Hiromitsu Takayama

Summary

Affiliation: Chiba University
Country: Japan

Publications

  1. ncbi Isolation and characterization of two new alkaloids, norpandamarilactonine-A and -B, from Pandanus amaryllifolius by spectroscopic and synthetic methods
    H Takayama
    Graduate School of Pharmaceutical Sciences, Chiba University, 1 33, Yayoi cho, Inage Ku, Chiba 263 8522, Japan
    J Nat Prod 64:1224-5. 2001
  2. ncbi Gluco-indole alkaloids from Nauclea cadamba in Thailand and transformation of 3 alpha-dihydrocadambine into the indolopyridine alkaloid, 16-carbomethoxynaufoline
    Hiromitsu Takayama
    Graduate School of Pharmaceutical Sciences, Chiba University, Japan
    Chem Pharm Bull (Tokyo) 51:232-3. 2003
  3. ncbi Isolation and structure elucidation of two new alkaloids, pandamarilactonine-C and -D, from Pandanus amaryllifolius and revision of relative stereochemistry of pandamarilactonine-A and -B by total synthesis
    Hiromitsu Takayama
    Graduate School of Pharmaceutical Sciences, Chiba University, Japan
    Chem Pharm Bull (Tokyo) 50:1303-4. 2002
  4. ncbi Formation of an unusual dimeric compound by lead tetraacetate oxidation of a corynanthe-type indole alkaloid, mitragynine
    Hiromitsu Takayama
    Graduate School of Pharmaceutical Sciences, Chiba University, Japan
    Chem Pharm Bull (Tokyo) 50:960-3. 2002
  5. ncbi A new 9-methoxyyohimbine-type indole alkaloid from Mitragyna africanus
    Hiromitsu Takayama
    Graduate School of Pharmaceutical Sciences, Chiba University, Chiba, Japan
    Chem Pharm Bull (Tokyo) 52:359-61. 2004
  6. ncbi Studies on the synthesis and opioid agonistic activities of mitragynine-related indole alkaloids: discovery of opioid agonists structurally different from other opioid ligands
    Hiromitsu Takayama
    Laboratory of Molecular Structure and Biological Function, Graduate School of Pharmaceutical Sciences, Chiba University, Yayoi cho, 1 33, Inage Ku, Chiba 263 8522, Japan
    J Med Chem 45:1949-56. 2002
  7. ncbi A new type of lycopodium alkaloid, lycoposerramine-A, from Lycopodium serratum Thunb
    H Takayama
    Graduate School of Pharmaceutical Sciences and Analysis Center, Chiba University, 1 33, Yayoi cho, Inage Ku, Chiba 263 8522, Japan
    Org Lett 3:4165-7. 2001
  8. ncbi Indole alkaloids of a Thai medicinal herb, Mitragyna speciosa, that has opioid agonistic effect in guinea-pig ileum
    Syunji Horie
    Laboratory of Chemical Pharmacology, Graduate School of Pharmaceutical Sciences, Chiba University, 1 8 1 Inohana, Chuo Ku, Chiba 260 8675, Japan
    Planta Med 71:231-6. 2005
  9. ncbi Partial agonistic effect of 9-hydroxycorynantheidine on mu-opioid receptor in the guinea-pig ileum
    Kenjiro Matsumoto
    Laboratory of Pharmacology, Faculty of Pharmaceutical Sciences, Josai International University, Togane, Chiba, Japan
    Life Sci 78:2265-71. 2006
  10. ncbi New procedure to mask the 2,3-pi bond of the indole nucleus and its application to the preparation of potent opioid receptor agonists with a Corynanthe skeleton
    Hiromitsu Takayama
    Graduate School of Pharmaceutical Sciences, Chiba University, Chiba 263 8522, Japan
    Org Lett 8:5705-8. 2006

Collaborators

Detail Information

Publications74

  1. ncbi Isolation and characterization of two new alkaloids, norpandamarilactonine-A and -B, from Pandanus amaryllifolius by spectroscopic and synthetic methods
    H Takayama
    Graduate School of Pharmaceutical Sciences, Chiba University, 1 33, Yayoi cho, Inage Ku, Chiba 263 8522, Japan
    J Nat Prod 64:1224-5. 2001
    ..Their structures were determined by spectroscopic analysis and total synthesis...
  2. ncbi Gluco-indole alkaloids from Nauclea cadamba in Thailand and transformation of 3 alpha-dihydrocadambine into the indolopyridine alkaloid, 16-carbomethoxynaufoline
    Hiromitsu Takayama
    Graduate School of Pharmaceutical Sciences, Chiba University, Japan
    Chem Pharm Bull (Tokyo) 51:232-3. 2003
    ..Treatment of 3alpha-dihydrocadambine with beta-glucosidase in aqueous ammonium acetate solution gave an indolopyridine alkaloid, 16-carbomethoxynaufoline, and an unusually rearranged compound...
