Curriculum Vitae
Toshiyuki Kan, Ph.D.
Professor
School of Pharmaceutical Sciences University of Shizuoka University
52-1 Yada, Suruga-ku, Shizuoka 422-8526, Japan
Phone : 81-54-264-5746 FAX : 81-(0)-54-264-5745
e-mail : kant@u-shizuoka-ken.ac.jp
Home Page : http://w3pharm.u-shizuoka-ken.ac.jp/~yakuzo/english/english
Personal Information:
Date of birth: February 15, 1964
Married: Maki Kan
Children: Natsuki Kan
Education:
B.S., Chemistry, March, 1986. Hokkido University, Sapporo, Hokkaido. Under Professor Takeshi Matsumoto on "Synthetic Study of Thrsiferyl-23-acetate".
M.S., Chemistry, March, 1988. Hokkido University, Sapporo, Hokkaido. Under Professor Haruhisa Shirahama on "Total Synthesis of Thrsiferyl-23-acetate".
Ph.D.,Chemistry, March, 1993. Hokkido University, Sapporo, Hokkaido. Under Professor Haruhisa Shirahama on "Total Synthesis of Grayanotoxin III".
Honors and Awards:
Inocentive Award, The Society of Synthetic Organic Chemistry, Japan (2002)
Research Vision Division Award, 2003, Pharmaceutical Society of Japan (2004)
Pfizer Distigished Lecture, Colorado State University (2012)
Asteras Life Science Award, The Society of Synthetic Organic Chemistry,
Japan (2012)
Research and Professional Experience:
Professor, University of Shizuoka, April 2004 ~ present.
Associate Professor, Tokyo University, November 2003 ~ March 2004.
Assistant Professor, Tokyo University, April 1996~October 2003.
Researcher, Suntory Institute for Bioorganic Research, June 1993 ~ March 1996.
Professional Society Memberships:
American Chemical Society
Chemical Society of Japan
Society of Synthetic Organic Chemistry in Japan
Pharmaceutical Society of Japan
Publications
(121) Synthesis of food effective constituents toward the development for chemical biology investigations
Makoto Inai, Tomohiro Asakawa Toshiyuki Kan
J. Syn. Org. Chem., Jpn, in press.
(120) Synthesis of chemical-biology tools enabling vivo imaging and analysis of epigallocatechin gallate
T. Asakawa, A. Yoshida, Y. Hirooka, T. Suzuki, K. Itoh, K. Shimizu, N. Oku, T. Furuta,T. Wakimoto, M.Inai, T. Kan
HETEROCYCLES, in press.
(119) A negative feedback loop controlling bHLH complexes is involved in vascular cell division and differentiation in the root apical meristem
H. Katayama, K. Iwamoto, Y. Kariya, T. Asakawa, T. Kan, H. Fukuda, K. Ohashi-Ito
Current Biology, 25, 3144-3150(2015)
(118) Stereocontrolled Total Syntheses of Optically Active Furofuran Lignans
Inai, M.; Ishikawa, R.; Yoshida, N.; Shirakawa, N.; Akao, Y.; Kawabe, Y.; Asakawa, T.; Egi, M.; Hamashima, Y.; Kan, T.
Synthesis., 47, 3413-3521 (2015)
(117) Ecteinascidins. A review of the chemistry, biology and clinical utility of potent tetrahydroisoquinoline antitumor antibiotic
V. H. Le, M. Inai, R. M. Williams and T. Kan
Natural Product Reports 32, 328-347 (2015) .
(116)The gfairyh (2-azahypoxanthine) produced by the fairy-ring-forming fungus promotes the growth and the grain yield of rice
Asai, T., Choi, J-H., Ikka, T., Fushimi, K., Abe, N., Tanaka, H., Yamakawa, Y., Kobori, H., Kiriiwa, Y., Motohashi, R., Deo, V. P., Asakawa, T., Kan, T., Morita, A. and Kawagishi, H.,
Jpn. Agric. Res. Quart (2014) in press.
(115) Synthesis of plant-growth regulators; AHX, AHXR and AOH, and development
of their probe molecules
Kazutada Ikeuchi, Ryosuke Fujii, Shimpei Sugiyama, Tomohiro Asakawa, Makoto
Inai, Yoshitaka Hamashima, Jae-Hoon Choi, Tomohiro Suzuki, Hirokazu Kawagishi,
and Toshiyuki Kan Organic & Biomolecular Chemistry (2014) in press.
