lower triglyceride levels in primary cultured mouse hepatocytes, and in particular, the activity of nigellamine A(5) was equivalent to that of the hypolipidemic agent, clofibrate...
Medicinal flowers. XXXVI.1) Acylated oleanane-type triterpene saponins with inhibitory effects on melanogenesis from the flower buds of Chinese Camellia japonicaSeikou Nakamura
Kyoto Pharmaceutical University, Misasagi, Yamashina ku, Japan
Chem Pharm Bull (Tokyo) 60:752-8. 2012..The inhibitory effects of the triterpene oligoglycoside constituents on melanogenesis in theophylline-stimulated B16 melanoma 4A5 cells were investigated...
Medicinal flowers. XXXIII. Anti-hyperlipidemic and anti-hyperglycemic effects of chakasaponins I-III and structure of chakasaponin IV from flower buds of Chinese tea plant (Camellia sinensis)Hisashi Matsuda
Kyoto Pharmaceutical University, Kyoto 607 8412, Japan
Chem Pharm Bull (Tokyo) 60:674-80. 2012..In addition, the chemical structure of a new acylated oleanane-type triterpene oligoglycoside, chakasaponin IV, was elucidated on the basis of chemical and physicochemical evidence...
Mate tea (Ilex paraguariensis) promotes satiety and body weight lowering in mice: involvement of glucagon-like peptide-1Ghazi Mohamed Eisa Hussein
Kyoto Pharmaceutical University, Japan
Biol Pharm Bull 34:1849-55. 2011..These findings suggest that mate may induce anorexic effects by direct induction of satiety and by stimulation of GLP-1 secretion and modulation of serum leptin levels...
Structure-activity relationships of 1'S-1'-acetoxychavicol acetate for inhibitory effect on NO production in lipopolysaccharide-activated mouse peritoneal macrophagesHisashi Matsuda
Kyoto Pharmaceutical University, Misasagi, Yamashina-ku, Kyoto 607-8412, Japan
Bioorg Med Chem Lett 15:1949-53. 2005..4) The substitution of acetyl groups with propionyl or methyl groups reduced the activity. (5) Lengthening of the carbon chain between the 1'- and 2'-positions reduced the activity...
Medicinal flowers. XVI. New dammarane-type triterpene tetraglycosides and gastroprotective principles from flower buds of Panax ginsengMasayuki Yoshikawa
Kyoto Pharmaceutical University, Misasagi, Kyoto, Japan
Chem Pharm Bull (Tokyo) 55:1034-8. 2007..Ginsenoside Rd (protopanaxadiol 3,20-O-bisdesmoside) exhibited inhibitory effects on ethanol- and indomethacin-induced gastric mucosal lesions in rats...
Inhibitory effects of thunberginols A and B isolated from Hydrangeae Dulcis Folium on mRNA expression of cytokines and on activation of activator protein-1 in RBL-2H3 cellsHisashi Matsuda
Kyoto Pharmaceutical University, Misasagi, Yamashina ku, Kyoto 607 8412, Japan
Phytomedicine 15:177-84. 2008..In addition, the profile of gene expression by thunberginol B was similar to that by luteolin, a natural flavone with a potent anti-allergic effect...
Inhibitory effects of coumarin and acetylene constituents from the roots of Angelica furcijuga on D-galactosamine/lipopolysaccharide-induced liver injury in mice and on nitric oxide production in lipopolysaccharide-activated mouse peritoneal macrophagesMasayuki Yoshikawa
Kyoto Pharmaceutical University, Misasagi, Yamashina ku, Kyoto 607 8412, Japan
Bioorg Med Chem 14:456-63. 2006..Furthermore, hyuganin A, anomalin, and isopteryxin inhibited the decrease in cell viability by TNF-alpha in L929 cells...
Perennisosides I-VII, acylated triterpene saponins with antihyperlipidemic activities from the flowers of Bellis perennisToshio Morikawa
Kyoto Pharmaceutical University, Misasagi, Kyoto, Japan
J Nat Prod 71:828-35. 2008..Among these saponins, perennisosides I (1) and II (2) showed inhibitory effects on serum triglyceride elevation at doses of 25-50 mg/kg, po...