  3. ncbi Isolation and structure elucidation of two new alkaloids, pandamarilactonine-C and -D, from Pandanus amaryllifolius and revision of relative stereochemistry of pandamarilactonine-A and -B by total synthesis
    Hiromitsu Takayama
    Graduate School of Pharmaceutical Sciences, Chiba University, Japan
    Chem Pharm Bull (Tokyo) 50:1303-4. 2002
    ..Based on the total synthesis of pandamarilactonine-C and its related alkaloid, pandamarilactonine-A, the relative stereochemistry of pandamarilactonine-A and -B, which was previously proposed by spectroscopic analysis, was revised...
  4. ncbi Formation of an unusual dimeric compound by lead tetraacetate oxidation of a corynanthe-type indole alkaloid, mitragynine
    Hiromitsu Takayama
    Graduate School of Pharmaceutical Sciences, Chiba University, Japan
    Chem Pharm Bull (Tokyo) 50:960-3. 2002
    ..The novel structure having a bridge between the C-11' and C-7 positions in the respective indolenine parts and its formation mechanism were studied...
  5. ncbi A new 9-methoxyyohimbine-type indole alkaloid from Mitragyna africanus
    Hiromitsu Takayama
    Graduate School of Pharmaceutical Sciences, Chiba University, Chiba, Japan
    Chem Pharm Bull (Tokyo) 52:359-61. 2004
    ..collected in Nigeria, along with known seven Corynanthe-type oxindole alkaloids, two secoiridoids, three lignans, and a quinovic acid derivative. Their structures were elucidated by spectroscopic analyses...
  6. ncbi Studies on the synthesis and opioid agonistic activities of mitragynine-related indole alkaloids: discovery of opioid agonists structurally different from other opioid ligands
    Hiromitsu Takayama
    Laboratory of Molecular Structure and Biological Function, Graduate School of Pharmaceutical Sciences, Chiba University, Yayoi cho, 1 33, Inage Ku, Chiba 263 8522, Japan
    J Med Chem 45:1949-56. 2002
    ..In addition, 2 induced an analgesic activity in the tail flick test in mice...
  7. ncbi A new type of lycopodium alkaloid, lycoposerramine-A, from Lycopodium serratum Thunb
    H Takayama
    Graduate School of Pharmaceutical Sciences and Analysis Center, Chiba University, 1 33, Yayoi cho, Inage Ku, Chiba 263 8522, Japan
    Org Lett 3:4165-7. 2001
    ..The structure was determined by spectroscopic and X-ray analyses. [structure: see text]..
  8. ncbi Indole alkaloids of a Thai medicinal herb, Mitragyna speciosa, that has opioid agonistic effect in guinea-pig ileum
    Syunji Horie
    Laboratory of Chemical Pharmacology, Graduate School of Pharmaceutical Sciences, Chiba University, 1 8 1 Inohana, Chuo Ku, Chiba 260 8675, Japan
    Planta Med 71:231-6. 2005
    ..Antagonism of naloxone on concentration-response curves for 7-hydroxymitragynine confirmed its opioid effect. These results suggest that the opioid effect of M. speciosa is mostly based on the activity of 7-hydroxymitragynine...
  9. ncbi Partial agonistic effect of 9-hydroxycorynantheidine on mu-opioid receptor in the guinea-pig ileum
    Kenjiro Matsumoto
    Laboratory of Pharmacology, Faculty of Pharmaceutical Sciences, Josai International University, Togane, Chiba, Japan
    Life Sci 78:2265-71. 2006
    ..These studies suggest that 9-hydroxycorynantheidine has partial agonist properties on mu-opioid receptors in the guinea-pig ileum...
  10. ncbi New procedure to mask the 2,3-pi bond of the indole nucleus and its application to the preparation of potent opioid receptor agonists with a Corynanthe skeleton
    Hiromitsu Takayama
    Graduate School of Pharmaceutical Sciences, Chiba University, Chiba 263 8522, Japan
    Org Lett 8:5705-8. 2006
    ..reaction: see text]..
  11. ncbi Antinociceptive effect of 7-hydroxymitragynine in mice: Discovery of an orally active opioid analgesic from the Thai medicinal herb Mitragyna speciosa
    Kenjiro Matsumoto
    Laboratory of Chemical Pharmacology, Graduate School of Pharmaceutical Sciences, Chiba University, 1 33 Yayoi cho, Inage, Chiba 263 8522, Japan
    Life Sci 74:2143-55. 2004
    ..It was found that 7-hydroxymitragynine is a novel opioid agonist that is structurally different from the other opioid agonists, and has potent analgesic activity when orally administered...
  12. ncbi Biosynthesis of camptothecin. In silico and in vivo tracer study from [1-13C]glucose
    Yasuyo Yamazaki
    Graduate School of Pharmaceutical Sciences, Chiba University, 1-33 Yayoi-cho, Inage-ku, Chiba 263-8522, Japan
    Plant Physiol 134:161-70. 2004
    ..This study provides the innovative example for how a computer-aided comprehensive metabolic analysis will refine the experimental design to obtain more precise biological information...
