徳島文理大学 生薬研究所

業績

2013

1.  Activity-guided isolation of cytotoxic bis-bibenzyl constituents from Dumortiera hirsute, Toyota, M., Ikeda, R., Kenmoku, H., Asakawa, Y., J. Oleo Science, Vol. 62 No.2 p.105-108
2.  Novel inhibitor of bacterial sphingomyelinase, SMY-540, developed based on three-dimensional structure analysis. M. Oda, H. Imagawa, R. Kato, K. Yabiku, T. Yoshikawa, T. Takemoto, H. Takahashi, H. Yamamoto, M. Nishizawa, J. Sakurai, M. Nagahama, J. Enzym. Inhib. Med. Chem., oi:10.3109/14756366.2013.777717.
3.  Generation of Mast Cells from Mouse Fetus: Analysis of Differentiation and Functionality, and Transcriptome Profiling Using Next Generation Sequencer, N. Fukuishi, Y. Igawa, T. Kunimi, H. Hamano, M. Toyota, H. Takahashi, H. Kenmoku, Y. Yagi, N. Matsui, M. Akagi, Plos One, 4, e60837
4.  Construction of successive chiral centers adjacent to a chiral tetraalkylated quaternary center using an asymmetric aldol reaction.  Esumi T, Yamamoto C, Tsugawa Y, Toyota M, Asakawa Y, Fukuyama Y.  Org Lett., 15(8), 1898-1901
5.  Total synthesis of riccardin C and (±)-cavicularin via Pd-catalyzed Ar-Ar-cross couplings. Harada, K., Makino, K, Shima, N., Okuyama, H., Esumi, T., Kubo, M., Hioki, H., Asakawa, Y., Fukuyama, Y. Tetrahedron, 69, 6959-6968.
6.  A Short Synthesis of (+)-Bakuchiol. Esumi, T., Yamamoto, C., Fukuyama, Y., Synlett., 24, 1845-1847.
7.  Induction of neurite outgrowth in PC12 cells by artemisinin through activation of ERK and p38 MAPK signaling pathways. Sarina, Yagi, Y., Nakano, O., Hashimoto, T., Kimura, K., Asakawa, Y., Zhong, M., Narimatsu, S., Gohda, E., Brain Res., 1490, 61-71
8.  Phytochemical and biological studies of bryophytes. Asakawa Y, Ludwiczuk A, Nagashima F. Phytochemistry, 91, 52-80
9.  Aromatic Constituents of Cymbidium Great Flower Marie Laurencin and their Antioxidative Activity. Yoshikawa, K., Otsu, M., Ito, T., Asakawa, Y., Kawano, S., Hashimoto, T. J. Nat. Med., 67, 217-21.
10. Fragrant component of Takakia lepidozioides. Nii, K, Higuchi, M., Asakawa, Y., Bryol. Res., 10, 365-366.
11. Modification of valencene by bio- and chemical transformation. Asakawa, Y., Hashimoto, T., Noma. Y., Furusawa, M., Nat. Prod. Commun., 8, 859-862.
12. Chemical relationships between liverworts of the family Lejeuneaceae (Porellales, Jungermanniopsida). Ludwiczuk, A., Sukkuharak, P., Gradstein, R., Asakawa, Y., Glowniak, K., Nat. Prod. Commun. 8, 1515-1518.
13. Identification of cryptic species within liverwort Conocephalum conicum based on the volatile components. Luswiczuk, A., Odrzykoski, I. J., Asakawa, Y., Phytochemistry, 95, 234-241.

2012.