Absolute stereostructures of new arborinane-type triterpenoids and inhibitors of nitric oxide production from Rubia yunnanensisToshio Morikawa
Kyoto Pharmaceutical University, Misasagi, Yamashina-ku, Japan
J Nat Prod 66:638-45. 2003..The effects of the isolated constituents on nitric oxide production in lipopolysaccharide-activated macrophages were examined, and several triterpenes were found to show inhibitory activity...
Anti-hyperlipidemic sesquiterpenes and new sesquiterpene glycosides from the leaves of artichoke (Cynara scolymus L.): structure requirement and mode of actionHiroshi Shimoda
Kyoto Pharmaceutical University, Misasagi, Yamashina ku, Kyoto 607 8412, Japan
Bioorg Med Chem Lett 13:223-8. 2003..In addition, inhibition of gastric emptying was shown to be partly involved in anti-hyperlipidemic activity...
Structures of new dammarane-type Triterpene Saponins from the flower buds of Panax notoginseng and hepatoprotective effects of principal Ginseng SaponinsMasayuki Yoshikawa
Kyoto Pharmaceutical University, Misasagi, Yamashina ku, Kyoto 607 8412, Japan
J Nat Prod 66:922-7. 2003..The principal dammarane-type triterpene saponins from the roots and flower buds of Panax notoginseng were found to show potent hepatoprotective effects...
Antiallergic principles from Alpinia galanga: structural requirements of phenylpropanoids for inhibition of degranulation and release of TNF-alpha and IL-4 in RBL-2H3 cellsHisashi Matsuda
Kyoto Pharmaceutical University, Misasagi, Yamashina-ku, Kyoto 607-8412, Japan
Bioorg Med Chem Lett 13:3197-202. 2003....
Brazilian natural medicines. III. structures of triterpene oligoglycosides and lipase inhibitors from mate, leaves of ilex paraguariensisSachiko Sugimoto
Kyoto Pharmaceutical University, Yamashina ku, Kyoto 607 8412, Japan
Chem Pharm Bull (Tokyo) 57:257-61. 2009..The chemical structures of new oligoglycosides were elucidated on the basis of chemical and physicochemical evidence. Several constituents showed inhibitory activities on pancreatic lipase...
Structures of new sesquiterpenes from Curcuma comosaFengming Xu
Kyoto Pharmaceutical University, Yamashina ku, Kyoto, Japan
Chem Pharm Bull (Tokyo) 56:1710-6. 2008..Their structures were elucidated on the basis of chemical and physicochemical evidence...
Carnosic acid, a new class of lipid absorption inhibitor from sageKiyofumi Ninomiya
Kyoto Pharmaceutical University, Misasagi, Yamashina-ku, Kyoto 607-8412, Japan
Bioorg Med Chem Lett 14:1943-6. 2004..o.). Furthermore, carnosic acid (20 mg/kg/day, p.o.) reduced the gain of body weight and the accumulation of epididymal fat weight in high fat diet-fed mice after 14 days...
Medicinal Flowers. XXVI. structures of acylated oleanane-type triterpene oligoglycosides, yuchasaponins A, B, C, and D, from the flower buds of Camellia oleifera-gastroprotective, aldose reductase inhibitory, and radical scavenging effects-Sachiko Sugimoto
Kyoto Pharmaceutical University, Yamashitaa ku, Kyoto 607 8412, Japan
Chem Pharm Bull (Tokyo) 57:269-75. 2009....
Acylated oleanane-type triterpene saponins with acceleration of gastrointestinal transit and inhibitory effect on pancreatic lipase from flower buds of chinese tea plant (Camellia sinensis)Masayuki Yoshikawa
Kyoto Pharmaceutical University, Misasagi, Yamashina ku, Kyoto 607 8412, Japan
Chem Biodivers 6:903-15. 2009..Compounds 1-3 showed accelerating effects on gastrointestinal transit in mice and inhibitory effects against porcine pancreatic lipase (IC(50)=150-530 microM)...
Brazilian natural medicines. IV. New noroleanane-type triterpene and ecdysterone-type sterol glycosides and melanogenesis inhibitors from the roots of Pfaffia glomerataSeikou Nakamura
Kyoto Pharmaceutical University, Misasagi, Yamashina ku, Kyoto 607 8412, Japan
Chem Pharm Bull (Tokyo) 58:690-5. 2010..The inhibitory effects were stronger than that of reference compound, arbutin (IC(50)=174 microM)...