  13. ncbi Camptothecins and two new monoterpene glucosides from Ophiorrhiza liukiuensis
    Mariko Kitajima
    Graduate School of Pharmaceutical Sciences, Chiba University
    Chem Pharm Bull (Tokyo) 53:1355-8. 2005
    ..Their structures were determined by spectroscopic analysis...
  14. ncbi New oleanan-type triterpene and cincholic acid glycosides from Peruvian "Uña de Gato" (Uncaria tomentosa)
    Mariko Kitajima
    Graduate School of Pharmaceutical Sciences, Chiba University
    Chem Pharm Bull (Tokyo) 52:1258-61. 2004
    ..Their structures were determined by spectroscopic analysis...
  15. ncbi Isolation of pandamarilactonine-H from the roots of Pandanus amaryllifolius and synthesis of epi-pandamarilactonine-H
    Mario A Tan
    Graduate School of Pharmaceutical Sciences, Chiba University, 1 33 Yayoi cho, Inage Ku, Chiba 263 8522, Japan
    J Nat Prod 73:1453-5. 2010
    ..Eleven known alkaloids were also isolated. Unambiguous assignment of the structure of 1a, including the absolute configuration, was accomplished by spectroscopic analysis and total synthesis of its enantiomer...
  16. ncbi New iridoids from Gelsemium species
    Noriyuki Kogure
    Graduate School of Pharmaceutical Sciences, Chiba University, Japan
    Chem Pharm Bull (Tokyo) 56:870-2. 2008
    ..Four new iridoids structurally related to gelsemide (5) were isolated from two Loganiaceous plants, Gelsemium elegans and G. rankinii. Among them, GEIR-1 (1) has a novel tetracyclic caged structure...
  17. ncbi Two new aspidosperma indole alkaloids from Yunnan Kopsia arborea
    Yuqiu Wu
    Graduate School of Pharmaceutical Sciences, Chiba University, Chiba, Japan
    Chem Pharm Bull (Tokyo) 58:961-3. 2010
    ..Their structures and stereochemistry were elucidated by means of MS and 2D NMR analyses...
  18. ncbi Rhazinilam and quebrachamine derivatives from Yunnan Kopsia arborea
    Yuqiu Wu
    Graduate School of Pharmaceutical Sciences, Chiba University, 1 33 Yayoi cho, Inage Ku, Chiba 263 8522, Japan
    J Nat Prod 72:204-9. 2009
    ..This is the first report of the presence of these functions in natural alkaloids. The structures and absolute configurations of the alkaloids were determined by spectroscopic methods and confirmed by semisynthesis...
  19. ncbi Lycopodium alkaloids: isolation and asymmetric synthesis
    Mariko Kitajima
    Graduate School of Pharmaceutical Sciences, Chiba University, 1 33 Yayoi cho, Inage Ku, Chiba 263 8522, Japan
    Top Curr Chem 309:1-31. 2012
    ....
  20. ncbi Two new nor-triterpene glycosides from peruvian "Uña de Gato" (Uncaria tomentosa)
    Mariko Kitajima
    Graduate School of Pharmaceutical Sciences, Chiba University, 1-33 Yayoi-cho, Inage-ku, Chiba 263-8522, Japan
    J Nat Prod 66:320-3. 2003
    ..Their structures were determined by spectroscopic analysis and chemical interconversions. This is the first report of naturally occurring pyroquinovic acid glycosides...
  21. ncbi Isolation of gelsedine-type indole alkaloids from Gelsemium elegans and evaluation of the cytotoxic activity of gelsemium alkaloids for A431 epidermoid carcinoma cells
    Mariko Kitajima
    Department of Molecular Structure and Biological Function, Graduate School of Pharmaceutical Sciences, Chiba University, 1 33 Yayoi cho, Inage Ku, Chiba 263 8522, Japan
    J Nat Prod 69:715-8. 2006
    ..Of these, the gelsedine-type alkaloids 14-acetoxy15-hydroxygelsenicine (2) [corrected] 14,15-dihydroxygelsenicine (5), gelsedine (7), and gelsemicine (8) showed potent cytotoxic effects...
  22. ncbi Fawcettimine-related alkaloids from Lycopodium serratum
    Kazuaki Katakawa
    Graduate School of Pharmaceutical Sciences, Chiba University, 1 33 Yayoi cho, Inage Ku, Chiba 263 8522, Japan
    J Nat Prod 70:1024-8. 2007
    ..The structures of the alkaloids were elucidated on the basis of spectroscopic analysis. Some alkaloids isolated in this and previous studies (1, 2, 5, and 10) were assayed for acetylcholine esterase (AChE) inhibitory activity...