1.  Floral scent emission and new scent volatiles from Acorus (Acoraceae). Azuma, H. and Toyota, M., Biochemical Systematics and Ecology, 41, 55–61 .
2.  Distribution of drimane sesquiterpenoids and tocopherols in liverworts, ferns and higher plants: Polygonaceae, Canellaceae, and Wingeracease Species, Asakawa, Y., Ludwiczuk, A., Harinantenaina, L., Toyota, M., Nishiki, M., Bardon, A., Nii, K., Nat. Prod. Commun. 7, 685-692.
3.  De Novo Sequencing and Transcriptome Analysis of the Central Nervous System of Mollusc Lymnaea stagnalis by Deep RNA Sequencing. Sadamoto, H., Takahashi H., Okada, T., Kenmoku, H., Toyota, M., Asakawa Y.  PLoS One, 7, e42546.
4.  Syntheses of structurally-simplified and fluorescently-labeled neovibsanin derivatives and analysis of their neurite outgrowth activity in PC12 cells. Imagawa, H., Saijo, H., Yamaguchi, H., Maekawa, K., Kurisaki, T., Yamamoto, H., Nishizawa, M., Oda, M., Kabura, M., Nagahama, M., Sakurai, J., Kubo, M., Nakai, M., Makino, K., Ogata, M., Takahashi, H., Fukuyama, Y. Bioorg. Med. Chem. Lett., 22, 2089-2093.
5.  Heterologously expressed b-hydroxyl fatty acids from a metagenomic library of a marine sponge., Rui, H., Wakimoto, T., Egami, Y., Kenmoku, H., Ito, T., Asakawa, Y., Abe, I.  Bioorgan. Med. Chem Lett., 22(24), 7322-7325.
6.  Porphyrins from a metagenomic library of the marine sponge, Discodermia calyx, ,He, R., Wakimoto, T., Takeshige, Y., Egami, Y., Kenmoku, H., Ito, T., Wang, B., Asakawa, Y., Abe, I.  Molecular BioSystems., 8, 2334-2338.
7.  Phenanthrene Derivatives from Cymbidium Great Flower Marie Laurencin and Their Biological Activities, Yoshikawa, K., Ito, T., Iseki, K., Baba,C., Imagawa, H., Yagi,Y., Morita, H., Asakawa,Y., Kawano, S., Hashimoto, T. J. Nat. Prod., 75, 605-609
8.  Biosynthetic pathway for highly structural diversity of a common dilactone core in antimycin production. Yan, Y., Zhang, L., Ito, T., Qu, X., Asakawa, Y., Awakawa, T., Abe, I., Liu, Wen. Org. Lett., 14, 4142–4145.
9.  In vitro antitrypanosomal activity of bis(bibenzyls)s and bibenzyls from the liverworts against Trypanosoma brucei. Otoguro, K., Ishiyama, A., Iwatsuki, M., Namatame, M., Kishihara-Tukashima, A., Kiyohara, H., Hashimoto, T., Asakawa. Y., Omura, S., Yamada, H., J. Nat. Med., 66, 377-382.
10. Distribution of cyclic and acyclic bis-bibenzyls in the Marchantiophyta (liverworts), ferns and higher plants and their biological activity, biosynthesis, and total synthesis. Asakawa, Y., Ludwiczuk, A., Heterocycles  86, 891-917.

2011.

Novel prenyl bibenzyls from the New Zealand liverwort Marsupidium epiphytum. M. Toyota, I. Omatsu, J. Braggins and Y. Asakawa, Chem. Pharm. Bull., 59(4), 480-483.
Total synthesis of (+)-brefeldin C utilizing aza-Claisen rearrangement. Inai, M.; Nishii, T.; Mukoujima, S.; Esumi, T.; Kaku, H.; Abe, H.; Horikawa, M.; Tsunoda, T. Synlett, 10, 1459-1461.
Asymmetric synthesis of (-)-chicanine using a highly regioselective intramolecular Mitsunobu reaction and revision o its absolute coniguration. Harada, K.; Horiuchi, H.; Tanabe, K.; Carter, R. G.; Esumi, T.; Kubo, M.; Hioki, H.; Fukuyama, Y. Tetrahedron Lett., 52, 3005-3008.
Asymmetric synthesis of (+)-machilin F by unusual stereoselective Mitunobu reaction. Harada, K.; Kubo, N.; Tanabe, K.; Kubo, M.; Esumi, T.; Fukuyama, Y. Heterocycles, 82, 1127-1132.
Cytotoxic bibenzyls, and germacrane- and pinguisane-type sesquiterpenoids from Indonesian, Tahitian and Japanese liverworts. Komala I., Ito T., Nagashima F., Yagi Y., Asakawa Y., Natural Product Communications, 6 (3), 303-309.
Enhancing Effect of Zinc on L: -Histidine Transport in Rat Lung Microvascular Endothelial Cells. Sakurai E., Sakurai E., Ueda Y., Yagi Y., Biol. Trace. Elem. Res., 142(3),713-722.
olatile components of selected liverworts, and cytotoxic, radical scavenging and antimicrobial activities of their crude extracts. Komala I., Ito T., Yagi Y., Nagashima F., Asakawa Y. Natural Product Communications, 5 (9), 1375-1380.