Antidiabetogenic constituents from the Thai traditional medicine Cotylelobium melanoxylonHisashi Matsuda
Kyoto Pharmaceutical University, Misasagi, Kyoto, Japan
Chem Pharm Bull (Tokyo) 57:487-94. 2009..In addition, vaticanols A, E, and/or G inhibited the enzyme activities of rat intestinal alpha-glucosidase, porcine pancreatic lipase, and rat lens aldose reductase...
Hydrangeic acid from the processed leaves of Hydrangea macrophylla var. thunbergii as a new type of anti-diabetic compoundHailong Zhang
Kyoto Pharmaceutical University, Misasagi, Kyoto, Japan
Eur J Pharmacol 606:255-61. 2009..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...
Structures of new beta-carboline-type alkaloids with antiallergic effects from Stellaria dichotoma(1,2)Bohang Sun
Kyoto Pharmaceutical University, Misasagi, Yamashina ku, Kyoto 607 8412, Japan
J Nat Prod 67:1464-9. 2004..Moreover, 3 also inhibited the releases of antigen-IgE-mediated TNF-alpha and IL-4 (19 and 15 microM, respectively) in RBL-2H3 cells, both of which participate in the late phase of type I allergic reactions...
Effects of allyl isothiocyanate from horseradish on several experimental gastric lesions in ratsHisashi Matsuda
Department of Pharmacognosy, Kyoto Pharmaceutical University, Misasagi, Yamashina ku, Kyoto 607 8412, Japan
Eur J Pharmacol 561:172-81. 2007..These findings suggest that endogenous prostaglandins play an important role in the protective effect of allyl isothiocyanate in ethanol-induced gastric lesions different from capsaicin, piperine, and omeprazole...
Bioactive constituents from Chinese natural medicines. XXVIII. Chemical structures of acyclic alcohol glycosides from the roots of Rhodiola crenulataSeikou Nakamura
Kyoto Pharmaceutical University, Kyoto, Japan
Chem Pharm Bull (Tokyo) 56:536-40. 2008..The chemical structures of new constituents were elucidated on the basis of chemical and physicochemical evidence...
Cucurbitane-type triterpenes with anti-proliferative effects on U937 cells from an egyptian natural medicine, Bryonia cretica: structures of new triterpene glycosides, bryoniaosides A and BHisashi Matsuda
Kyoto Pharmaceutical University, Misasagi, Yamashina ku, Kyoto 607 8412, Japan
Chem Pharm Bull (Tokyo) 58:747-51. 2010..2 and 16 nM after 72 h, and their IC(50) values were equivalent to that of camptothecin. An alpha,beta-conjugated ketone moiety at the 22-24-positions and an acetoxy group at the 25-position are essential for the strong activity...
Bioactive saponins and glycosides. XXV. Acylated oleanane-type triterpene saponins from the seeds of tea plant (Camellia sinensis)Masayuki Yoshikawa
Kyoto Pharmaceutical University, Misasagi, Yamashina ku, Kyoto 607 8412, Japan
Chem Pharm Bull (Tokyo) 55:57-63. 2007..The structures of 1-7 were elucidated on the basis of chemical and physicochemical evidence...
Structures of new friedelane-type triterpenes and eudesmane-type sesquiterpene and aldose reductase inhibitors from Salacia chinensisToshio Morikawa
Kyoto Pharmaceutical University, Misasagi, Yamashina-ku, Kyoto 607-8412, Japan
J Nat Prod 66:1191-6. 2003..In addition, six constituents, 3beta,22beta-dihydroxyolean-12-en-29-oic acid, tingenone, tingenine B, regeol A, triptocalline A, and mangiferin, were found to show an inhibitory effect on rat lens aldose reductase...
Structures of new monoterpenes from Thai herbal medicine Curcuma comosaSeikou Nakamura
Kyoto Pharmaceutical University, Kyoto, Japan
Chem Pharm Bull (Tokyo) 56:1604-6. 2008..Their structures were elucidated on the basis of chemical and physicochemical evidence...
Monoterpene constituents from Cistanche tubulosa--chemical structures of kankanosides A-E and kankanol-Haihui Xie
Kyoto Pharmaceutical University, Misasagi, Yamashina-ku, Kyoto 607-8412, Japan
Chem Pharm Bull (Tokyo) 54:669-75. 2006..WIGHT (Orobanchaceae) together with 16 known compounds. The structures of these new compounds (1-6) were determined on the basis of the chemical and physicochemical evidence...