  23. ncbi Seven new monoterpenoid indole alkaloids from Gelsemium elegans
    Yousuke Yamada
    Graduate School of Pharmaceutical Sciences, Chiba University, 1 33 Yayoi cho, Inage Ku, Chiba 263 8522, Japan
    Chem Asian J 6:166-73. 2011
    ..The other four novel alkaloids are two gelsedilam-related and two gelsenicine-related alkaloids...
  24. ncbi Structure elucidation and synthesis of lycoposerramine-B, a novel oxime-containing Lycopodium alkaloid from Lycopodium serratum Thunb
    Kazuaki Katakawa
    Graduate School of Pharmaceutical Sciences, Chiba University, 1-33 Yayoi-cho, Inage-ku, Chiba 263-8522, Japan
    J Org Chem 70:658-63. 2005
    ..The structure of 1 was elucidated by spectroscopic analysis, including J-resolved HMBC spectroscopy, and confirmed by its synthesis from the known alkaloid, serratinine (3)...
  25. ncbi Four novel gelsenicine-related oxindole alkaloids from the leaves of Gelsemium elegans benth
    Noriyuki Kogure
    Graduate School of Pharmaceutical Sciences, Chiba University, Inage Ku, Japan
    Org Lett 8:3085-8. 2006
    ..Gelsefuranidine (3) and gelseiridone (4) have, respectively, an additional furan residue or an iridoid unit on the gelsenicine-related monoterpenoid indole alkaloid...
  26. ncbi New type of trimeric and pentameric indole alkaloids from Psychotria rostrata
    Hiromitsu Takayama
    Graduate School of Pharmaceutical Sciences, Chiba University, Chiba 263 8522, Japan
    Org Lett 6:2945-8. 2004
    ..Two new tryptamine-related alkaloids, psychotrimine and psychopentamine, were isolated from the leaves of Psychotria rostrata, and their novel structures were elucidated on the basis of spectroscopic analyses...
  27. ncbi New oxindole alkaloids and iridoid from Carolina jasmine (Gelsemium sempervirens Ait. f.)
    Mariko Kitajima
    Graduate School of Pharmaceutical Sciences, Chiba University, Japan
    Chem Pharm Bull (Tokyo) 51:1211-4. 2003
    ..f.) and their structures were determined by spectroscopic analysis...
  28. ncbi Metabolite profiling of alkaloids and strictosidine synthase activity in camptothecin producing plants
    Yasuyo Yamazaki
    Graduate School of Pharmaceutical Sciences, Chiba University, 1-33 Yayoi-cho, Inage-ku, Chiba 263-8522, Japan
    Phytochemistry 62:461-70. 2003
    ..The activity of strictosidine synthase, a key enzyme of camptothecin biosynthesis, was detected in the protein extracts of stems and roots of O. pumila, being correlated with the pattern of strictosidine synthase mRNA expression...
  29. ncbi Asymmetric total syntheses of two phlegmarine-type alkaloids, lycoposerramines-V and -W, newly isolated from Lycopodium serratum
    Takahide Shigeyama
    Graduate School of Pharmaceutical Sciences, Chiba University, 1 33 Yayoi cho, Inage Ku, Chiba 263 8522, Japan
    Org Lett 9:4069-72. 2007
    ....
  30. ncbi Structure reinvestigation of gelsemoxonine, a constituent of Gelsemium elegans, reveals a novel, azetidine-containing indole alkaloid
    Mariko Kitajima
    Graduate School of Pharmaceutical Sciences and Chemical Analysis Center, Chiba University, 1 33 Yayoi cho, Inage Ku, Chiba 263 8522, Japan
    Org Lett 5:2075-8. 2003
    ..was revised to be a novel oxindole alkaloid having an azetidine unit. A new alkaloid, 14,15-dihydroxygelsenicine, which was presumed to be a biosynthetic precursor of gelsemoxonine, was also isolated...
  31. ncbi Kopsiyunnanines F and isocondylocarpines: new tubotaiwine-type alkaloids from Yunnan Kopsia arborea
    Yuqiu Wu
    Graduate School of Pharmaceutical Sciences, Chiba University, 1 33 Yayoi cho, Inage Ku, Chiba, 263 8522, Japan
    J Nat Med 63:283-9. 2009
    ..Their structures including absolute configurations were elucidated by spectroscopic and chemical means...
  32. ncbi Inhibitory effect of Iboga-type indole alkaloids on capsaicin-induced contraction in isolated mouse rectum
    Mee Wah Lo
    Department of Biofunctional Molecular Chemistry, Graduate School of Pharmaceutical Sciences, Chiba University, 1 33 Yayoi cho, Inage Ku, Chiba 263 8522, Japan
    J Nat Med 65:157-65. 2011
    ..africana inhibit capsaicin-induced contraction in the mouse rectum, possibly via the inhibition of a TRPV1-mediated pathway. This inhibition may be involved in the anti-diarrheal effect of V. africana...