2010

Novel terpenoids from the New Zealand liverworts Jamesoniella colorata and Bazzania novae-zelandiae. M. Toyota, I. Omatsu, F. Sakata, J. Braggins and Y. Asakawa, Natural Product Communications, 5 (7), 999-1003.
Synthesis and evaluation of novel phosphate ester analogs as neutral sphingomyelinase inhibitors. H. Imagawa, M. Oda, T. Takemoto, R. Yamauchi, T. Yoshikawa, H. Yamamoto, M. Nishizawa, H. Takahashi, M. Hashimoto, K. Yabiku, M. Nagahama, J. Sakurai,  Bioorg. & Med. Chem. Lett., 20 (13) 3868-3871.
Cloning and characterization of a novel gene that encodes (S)-β-bisabolene synthase from ginger, Zingiber officinale. M. Fujisawa,  H. Harada, H. Kenmoku, S. Mizutani and N. Misawa, Planta , 232 121-130.
Significant improvement of insulin resistance of GK rats by treatment with sodium selenate. Iizuka Y., Ueda Y., Yagi Y., Sakurai E. Biol. Trace. Elem. Res., 138(1-3),265-271.
Zierane sesquiterpene lactone, cembrane and fusicoccane diterpenoids, from the Tahitian liverwort Chandonanthus hirtellus. Komala I., Ito T., Nagashima F., Yagi Y., Kawahata M., Yamaguchi K., Asakawa Y., Phytochemistry., 71(11-12), 1387-1394.
Cytotoxic, radical scavenging and antimicrobial activities of sesquiterpenoids from the Tahitian liverwort Mastigophora diclados (Brid.) Nees (Mastigophoraceae). Komala I., Ito T., Nagashima F., Yagi Y., Asakawa Y., J Nat Med., 64(4), 417-422.
 

2009.

Bryophytes: Bio- and Chemical Diversity, Bioactivity and Chemosystematics. Y. Asakawa, A. Ludwiezuk, F. Nagashima, M. Toyota, T. Hashimoto, M. Tori, Y. Fukuyama, and Harinatenaina, Heterocycles, 77, 99-150.
Pungent Aromatic Compound from New Zealand Liverwort Hymenophyton flabellatum. M. Toyota, I. Omatsu, J. Braggins, and Y. Asakawa, Chem. Pharm. Bull., 57(9), 1015-1018.
Green tea catechins inhibit the endonuclease activity of influenza A virus RNA polymerase. T. Kuzuhara, Y. Iwai, H. Takahashi, D. Hatakeyama, N.Echigo, PLoS Currents Influenza., Oct 13: RRN1052.
Disruption of adenosine-5’-phosphosulfate kinase in Arabidopsis reduces levels of sulfated secondary metabolites. SG. Mugford, N. Yoshimoto, M. Reichelt, M. Wirtz, L. Hill, ST. Mugford, Y. Nakazato, M. Noji, H. Takahashi, R. Kramell, T. Gigolashvili, UI. Flugge, C. Gershenzon, R. Hell, K. Saito, S. Kopriva, Plant Cell, 21, 910-927.
Total Synthesis of (+)-Fostriecin and (+)-Phoslactomycin B. S. Shibahara, M. Fujino, Y. Tashiro, N. Okamoto, T. Esumi, K. Takahashi, J. Ishihara, S. Hatakeyama, Synthesis, 17, 2935-2953.
Synthesis of riccardin C and its seven analogues. Part 1: The role of their phenolic hydroxy groups as LXRa anonists. H. Hioki, N. Shima, K. Kawaguchi, K. Harada, M. Kubo, T. Esumi, T. Nishimaki-Mogami, J. Sawada, T. Hashimoto, Y. Asakawa, Y. Fukuyama, Bioorg. Med. Chem. Lett. 19, 738-741.
T. Toyomasu, M. Tsukahara, H. Kenmoku, M. Anada, H. Nitta, J. Ohkanda, W. Mitsuhashi, T. Sassa and N. Kato Transannular proton transfer in the cyclization of geranylgeranyl diphosphate to fusicoccadiene,  a biosynthetic Intermediate of Fusicoccins. Organic Lett. 11, 3044-3047

2008.