Structures of new flavonoids, erycibenins D, E, and F, and NO production inhibitors from Erycibe expansa originating in ThailandToshio Morikawa
Kyoto Pharmaceutical University, Misasagi, Kyoto, Japan
Chem Pharm Bull (Tokyo) 54:1530-4. 2006..Among the principal constituents, two isoflavones, clycosin (IC50 = 13 microM) and erythrinin B (18 microM), and two rotenoids, deguelin (26 microM) and rotenone (27 microM), were found to show potent inhibitory activity...
Medicinal flowers. XV. The structures of noroleanane- and oleanane-type triterpene oligoglycosides with gastroprotective and platelet aggregation activities from flower buds of Camellia japonicaMasayuki Yoshikawa
Kyoto Pharmaceutical University, Japan
Chem Pharm Bull (Tokyo) 55:606-12. 2007..The principal oligoglycosides, camelliosides A and B, showed platelet aggregation activity in addition to the gastroprotective effects on ethanol- or indomethacin-induced gastric mucosal lesions in rats...
Structures of new phenylbutanoids and nitric oxide production inhibitors from the rhizomes of Zingiber cassumunarSeikou Nakamura
Kyoto Pharmaceutical University, Misasagi, Yamashina ku, Kyoto 607 8412, Japan
Chem Pharm Bull (Tokyo) 57:1267-72. 2009..Among them, phlain III (IC50=24 microM), (E)-1-(3,4-dimethoxyphenyl)buta-1,3-diene (69 microM), (E)-1-(2,4,5-trimethoxyphenyl)buta-1,3-diene (83 microM), and cassumunaquinone 1 (47 microM) were found to show the inhibitory effects...
Absolute stereostructures of polypodane-type triterpenes, myrrhanol A and myrrhanone A, from guggul-gum resin (the resin of Balsamodendron mukul)Hisashi Matsuda
Kyoto Pharmaceutical University, Kyoto, Japan
Chem Pharm Bull (Tokyo) 52:1200-3. 2004..The structures of the new constituents, including their absolute configurations, were determined on the basis of chemical and physicochemical evidence...
Bioactive constituents from Chinese natural medicines. XXVI. Chemical structures and hepatoprotective effects of constituents from roots of Rhodiola sachalinensisSeikou Nakamura
Kyoto Pharmaceutical University, Kyoto, Japan
Chem Pharm Bull (Tokyo) 55:1505-11. 2007..In addition, the principal constituents, sachalosides III and IV, rhodiosin, and trans-caffeic acid, displayed hepatoprotective effects...
Invasion inhibitors of human fibrosarcoma HT 1080 cells from the rhizomes of Zingiber cassumunar: structures of phenylbutanoids, cassumunolsHisashi Matsuda
Kyoto Pharmaceutical University, Kyoto, Japan
Chem Pharm Bull (Tokyo) 59:365-70. 2011..Interestingly, (E)-1-(2,4,5-trimethoxyphenyl)buta-1,3-diene [inhibition (%) 46.8 ± 7.2 (p<0.05) at 30 µM] significantly inhibited the invasion, and only a weak cytotoxic effect was observed...
Absolute stereostructures of polypodane- and octanordammarane-type triterpenes with nitric oxide production inhibitory activity from guggul-gum resinsHisashi Matsuda
Kyoto Pharmaceutical University, Misasagi, Yamashina-ku, Kyoto 607-8412, Japan
Bioorg Med Chem 12:3037-46. 2004..The several constituents showed inhibitory effects on nitric oxide production and induction of inducible nitric oxide synthase...
Bioactive constituents from Chinese natural medicines. XXXII. aminopeptidase N and aldose reductase inhibitors from Sinocrassula indica: structures of sinocrassosides B(4), B(5), C(1), and D(1)-D(3)Toshio Morikawa
Kyoto Pharmaceutical University, Kyoto, Japan
Chem Pharm Bull (Tokyo) 56:1438-44. 2008..The structures of 1-6 were elucidated on the basis of chemical and physicochemical evidence. In addition, several constituents were found to show inhibitory effects on aminopeptidase N and aldose reductase...