  33. ncbi First asymmetric total syntheses of cernuane-type Lycopodium alkaloids, cernuine, and cermizine D
    Yasuhiro Nishikawa
    Graduate School of Pharmaceutical Sciences, Chiba University, 1 33 Yayoi cho, Inage Ku, Chiba 263 8522, Japan
    Org Lett 10:1987-90. 2008
    ....
  34. ncbi Metabolomics-oriented isolation and structure elucidation of 37 compounds including two anthocyanins from Arabidopsis thaliana
    Ryo Nakabayashi
    Graduate School of Pharmaceutical Sciences, Chiba University, 1 33 Yayoi cho, Inage Ku, Chiba 263 8522, Japan
    Phytochemistry 70:1017-29. 2009
    ....
  35. ncbi Chemistry and pharmacology of analgesic indole alkaloids from the rubiaceous plant, Mitragyna speciosa
    Hiromitsu Takayama
    Graduate School of Pharmaceutical Sciences, Chiba University, Chiba, Japan
    Chem Pharm Bull (Tokyo) 52:916-28. 2004
    ..Among the mitragynine derivatives, 7-hydroxymitragynine, a minor constituent of M. speciosa, was found to exhibit potent antinociceptive activity in mice...
  36. ncbi Determination of absolute configuration of trimeric indole alkaloid, psychotrimine, by first asymmetric total synthesis
    Nobuaki Takahashi
    Graduate School of Pharmaceutical Sciences, Chiba University, 1 33 Yayoi cho, Inage Ku, Chiba 263 8522, Japan
    Chem Commun (Camb) 46:2501-3. 2010
    ....
  37. ncbi First total synthesis of trimeric indole alkaloid, psychotrimine
    Yohei Matsuda
    Graduate School of Pharmaceutical Sciences, Chiba University, Chiba 263 8522, Japan
    Org Lett 10:125-8. 2008
    ....
  38. ncbi Dimethylthioarsenicals as arsenic metabolites and their chemical preparations
    Kazuo T Suzuki
    Department of Toxicology and Environmental Health, Graduate School of Pharmaceutical Sciences, Chiba University, Chiba 260 8675, Japan
    Chem Res Toxicol 17:914-21. 2004
    ..As the chemical species produced by reduction with the Reay and Asher method are DMTA(III) and DMTA(V), and different from DMA(III), the studies carried out with DMA(III) with the Reay and Asher method have to be reexamined...
  39. ncbi Collision-induced dissociation actualized the H+-promoted reaction as observed in vitro; harman formation from beta-carboline-type monoterpenoid glucoindole alkaloids
    Norio Aimi
    Graduate School of Pharmaceutical Sciences, Chiba University, Japan
    Chem Pharm Bull (Tokyo) 50:1528-9. 2002
    ..The fragmentation from beta-carboline-type monoterpenoid glucoindole alkaloids to harman, which is a hypothetical pathway to generate simple beta-carbolines, was actualized in the collision-induced dissociation in MS...
  40. ncbi Discovery of indole alkaloids with cannabinoid CB1 receptor antagonistic activity
    Mariko Kitajima
    Graduate School of Pharmaceutical Sciences, Chiba University, 1 33 Yayoi cho, Inage Ku, Chiba 263 8522, Japan
    Bioorg Med Chem Lett 21:1962-4. 2011
    ..This is the first example of CB1 antagonists derived from natural alkaloids...
  41. ncbi New lycorine-type alkaloid from Lycoris traubii and evaluation of antitrypanosomal and antimalarial activities of lycorine derivatives
    Yosuke Toriizuka
    Graduate School of Pharmaceutical Sciences, Chiba University, 1 33 Yayoi cho, Inage Ku, Chiba 263 8522, Japan
    Bioorg Med Chem 16:10182-9. 2008
    ..b. brucei, and LT1 (4), 1-O-(3'R)-hydroxybutanoyllycorine (8), 1,2-di-O-butanoyllycorine (11), and 1-O-propanoyllycorine (12) showed significant activity against P. falciparum in an in vitro experiment...
  42. ncbi First asymmetric total syntheses of fawcettimine-type Lycopodium alkaloids, lycoposerramine-C and phlegmariurine-A
    Atsushi Nakayama
    Graduate School of Pharmaceutical Sciences, Chiba University, 1 33 Yayoi cho, Inage Ku, Chiba 263 8522, Japan
    Org Lett 11:5554-7. 2009
    ..A successful asymmetric total synthesis of lycoposerramine-C involving such key steps as a cobalt-mediated Pauson-Khand reaction and vinyl Claisen rearrangement and its biomimetic transformation to phlegmariurine-A are described...
  43. ncbi Ten new Lycopodium alkaloids having the lycopodane skeleton isolated from Lycopodium serratum Thunb
    Hiromitsu Takayama
    Graduate School of Pharmaceutical Sciences, Chiba University, Japan
    Chem Pharm Bull (Tokyo) 51:1163-9. 2003
    ..and their structures were elucidated on the basis of spectroscopic analysis and/or chemical transformation...
