Heihachiro Taguchi

Bio: Heihachiro Taguchi is an academic researcher from National Institute of Radiological Sciences. The author has contributed to research in topics: Gomisin A & Deoxyschizandrin. The author has an hindex of 25, co-authored 53 publications receiving 1463 citations.

Antihepatotoxic actions of lignoids from Schizandra chinensis fruits

Abstract: The antihepatotoxic effects of twenty-three lignans, twenty-two from the fruits of SCHIZANDRA CHINENSIS and one from the fruits of KADSURA JAPONICA, were investigated utilizing carbon tetrachloride (CCl 4 )- and galactosamine (GalN)-induced cytotoxicity in primary cultured rat hepatocytes as model systems. Prominent protective actions were found with wuweizisu C and schisantherin D in CCl 4 -treated cultures, and deoxygomisin A, gomisin N, wuweizisu C, gomisin C and schisantherin D were effective in preventing GalN-induced cell damage. Structure-activity relationship suggests that the methylenedioxy group of the dibenzocyclooctane skeleton may play an important role in antihepatotoxic activity.

The Constituents of Gardenia jasminoides Geniposide and Genipin-gentiobioside

Abstract: Two new iridoid glycosides, geniposide and genipin-1-β-D-gentiobioside, were isolated from the fruits of Gardenia jasminoides ELLIS f. grandiflora (LOUR.) MAKINO and their structures were determined to be I and II, respectively.

The constituents of Scirpus fluviatilis(Torr). A. Gray. I. The structures of two new hydroxystilbene dimers, scirpusin A and B.

Abstract: Two new hydroxystilbene dimers, named scirpusin A (1) and B (12), were isolated from the rhizoma of Scirpus fluviatilis (TORR.) A. GRAY (Cyperaceae) together with two known hydroxystilbenes, resveratrol and 3, 3', 4, 5'-tetrahydroxystilbene, and four known triterpens, betulin, lupeol, betulinaldehyde and betulinic acid. The structures of scirpusin A and B were elucidated to be 1 and 12, respectively, by chemical and spectral evidence.

The Constituents of Ledebouriella seseloides WOLFF. I. Structures of Three New Chromones

Abstract: Three new chromones (8, 9, and 12), named 3'-O-angeloylhamaudol, ledebouriellol, and 4'-O-β-D-glucosyl-5-O-methylvisamminol, respectively, were isolated from the root and rhizoma of Ledebouriella seseloides WOLFF (Umbelliferae), together with five known coumarins (1-5) and six known chromones (6, 7, 10, 11, 13 and 14). The structures of 8, 9, and 12 were elucidated as (3S)-3, 4-dihydro-5-hydroxy-3-(2-methyl-2-butenyl) oxy-2, 2, 8-trimethyl-2H, 6H-benzo [1, 2-b : 5, 4-b'] dipyran-6-one, (3S)-3, 4-dihydro-2, 2-dimethyl-5-hydroxy-8-hydroxymethyl-3-(2-methyl-2-butenyl) oxy-2H, 6H-benzo [1, 2-b : 5, 4-b'] dipyran-6-one, and (2S)-2, 3-dihydro-2-(1-β-D-glucopyranosyloxy-1-methylethyl)-4-methoxy-7-methyl-5H-furo [3, 2-g] [1] benzopyran-5-one, respectively, by chemical and spectral studies.

The constituents of Schizandra chinensis Baill. VI. 13C nuclear magnetic resonance spectroscopy of dibenzocyclooctadiene lignans.

Abstract: The 13C NMR spectra of thirteen dibenzocyclooctadiene lignans, isolated from the iruits of Schizandra chinensis BAILL (Schizandraceae), were analyzed and their carbon shifts assigned Several important chemical shift trends are described

Atroposelective total synthesis of axially chiral biaryl natural products.