Potent anti-obese principle from Rosa canina: structural requirements and mode of action of trans-tilirosideKiyofumi Ninomiya
Kyoto Pharmaceutical University, Misasagi, Yamashina ku, Kyoto 607 8412, Japan
Bioorg Med Chem Lett 17:3059-64. 2007..Furthermore, a single oral administration of trans-tiliroside at a dose of 10 mg/kg increased the expression of PPAR-alpha mRNA of liver tissue in mice...
Bioactive constituents from Chinese natural medicines. XXII. Absolute structures of new megastigmane glycosides, sedumosides E1, E2, E3, F1, F2, and G, from Sedum sarmentosum (Crassulaceae)Toshio Morikawa
Kyoto Pharmaceutical University, Yamashina ku, Kyoto, Japan
Chem Pharm Bull (Tokyo) 55:435-41. 2007..The structures of new constituents including the absolute configuration were elucidated on the basis of chemical and physicochemical evidence...
Triterpene saponins with gastroprotective effects from tea seed (the seeds of Camellia sinensis)Toshio Morikawa
Kyoto Pharmaceutical University, Misasagi, Yamashina-ku, Kyoto 607-8412, Japan
J Nat Prod 69:185-90. 2006....
Bioactive constituents from Chinese natural medicines. XVII. constituents with radical scavenging effect and new glucosyloxybenzyl 2-isobutylmalates from Gymnadenia conopseaToshio Morikawa
Kyoto Pharmaceutical University, Japan
Chem Pharm Bull (Tokyo) 54:506-13. 2006....
Novel dolabellane-type diterpene alkaloids with lipid metabolism promoting activities from the seeds of Nigella sativaToshio Morikawa
Kyoto Pharmaceutical University, Misasagi, Yamashina ku, Kyoto 607 8412, Japan
Org Lett 6:869-72. 2004..Nigellamines A(1) (1), B(1) (3), and B(2) (4) were found to show potent lipid metabolism promoting activity in primary cultured mouse hepatocytes, and their activities were equivalent to that of a PPAR-alpha agonist, clofibrate...
Phenylethanoid oligoglycosides and acylated oligosugars with vasorelaxant activity from Cistanche tubulosaMasayuki Yoshikawa
Kyoto Pharmaceutical University, Misasagi, Yamashina ku, Kyoto 607 8412, Japan
Bioorg Med Chem 14:7468-75. 2006..In addition, principal constituents, kankanoside F, kankanose, echinacoside, acteoside, and cistanoside F, showed vasorelaxant activity, and several structural requirements for the activity were clarified...
[Functional saponins in tea flower (flower buds of Camellia sinensis): gastroprotective and hypoglycemic effects of floratheasaponins and qualitative and quantitative analysis using HPLC]Masayuki Yoshikawa
Kyoto Pharmaceutical University, shityono cho, Misasagi, Yamashina ku, Kyoto, Japan
Yakugaku Zasshi 128:141-51. 2008..Additionally, the contents of caffeine in the tea flowers were examined using HPLC...
Inhibitory effects of thunberginols A, B, and F on degranulations and releases of TNF-alpha and IL-4 in RBL-2H3 cellsQilong Wang
Kyoto Pharmaceutical University, Japan
Biol Pharm Bull 30:388-92. 2007..These results suggested that these active compounds inhibited the degranulation processes both before and after increase in intracellular free Ca2+ levels...
Steroidal saponins and pseudoalkaloid oligoglycoside from Brazilian natural medicine, "fruta do lobo" (fruit of Solanum lycocarpum)Seikou Nakamura
Kyoto Pharmaceutical University, Misasagi, Kyoto, Japan
Phytochemistry 69:1565-72. 2008..Hil.). The chemical structures of these compounds were elucidated on the basis of analysis of chemical and physicochemical evidence...
Structures of new sesquiterpenes and hepatoprotective constituents from the Egyptian herbal medicine Cyperus longusFengming Xu
Kyoto Pharmaceutical University, Misasagi, Yamashina-ku, Kyoto 607-8412, Japan
J Nat Prod 67:569-76. 2004..In addition, the principal constituents were found to exhibit inhibitory activity on D-galactosamine-induced cytotoxicity in primary cultured mouse hepatocytes...