  44. ncbi Synthesis and absolute configuration of a new 3,4-dihydro-beta-carboline-type alkaloid, 3,4-dehydro-5(S)-5-carboxystrictosidine, isolated from Peruvian Uña de Gato (Uncaria tomentosa)
    Mariko Kitajima
    Graduate School of Pharmaceutical Sciences, Chiba University, Japan
    Chem Pharm Bull (Tokyo) 50:1376-8. 2002
    ....
  45. ncbi Two new alkaloids from Crinum asiaticum var. sinicum
    Noriyuki Kogure
    Graduate School of Pharmaceutical Sciences, Chiba University, Chiba 260 8675, Japan
    Chem Pharm Bull (Tokyo) 59:1545-8. 2011
    ..New alkaloid 1 was isolated for the first time as a natural product, although it has been prepared as a synthetic product...
  46. ncbi First total synthesis of a novel monoterpenoid isoquinoline alkaloid, (+/-)-alangine
    Hiromitsu Takayama
    Graduate School of Pharmaceutical Sciences, Chiba University, Chiba, Japan
    Chem Pharm Bull (Tokyo) 50:1141-3. 2002
    ....
  47. ncbi Selenosugars are key and urinary metabolites for selenium excretion within the required to low-toxic range
    Yayoi Kobayashi
    Departments of Toxicology and Environmental Health, Graduate School of Pharmaceutical Sciences, Chiba University, Inage, Chiba 263-8522, Japan
    Proc Natl Acad Sci U S A 99:15932-6. 2002
    ..Urinary monomethylated (selenosugar) and trimethylated selenium can be used as specific indices that increase within the required to low-toxic range and with a distinct toxic dose, respectively...
  48. ncbi Asymmetric total syntheses of cyclic nitrone-containing phlegmarine-type Lycopodium alkaloids, lycoposerramines-X and -Z
    Tomoyuki Tanaka
    Graduate School of Pharmaceutical Sciences, Chiba University, 1 33 Yayoi cho, Inage Ku, Chiba 263 8522, Japan
    J Org Chem 74:8675-80. 2009
    ....
  49. ncbi Design, synthesis, and biological evaluation of tricyclic heterocycle-tetraamine conjugates as potent NMDA channel blockers
    Hiromitsu Takayama
    Graduate School of Pharmaceutical Sciences, Chiba University, Chiba, Japan
    Bioorg Med Chem Lett 17:4729-32. 2007
    ..Its superior biological profiles compared with known compounds point to its potential use as therapeutic agents for neurological disorders...
  50. ncbi Effect of mitragynine, derived from Thai folk medicine, on gastric acid secretion through opioid receptor in anesthetized rats
    Shizuko Tsuchiya
    Laboratory of Chemical Pharmacology, Graduate School of Pharmaceutical Sciences, Chiba University, Chiba 263 8522, Japan
    Eur J Pharmacol 443:185-8. 2002
    ..The inhibitory effect of mitragynine (30 microg) was reversed by naloxone (100 microg). These results suggest that mitragynine has a morphine-like action on gastric acid secretion in the CNS...
  51. ncbi Mesaconitine-induced relaxation in rat aorta: role of Na+/Ca2+ exchangers in endothelial cells
    Junko Ogura
    Laboratory of Chemical Pharmacology, Graduate School of Pharmaceutical Sciences, Chiba University, Chiba 263-8522, Japan
    Eur J Pharmacol 483:139-46. 2004
    ..The possibility of D-tubocurarine-sensitive Na(+) channels as target(s) of mesaconitine is discussed...
  52. ncbi Comparative studies of anthraquinone- and anthracene-tetraamines as blockers of N-methyl-D-aspartate receptors
    Lihua Jin
    Graduate School of Pharmaceutical Sciences, Chiba University, 1 8 1 Inohana, Chuo Ku, Chiba 260 8675, Japan
    J Pharmacol Exp Ther 320:47-55. 2007
    ....
  53. ncbi First asymmetric total syntheses of (-)-subincanadines a and B, skeletally rearranged pentacyclic monoterpenoid indole alkaloids in aspidospermasubincanum
    Kenta Suzuki
    Graduate School of Pharmaceutical Sciences, Chiba University, 1 33 Yayoi cho, Inage Ku, Chiba 263 8522, Japan
    Org Lett 8:4605-8. 2006
    ....
  54. ncbi Identification of a novel selenium metabolite, Se-methyl-N-acetylselenohexosamine, in rat urine by high-performance liquid chromatography--inductively coupled plasma mass spectrometry and--electrospray ionization tandem mass spectrometry
    Yasumitsu Ogra
    Department of Toxicology and Environmental Health, Graduate School of Pharmaceutical Sciences, Chiba University, Inage, Japan
    J Chromatogr B Analyt Technol Biomed Life Sci 767:301-12. 2002
    ..Thus, the major urinary Se metabolite was assigned as a diastereomer of a selenosugar, Se-methyl-N-acetyl-selenohexosamine...