Organic & Biomolecular Chemistry (2014) in press.
(114) Neuroprotective effect of nobiletin on cerebral ischemia?reperfusion injury in transient middle cerebral artery-occluded rats:
Nodoka Yasuda, Takayuki Ishii, Dai Oyama, Tatsuya Fukuta, Yurika Agato, Akihiko Sato, Kosuke Shimizu, Tomohiro Asai, Tomohiro Asakawa, Toshiyuki Kan, Shizuo Yamada, Yasushi Ohizumi, Naoto Oku
Brain Res., (2014) in press. 1559, 46-54
(113) 2-Azahypoxanthine and imidazole-4-carboxamide produced by the fairy-ring-forming fungus increases wheat yield Field Crops Research
Field Crops Res., 162C, 1-6(2014).
(112) Practical Total Synthesis of Acromelic acid A and B
Hitoshi Ouchi, Aya Asahina, Tomohiro Asakawa, Makoto Inai, Yoshitaka Hamashima and Toshiyuki Kan.
Org. Lett., 16, 1980-1983 (2014).
(111) Stereocontrolled Total Synthesis of Hedyotol A
Yusuke Kawabe, Ryo Ishikawa, Yusuke Akao, Atsushi Yoshida, Makoto Inai, Tomohiro Asakawa, Yoshitaka Hamashima,* Toshiyuki Kan*
Org. Lett., 16, 1976-1979 (2014).
(110) Total Synthesis of (?)-SB-203207
Yasuo Hirooka, Kazutada Ikeuchi, Yuichiro Kawamoto, Yusuke Akao, Takumi Furuta, Tomohiro Asakawa, Makoto Inai, Toshiyuki Wakimoto, Tohru Fukuyama, and Toshiyuki Kan
Org. Lett., 16, 1646-1649
(109)The Source of "Fairy Rings": 2-Azahypoxanthine and its Metabolite Found in a Novel Purine Metabolic Pathway in Plants
Jae-Hoon Choi, Toshiyuki Ohnishi, Yasuhiro Yamakawa, Shogo Takeda, Shuhei Sekiguchi, Waki Maruyama, Kimiko Yamashita, Tomohiro Suzuki, Akio Morita, Takashi Ikka, Reiko Motohashi, Yoshikazu Kiriiwa, Hiroyuki Tobina, Tatsuo Asai, Shinji Tokuyama, Hirofumi Hirai, Nobuhiro Yasuda, Keiichi Noguchi, Tomohiro Asakawa, Shimpei Sugiyama, Toshiyuki Kan, and Hirokazu Kawagishi
Angew. Chem. Int. Ed., 53, 1552 ? 1555 (2014).
(108) Practical synthesis of kainoids and its application to the probe molecules
Shingo Sasaki, Hiroto Suzuki, Hitoshi Ouchi, Tomohiro Asakawa, Makoto Inai, Yoshitaka Hamashima, Ryuichi Sakai, Keiko Shimamoto, and Toshiyuki Kan.
Org. Lett., 564-567(2014)
(107) Use of positron emission tomography for real-time imaging of biodistribution of green tea catechin
Kosuke Shimizu, Tomohiro Asakawa, Norihiro Harada, Dai Fukumoto, Hideo Tsukada, Tomohiro Asai, Shizuo Yamada, Toshiyuki Kan, and Naoto Oku
PLOS ONE, e85520 (2014).
(106) Chemical synthesis of tea polyphenols and related compounds
Tomohiro Asakawa, Yoshitaka Hamashima, Toshiyuki Kan
Current Pharmaceutical Design., 19, 6207 (2013)
(105) Synthetic Studies of Fisetin, Myricetin and Nobiletin Analogs and Related Probe Molecules
Aiki Hiza, Yuta Tsukaguchi, Takahiro Ogawa, Makoto Inai, Tomohiro Asakawa, Yoshitaka Hamashima, and Toshiyuki Kan
Drug Metabolism and Pharmacokinetics., 28, 244-249 (2013)
(103) Stereocontrolled total synthesis of sphingofungin E
Kazutada Ikeuchi, Moemi Hayashi, Tomohiro Yamamoto, Makoto Inai, Tomohiro Asakawa, Yoshitaka Hamashima, and Toshiyuki Kan.
Eur. J. Org. Chem., 2013, 6789 (2013).