Floratheasaponins A-C, acylated oleanane-type triterpene oligoglycosides with anti-hyperlipidemic activities from flowers of the tea plant (Camellia sinensis)Masayuki Yoshikawa
Kyoto Pharmaceutical University, Misasagi, Yamashina-ku, Kyoto 607-8412, Japan
J Nat Prod 68:1360-5. 2005..Floratheasaponins (1-3) showed inhibitory effects on serum triglyceride elevation, with their activities being more potent than those of theasaponins E1 (4) and E2 (5) obtained previously from the seeds of C. sinensis...
Glucosyloxybenzyl 2-Isobutylmalates from the tubers of Gymnadenia conopseaToshio Morikawa
Kyoto Pharmaceutical University, Misasagi, Yamashina-ku, Kyoto 607-8412, Japan
J Nat Prod 69:881-6. 2006..Seven new glucosyloxybenzyl 2-isobutylmalates, gymnosides I-VII (1-7), were isolated from the tubers of Gymnadenia conopsea. The structures of 1-7 were determined on the basis of chemical and physicochemical evidence...
Structures of steroidal alkaloid oligoglycosides, robeneosides A and B, and antidiabetogenic constituents from the Brazilian medicinal plant Solanum lycocarpumMasayuki Yoshikawa
Kyoto Pharmaceutical University, Misasagi, Yamashina ku, Kyoto 607 8412, Japan
J Nat Prod 70:210-4. 2007..It was concluded that these steroidal alkaloid oligoglycosides, 1 and 3, inhibited the increase of rat serum glucose levels by suppressing the transfer of sucrose from the stomach to the small intestine...
Medicinal flowers. XI. Structures of new dammarane-type triterpene diglycosides with hydroperoxide group from flower buds of Panax ginsengMasayuki Yoshikawa
Kyoto Pharmaceutical University, Kyoto, Japan
Chem Pharm Bull (Tokyo) 55:571-6. 2007..A. MEYER, together with seven known dammarane-type triterpene oligoglycosides. The structures of new floralginsenosides were elucidated on the basis of chemical and physicochemical evidence...
Inhibitors of nitric oxide production from the bark of Myrica rubra: structures of new biphenyl type diarylheptanoid glycosides and taraxerane type triterpeneJing Tao
Kyoto Pharmaceutical University, Misasagi, Yamashina ku, Kyoto, Japan
Bioorg Med Chem 10:4005-12. 2002..Furthermore, diarylheptanoids, myricanol and myricanone, were found to inhibit induction of inducible nitric oxide synthase...
New flavonol oligoglycosides and polyacylated sucroses with inhibitory effects on aldose reductase and platelet aggregation from the flowers of Prunus mumeMasayuki Yoshikawa
Kyoto Pharmaceutical University, Misasagi, Yamashina ku, Japan
J Nat Prod 65:1151-5. 2002..The flavonol glycosides and prunose I were found to inhibit aldose reductase, while prunoses I and II inhibited platelet aggregation induced by thrombin...
Medicinal flowers. VIII. Radical scavenging constituents from the flowers of Prunus mume: structure of prunose IIIHisashi Matsuda
Kyoto Pharmaceutical University, Misasagi, Yamashina-ku, Japan
Chem Pharm Bull (Tokyo) 51:440-3. 2003..In addition, the scavenging effects of the principal constituents on DPPH radical and superoxide were examined...
Anastatins A and B, new skeletal flavonoids with hepatoprotective activities from the desert plant Anastatica hierochunticaMasayuki Yoshikawa
Kyoto Pharmaceutical University, Misasagi, Yamashina ku, Kyoto 607 8412, Japan
Bioorg Med Chem Lett 13:1045-9. 2003..Anastatins A and B were found to show hepatoprotective effects on D-galactosamine-induced cytotoxicity in primary cultured mouse hepatocytes and their activities were stronger than those of related flavonoids and commercial silybin...
Apoptosis-inducing effects of sterols from the dried powder of cultured mycelium of Cordyceps sinensisHisashi Matsuda
Kyoto Pharmaceutical University, Kyoto, Japan
Chem Pharm Bull (Tokyo) 57:411-4. 2009..To the best of our knowledge, this is the first report of the isolation of sterol constituents (1-5) from cultured C. sinensis mycelium...
Protective effects of steroid saponins from Paris polyphylla var. yunnanensis on ethanol- or indomethacin-induced gastric mucosal lesions in rats: structural requirement for activity and mode of actionHisashi Matsuda
Kyoto Pharmaceutical University, Misasagi, Yamashina-ku, Kyoto 607-8412, Japan
Bioorg Med Chem Lett 13:1101-6. 2003..Compounds 1 and 3 weakly inhibited acid secretions in pylorus-ligated rats. These findings suggested that endogenous prostaglandins and sulfhydryl compounds were involved in the protective activity...