  55. ncbi Rhynchophylline and isorhynchophylline inhibit NMDA receptors expressed in Xenopus oocytes
    Tai-Hyun Kang
    Department of Pharmacology, Institute of Natural Medicine, Toyama Medical and Pharmaceutical University, 2630 Sugitani, Toyama 930-0194, Japan
    Eur J Pharmacol 455:27-34. 2002
    ....
  56. ncbi Diptoindonesin A, a new C-glucoside of epsilon-viniferin from Shorea seminis (Dipterocarpaceae)
    Nanik S Aminah
    Department of Chemistry, Institut Teknologi Bandung, Jalan Ganesha 10, Bandung 40132, Indonesia
    Fitoterapia 73:501-7. 2002
    ..The structure of 1 was determined from spectroscopic evidence...
  57. ncbi Artoindonesianin P, a new prenylated flavone with cytotoxic activity from Artocarpus lanceifolius
    Euis Holisotan Hakim
    Department of Chemistry, Institut Teknologi Bandung, Jalan Ganeca 10, Bandung 40132, Indonesia
    Fitoterapia 73:668-73. 2002
    ..Compounds 1-4 exhibited significant cytotoxicity against murine P388 leukemia cells...
  58. ncbi Two new methyl chanofruticosinates from Kopsia flavida blume
    Khairana Husain
    Department of Pharmacy, Faculty of Allied Health Sciences, Universiti Kebangsaan Malaysia, Jalan Raja Muda Abdul Aziz, 50300 Kuala Lumpur, Malaysia
    J Asian Nat Prod Res 5:63-7. 2003
    ..The structures of the new indole alkaloids were assigned by NMR spectral data using various 2D-techniques...
  59. ncbi Two oligostilbenes, cis- and trans-diptoindonesin B, from Dryobalanops oblongifolia
    Yana M Syah
    Natural Products Chemistry Group, Department of Chemistry, Institut Teknologi Bandung, Jalan Ganesha 10, 40132 Bandung, Indonesia
    Phytochemistry 63:913-7. 2003
    ..The structures and relative configurations of both compounds were determined on the basis of spectroscopic evidence, including 2D-NMR spectroscopic analysis...
  60. ncbi Novel biflavonoids from the stem bark of Ochna integerrima
    Rawiwun Kaewamatawong
    Department of Pharmacognosy, Faculty of Pharmaceutical Sciences, Chulalongkorn University, Bangkok 10330, Thailand
    J Nat Prod 65:1027-9. 2002
    ..The structures of 1 and 2 were determined by spectral data interpretation...
  61. ncbi Protective effect of rhynchophylline and isorhynchophylline on in vitro ischemia-induced neuronal damage in the hippocampus: putative neurotransmitter receptors involved in their action
    Tai-Hyun Kang
    Division of Pharmacology, Institute of Natural Medicine, Toyama Medical and Pharmaceutical University, 2630 Sugitani, Toyama 930-0194, Japan
    Life Sci 76:331-43. 2004
    ....
  62. ncbi Involvement of mu-opioid receptors in antinociception and inhibition of gastrointestinal transit induced by 7-hydroxymitragynine, isolated from Thai herbal medicine Mitragyna speciosa
    Kenjiro Matsumoto
    Laboratory of Pharmacology, Faculty of Pharmaceutical Sciences, Josai International University, 1 Gumyo, Togane, Chiba 283 8555, Japan
    Eur J Pharmacol 549:63-70. 2006
    ..These results suggest that mu-opioid receptor mechanisms mediate the antinociceptive effect and inhibition of gastrointestinal transit. This compound induced more potent antinociceptive effects and was less constipating than morphine...
  63. ncbi Potentially cytotoxic triterpenoids from the root bark of Siphonodon celastrineus Griff
    Chokchai Niampoka
    Department of Pharmaceutical Botany, Faculty of Pharmaceutical Sciences, Chulalongkorn University, Bangkok 10330, Thailand
    Arch Pharm Res 28:546-9. 2005
    ..a Thai medicinal plant of the family Celastraceae. Their structures were determined based on spectroscopic analysis...
  64. ncbi Antinociception, tolerance and withdrawal symptoms induced by 7-hydroxymitragynine, an alkaloid from the Thai medicinal herb Mitragyna speciosa
    Kenjiro Matsumoto
    Laboratory of Pharmacolgy, Faculty of Pharmaceutical Sciences, Josai International University, 1 Gumyo, Togane, Chiba 283 8555, Japan
    Life Sci 78:2-7. 2005
    ..These interesting characters of 7-hydroxymitragynine promote further investigation of it as a novel lead compound for opioid studies...