Insect Antifeedant Sesquiterpene Acetals from the Liverwort Lepidolaena clavigera. 2. Structures, Artifacts, and Activity. N.B. Perry, E.J. Burgess,   L. M. Foster, P. J. Gerard, M. Toyota, and Y. Asakawa, J. Nat. Prod., 71, 258-261.
Chemical constituents of selected Japanese and New Zealand liverworts. Y. Asakawa, M. Toyota, F. Nagashima and T. Hashimoto, Natural Product Communications, 3, 289-300.
Physiological roles of the b-substituted alanine synthase gene family in Arabidopsis. M. Watanabe, M. Kusano, A. Oikawa, A. Fukushima, M. Noji, K. Saito, Plant Physiol., 146, 310-320
Efficient and high-throughput vector construction and Agrobacterium-mediated transformation of Arabidopsis thaliana suspension-cultured cells for functional genomics. Y. Ogawa, T. Dansako, K. Yano, N. Sakurai, H. Suzuki, K. Aoki, M. Noji, K. Saito, D. Shibata, Plant Cell Physiol., 49, 242-250.
Comparative genomics and reverse genetics analysis reveal indispensable functions of the serine acetyltransferase gene family in Arabidopsis. M. Watanabe, K. Mochida, T. Kato, S. Tabata, N. Yoshimoto, M. Noji, K. Saito, Plant Cell, 20, 2484-2496.
Synthetic studies toward neovibsanins A and B: construction of the neovibsanin core utilizing palladium(0)-catalyzed carbonylative cyclization with carbon monoxide. T. Esumi, M. Zhao, T. Kawakami, M. Fukumoto, M. Toyota, Y. Fukuyama, Tetrahedron Letters, 49, 2692-2696.
Synthesis of (-)-talaumidin, a neurotrophic 2,5-biaryl-3,4-dimethyltetrahydrofuran lignan, and its stereoisomers. Y. Fukuyama, H. Harada, T. Esumi, D. Hojyo, Y. Kujime, M. Kubo, H. Hioki, Heterocycles, 76, 551-567.
Efficient construction of a chiral all-carbon quaternary center by asymmetric 1,4-addition and its application to total synthesis of (+)-bakuchiol, T. Esumi, H. Shimizu, A. Kashiyama, C. Sasaki, M. Toyota, Y. Fukuyama, Tetrahedron Lett., 49, 6845-6849.
Identification of Diterpene Biosynthetic Gene Clusters and Functional Analysis of Labdane-Related Diterpene Cyclases in Phomopsis amygdali. T. Toyomasu, R. Niida, H. Kenmoku, Y. Kanno, S. Miura, C. Nakano, Y. Shiono, W. Mitsuhashi, H. Toshima, H. Oikawa, T. Hoshino, T. Dairi, N. Kato and T. Sassa, Biosci. Biotech. Biochem., 72(4), 1038-1047.
Intracellular delivery of glutathione S-transferase-fused proteins into mammalian cells by polyethylenimine-glutathione conjugates. H. Murata, J. Futami, M. Kitazoe, T. Yonehara , H. Nakanishi, M. Kosaka , H. Tada, M. Sakaguchi, Y. Yagi, M. Seno, N.H. Huh, H. Yamada, J. Biochem., 144(4), 447-55.
Antioxidant properties of 2-O-beta-D-glucopyranosyl-L-ascorbic acid. J. Takebayashi, Y. Yagi, R. Ishii, S. Abe, K. Yamada, A. Tai, Biosci. Biotechnol. Biochem., 72(6), 1558-63.