Medicinal foodstuffs. XXXI. Structures of new aromatic constituents and inhibitors of degranulation in RBL-2H3 cells from a Japanese folk medicine, the stem bark of Acer nikoenseToshio Morikawa
Kyoto Pharmaceutical University, Kyoto, Japan
Chem Pharm Bull (Tokyo) 51:62-7. 2003..The principle cyclic diarylheptanoids were found to show inhibitory effects on the release of beta-hexosaminidase in RBL-2H3 cells...
Characterization of new sweet triterpene saponins from Albizia myriophyllaMasayuki Yoshikawa
Kyoto Pharmaceutical University, Misasagi, Yamashina-ku, Kyoto 607-8412, Japan
J Nat Prod 65:1638-42. 2002..In addition, when sensory tests were performed on sweetness, albiziasaponin B (2), with a carbonyl group at the C-30 position, was found to show a potent sweetness intensity relative to sucrose (600 times)...
Hepatoprotective amide constituents from the fruit of Piper chaba: Structural requirements, mode of action, and new amidesHisashi Matsuda
Kyoto Pharmaceutical University, Misasagi, Yamashina ku, Kyoto 607 8412, Japan
Bioorg Med Chem 17:7313-23. 2009..Moreover, a principal constituent, piperine, exhibited strong in vivo hepatoprotective effects at doses of 5 and 10 mg/kg, po and its mode of action was suggested to depend on the reduced sensitivity of hepatocytes to TNF-alpha...
Labdane-type diterpenes with inhibitory effects on increase in vascular permeability and nitric oxide production from Hedychium coronariumHisashi Matsuda
Kyoto Pharmaceutical University, 1 Shichono-cho, Misasagi, Yamashina-ku, Kyoto 607-8412, Japan
Bioorg Med Chem 10:2527-34. 2002..The diterpene constituents showed inhibitory effects on the increase in vascular permeability, nitric oxide production, and inducible nitric oxide synthase induction...
Structural requirements of flavonoids for inhibition of protein glycation and radical scavenging activitiesHisashi Matsuda
Kyoto Pharmaceutical University, Misasagi, Yamashina-ku, 2Kyoto 607-8412, Japan
Bioorg Med Chem 11:5317-23. 2003..In addition, various flavonoids with strong AGEs formation inhibitory activity tended to exhibit strong scavenging activity for 1,1-diphenyl-2-picrylhydrazyl and superoxide anion radicals, with several exceptions...
Inhibitors from the rhizomes of Alpinia officinarum on production of nitric oxide in lipopolysaccharide-activated macrophages and the structural requirements of diarylheptanoids for the activityHisashi Matsuda
Kyoto Pharmaceutical University, Misasagi, Yamashina-ku, Kyoto 607-8412, Japan
Bioorg Med Chem 14:138-42. 2006..To clarify structure-activity relationships of diarylheptanoids, related diarylheptanoids from Curcuma zedoaria were examined. Results indicate that the double bond or enone moiety at the 1-7 positions is important for the activity...
Medicinal flowers. XIV. New acylated oleanane-type triterpene oligoglycosides with antiallergic activity from flower buds of chinese tea plant (Camellia sinensis)Masayuki Yoshikawa
Kyoto Pharmaceutical University, Japan
Chem Pharm Bull (Tokyo) 55:598-605. 2007..The principal constituents, floratheasaponins A-F, were found to show the inhibitory activity on the release of beta-hexosaminidase from RBL-2H3 cells...
Bioactive saponins and glycosides. XXVII. Structures of new cucurbitane-type triterpene glycosides and antiallergic constituents from Citrullus colocynthisMasayuki Yoshikawa
Kyoto Pharmaceutical University, Yamashina ku, Kyoto, Japan
Chem Pharm Bull (Tokyo) 55:428-34. 2007..In addition, the principal cucurbitane-type triterpene glycoside, cucurbitacin E 2-O-beta-D-glucopyranoside, and its aglycon, cucurbitacin E, exhibited the antiallergic activity at a dose of 100 and 1.25 mg/kg, p.o., respectively...