Abstract: Intellectual curiosity has always been one of the major driving forces leading to new advances in chemistry. At the onset of the 20th century, the fact that biaryls could be optically active even if lacking asymmetrically substituted carbon atoms arose interest, hinting at a novel type of stereomerism. It took quite a while (and some bizarre explanations)1 until in 1922 Christie and Kenner2 first correctly recognized that the phenomenon was the consequence of a hindered rotation about the aryl-aryl single bondshence termed atropisomerism by Kuhn. Still, no particular attention was initially paid to this class of stereoisomers until enantiomerically pure biaryls, such as BINAP (1),3 were found to be excellent ligands in asymmetric catalysis and until the chiral biaryl unit was recognized as the decisive structural element of many natural products (Figure 1).4,5 With the modern screening techniques and the bioassayguided search for novel compounds, the number of isolated axially chiral natural biaryls is steadily increasing.4 This class of secondary metabolites is characterized by a broad structural diversity, reaching from relatively simple molecules like the C2-symmetric biphenyl 2, which solely contains the element of axial chirality,6 to more complex compounds, like, e.g., the dimeric naphthylisoquinoline alkaloids michellamine A [(P,P)-3] and its axial epimer (i.e., its atropodiastereomer), michellamine B [(P,M)-3],7,8 which possess even three biaryl axes, of which the two outer ones are stereogenic, while * To whom correspondence should be addressed. E-mail: bringmann@ chemie.uni-wuerzburg.de; breuning@chemie.uni-wuerzburg.de. † These authors contributed equally to this work. ‡ Present address: Institute of Organic Chemistry, RWTH Aachen, Landoltweg 1, 52074 Aachen, Germany. § Present address: Kekulé Institute of Chemistry and Biochemistry, University of Bonn, Gerhard-Domagk Str. 1, 53121 Bonn, Germany. Gerhard Bringmann was born in 1951 and studied chemistry in Gie en and Münster, Germany. After his Ph.D. with Prof. B. Franck in 1978 and postdoctoral studies with Prof. Sir D. H. R. Barton in Gif-sur-Yvette (France), he passed his habilitation at the University of Münster in 1984. In 1986, he received offers for full professorships of Organic Chemistry at the Universities of Vienna and Würzburg, of which he accepted the latter in 1987. In 1998, he was offered the position of director at the Leibniz Institute of Plant Biochemistry in Halle, which he declined. His research interests focus on the field of analytical, synthetic, and computational natural product chemistry, i.e., on axially chiral biaryls. He received several prizes and awards, among them the Otto-Klung Award in chemistry (1988), the Prize for Good Teaching of the Free State of Bavaria (1999), the Adolf-Windaus Medal (2006), the Honorary Doctorate of the University of Kinshasa (2006), the Paul-J.-Scheuer Award (2007), and the Honorary Guest Professorship of Peking University (2008). Chem. Rev. 2011, 111, 563–639 563

Secondary Metabolites Of Fleshy Vertebrate‐Dispersed Fruits: Adaptive Hypotheses And Implications For Seed Dispersal

Abstract: We discuss seven hypotheses to explain the adaptive significance of secondary me- tabolites in ripe fleshy fruits and their implications for seed dispersal. These hypotheses are the attraction/association, seed germination inhibition, attraction/repulsion, protein assimilation, gut retention time, directed toxicity, and defense trade-off hypotheses. We examine evidence that supports or refutes these hypotheses and suggest further tests of each. In addition, we summarize recent work with Solanum fruit pulp glycoalkaloids that bears directly on three of these hypothe- ses (directed toxicity, gut retention time, and defense trade-off ). We conclude that evidence ad- dressing many of these hypotheses is either observational or indirect, but most hypotheses find at least some level of support. Because many of the hypotheses are not mutually exclusive, we also conclude that synergistic interactions and multifunctionality in secondary metabolites may provide economical evolutionary solutions for plants facing disparate and temporally variable se- lective pressures that impinge on fruits and seeds.