  65. ncbi Inhibitory effect of mitragynine, an analgesic alkaloid from Thai herbal medicine, on neurogenic contraction of the vas deferens
    Kenjiro Matsumoto
    Department of Pharmacology, Faculty of Pharmaceutical Sciences, Josai International University, 1 Gumyo, Togane, Chiba 283-8555, Japan
    Life Sci 78:187-94. 2005
    ..The present results suggest that mitragynine inhibits the vas deferens contraction elicited by nerve stimulation, probably through its blockade of neuronal Ca2+ channels...
  66. ncbi Phytochemical and biological investigation of Hymenocallis littoralis SALISB
    Amina H Abou-Donia
    Faculty of Pharmacy, Pharmacognosy Department, University of Alexandria, Alexandria 21521, Egypt
    Chem Biodivers 5:332-40. 2008
    ..Finally, the antimicrobial activity of the petroleum ether extract of the flowers of H. littoralis was investigated...
  67. ncbi Corymine potentiates NMDA-induced currents in Xenopus oocytes expressing NR1a/NR2B glutamate receptors
    Pathama Leewanich
    Department of Pharmacology, Faculty of Medicine, Srinakharinwirot University, Bangkok 10110, Thailand
    J Pharmacol Sci 98:58-65. 2005
    ..These results suggest that corymine potentiates the NMDA-induced currents by interacting with a site different from the spermine binding site...
  68. ncbi Antitubercular triterpenes and phytosterols from Pandanus tectorius Soland. var. laevis
    Mario A Tan
    Research Center for the Natural Sciences, Graduate School and College of Science, University of Santo Tomas, Espana, 1015, Manila, Philippines
    J Nat Med 62:232-5. 2008
    ..Microplate Alamar Blue Assay (MABA) showed that 1 inhibited the growth of Mycobacterium tuberculosis H(37)Rv with a MIC of 64 microg/mL, while squalene and the sterol mixture have MICs of 100 and 128 microg/mL, respectively...
  69. ncbi Flavonols from Bauhinia malabarica
    Rawiwun Kaewamatawong
    Faculty of Pharmaceutical Sciences, Ubon Ratchatani University, Warinchamrap, Ubon Ratchathani Province, 34190, Thailand
    J Nat Med 62:364-5. 2008
    ..Seven flavonols, including 6,8-di-C-methylkaempferol 3-methyl ether, kaempferol, afzelin, quercetin, isoquercitrin, quercitrin, and hyperoside were isolated from the methanol extract of leaves...
  70. ncbi Pteropodine and isopteropodine positively modulate the function of rat muscarinic M(1) and 5-HT(2) receptors expressed in Xenopus oocyte
    Tai-Hyun Kang
    Department of Pharmacology, Institute of Natural Medicine, Toyama Medical and Pharmaceutical University, 2630 Sugitani, Toyama, 930-0194, Japan
    Eur J Pharmacol 444:39-45. 2002
    ..These results suggest that pteropodine and isopteropodine act as positive modulators of muscarinic M(1) and 5-HT(2) receptors...
  71. ncbi Cytotoxic chalcones and flavanones from the tree bark of Cryptocarya costata
    Hanapi Usman
    Chemistry Department, Hasanuddin University, Jalan Perintis Kemerdekaan, Makassar, Indonesia
    Z Naturforsch C 61:184-8. 2006
    ..Cytotoxic properties of compounds 1-4 were evaluated against murine leukemia P-388 cells. The chalcones 3 and 4 were found to have substantial cytotoxicity with IC50 of 5.7 and 11.1 microM, respectively...
  72. ncbi Suppressive effects of isorhynchophylline on 5-HT2A receptor function in the brain: behavioural and electrophysiological studies
    Kinzo Matsumoto
    Division of Medicinal Pharmacology, Institute of Natural Medicine, Toyama Medical and Pharmaceutical University, 2630 Sugitani, Toyama 930 0194, Japan
    Eur J Pharmacol 517:191-9. 2005
    ....
  73. ncbi Metabolic profiling of flavonoids in Lotus japonicus using liquid chromatography Fourier transform ion cyclotron resonance mass spectrometry
    Hideyuki Suzuki
    Kazusa DNA Research Institute, Kazusa Kamatari 2 6 7, Kisarazu 292 0818, Japan
    Phytochemistry 69:99-111. 2008
    ..Developmental changes in the flavonoid profiles demonstrated that kaempferol glycosides increased promptly after germination. In contrast, quercetin glycosides, predominant flavonoids in the seeds, were not detectable in growing leaves...
  74. ncbi Phenolic constituents from the wood of Morus australis with cytotoxic activity
    - Ferlinahayati
    Department of Chemistry, Institut Teknologi Bandung, Jalan Ganesha 10, Bandung 40132, Indonesia
    Z Naturforsch C 63:35-9. 2008
    ..The prenylated stilbene 6 and 2-arylbenzofuran 8, and morusin (3) were found to have strong cytotoxic effects with IC50 values of 6.9, 8.7, and 10.1 microM, respectively...