Hepatoprotective and antioxidative properties of Salacia reticulata: preventive effects of phenolic constituents on CCl4-induced liver injury in miceMasayuki Yoshikawa
Kyoto Pharmaceutical University, Japan
Biol Pharm Bull 25:72-6. 2002..These results suggest that the antioxidative activity of the principal phenolic compounds is involved in the hepatoprotective activity of S. reticulata...
Absolute stereostructure of potent alpha-glucosidase inhibitor, Salacinol, with unique thiosugar sulfonium sulfate inner salt structure from Salacia reticulataMasayuki Yoshikawa
Kyoto Pharmaceutical University, Misasagi, Yamashina ku, 607 8412, Kyoto, Japan
Bioorg Med Chem 10:1547-54. 2002....
Antidiabetic principles of natural medicines. V. Aldose reductase inhibitors from Myrcia multiflora DC. (2): Structures of myrciacitrins III, IV, and VHisashi Matsuda
Kyoto Pharmaceutical University, Japan
Chem Pharm Bull (Tokyo) 50:429-31. 2002..The structures of new myrciacitrins were elucidated on the basis of physicochemical and chemical evidence. Myrciacitrins were found to show potent inhibitory activity on aldose reductase...
Protective effects of polygodial and related compounds on ethanol-induced gastric mucosal lesions in rats: structural requirements and mode of actionHisashi Matsuda
Kyoto Pharmaceutical University, Misasagi, Yamashina-ku, Kyoto 607-8412, Japan
Bioorg Med Chem Lett 12:477-82. 2002....
Bioactive constituents from Chinese natural medicines. XXXIII. Inhibitors from the seeds of Psoralea corylifolia on production of nitric oxide in lipopolysaccharide-activated macrophagesHisashi Matsuda
Kyoto Pharmaceutical University, Japan
Biol Pharm Bull 32:147-9. 2009..Bakuchiol, which is mainly contained in the extract, also showed weak activity at 10 microM, but cytotoxic effects were observed more than 30 microM...
Salacia reticulata and its polyphenolic constituents with lipase inhibitory and lipolytic activities have mild antiobesity effects in ratsMasayuki Yoshikawa
Kyoto Pharmaceutical University, Misasagi, Yamashina ku, Japan
J Nutr 132:1819-24. 2002..01). In conclusion, polyphenolic compounds may be involved in the antiobesity effects of SRHW in rats through inhibition of fat metabolizing enzymes (PL, LPL and GPDH) and enhanced lipolysis...
[The isolation and identification of a new alpha-pyrone from Opuntia dillenii]Ying-kun Qiu
Shenyang Pharmaceutical University, Shenyang 110016, China
Yao Xue Xue Bao 38:523-5. 2003..Ruin was isolated from this plant for the first time...
New crinine-type alkaloids with inhibitory effect on induction of inducible nitric oxide synthase from Crinum yemenseOsama Bashir Abdel-Halim
Faculty of Pharmacy, Mansoura University, Mansoura 35516, Egypt
J Nat Prod 67:1119-24. 2004..g. 1, (+)-bulbispermine (6), (+)-crinamine (7), (+)-6-hydroxycrinamine (8), and (-)-lycorine (9), showed inhibitory effects on nitric oxide production and induction of inducible nitric oxide synthase...
Anti-obesity effects of chikusetsusaponins isolated from Panax japonicus rhizomesLi Kun Han
Faculty of Environmental and Symbiotic Sciences, Prefectural University of Kumamoto, Tsukide, Kumamoto 862 8502, Japan
BMC Complement Altern Med 5:9. 2005..Obesity is closely associated with life-style-related diseases. This study was performed to clarify whether chikusetsusaponins prevent obesity induced in mice by a high-fat diet for 9 weeks...
[Study on chemical constituents from Opuntia dillenii]Ying Kun Qiu
School of Pharmacy, Yaitai University, China
Zhongguo Zhong Yao Za Zhi 30:1824-6. 2005..To study the chemical composition of Opuntia dillenii...
Anti-obesity effects of escins extracted from the seeds of Aesculus turbinata BLUME (Hippocastanaceae)Jiang Ning Hu
Department of Food Science and Technology, Chungnam National University, Republic of Korea
Chem Pharm Bull (Tokyo) 56:12-6. 2008..The reason for this may be due to a delay in the intestinal absorption of dietary fat by inhibiting PL activity...