(102) Chemical synthesis of tea polyphenols and related compounds
Tomohiro Asakawa, Yoshitaka Hamashima, Toshiyuki Kan
Current Pharmaceutical Design, 19, 6207 (2013)
(101) Effects of green tea catechins on cytochrome P450 2B6, 2C8, 2C19, 2D6 and 3A activities in human liver and intestinal microsomes
Misaka, Shingen; Kawabe, Keisuke; Onoue, Satomi; Werba, Jose Pablo; Giroli, Monica; Tamaki, Sekihiro; Kan, Toshiyuki; Kimura, Junko; Watanabe, Hiroshi; Yamada, Shizuo
Drug Metabolism and Pharmacokinetics (2013), 28, 244-249.
(100) Physicochemical and biopharmaceutical characterization of amorphous solid dispersion of nobiletin, a citrus polymethoxylated flavone, with improved hepatoprotective effects
Satomi Onoue, Tatsuya Nakamura, Atsushi Uchida, Kazunori Ogawa, Kayo Yuminoki, Naofumi Hashimoto, Aiki Hiza, Yuta Tsukaguchi, Tomohiro Asakawa, Toshiyuki Kan, Shizuo Yamada
Euro. J. Pharm. Sci., 49, 453-460 (2013).
(98) Chemoselective Hydrogenation Reaction of Unsaturated Bonds in the
Presence of o-Nitrobenzenesulfonyl Group
Akinori Kawanishi, Chiyako Miyamoto, Yuki Yabe, Makoto Inai, Tomohiro Asakawa,
Yoshitaka Hamashima, Hironao Sajiki, Toshiyuki Kan
Org. Lett., 15, 1306-1309 (2013).
(97)STEREOCONTROLLED TOTAL SYNTHESIS OF (-)-FR901483
Shigeru Ieda, Akitaka Masuda, Mami Kariyama, Toshiyuki Wakimoto, Tomohiro Asakawa, Tohru Fukuyama,Toshiyuki Kan
Heterocycles 86, 1071-1092 (2012).
(96) Catalytic Desymmetrization of Cyclohexadienes by Asymmetric Bromolactonization
Kazutada Ikeuchi, Shunsuke Ido, Satoshi Yoshimura, Tomohiro Asakawa, Makoto
Inai, Yoshitaka Hamashima, andToshiyuki Kan
Org. Lett. 14, 6016-6019 (2012).
(95) Analysis of NƒÃ-ethyllysine in human plasma proteins by gas chromatography-negative ion chemical ionization/mass spectrometry as a biomarker for exposure to acetaldehyde and alcohol
Ryota Mabuchi, Aya Kurita, Noriyuki Miyoshi, Akira Yokoyama, Takumi Furuta,
Toshinao Goda, Yoshihide Suwa, Toshiyuki Kan, Takashi Amagai, Hiroshi Ohshima
Alcoholism: Clinical & Experimental Research, 36, 1013-1020 (2012).
(94) Stereocontrolled Total Synthesis of (+)-UCS1025A
Kenji Uchida, Takahiro Ogawa, Yoshinori Yasuda, Hiraku Mimura, Teppei Fujimoto, Tohru Fukuyama, Toshiyuki Wakimoto, Tomohiro Asakawa, Yoshitaka Hamashima and Toshiyuki Kan
Angew. Chem. Int. Ed. 124 (2012) 51, 12850-12853.
(93) Total Synthesis of (-)-Lemonomycin
Atsushi Yoshida, Michinori Akaiwa, Yoshitaka Hamashima, Satoshi Yokoshima,
Tohru Fukuyama and Toshiyuki Kan
Chem. Eur. J. 18, 11192-11195 (2012)
>
(92) A Short-step Asymmetric Synthesis of Dehydrodiconiferyl Alcohol by Means of C-H Insertion Reaction Shogo Matsumoto, Tomohiro Asakawa, Yoshitaka Hamashima, and Toshiyuki Kan
SYNLETT, 1082-1084 (2012)
(91) 3, 3f, 4f, 5, 5f-pentahydroxyflavone is a potent inhibitor of fibril
formation of amyloid b protein
Hiroko Ushikubo, Sayaka Watanabe, Yui Tanimoto, Kazuho Abe, Aiki Hiza, Takahiro Ogawa, Tomohiro Asakawa, Toshiyuki Kan, Tatsuhiro Akaishi
Neuroscience Letters (2012), 513(1), 51-56.
(90) Furan fatty acid as an anti-inflammatory component from green-lipped
mussel, Perna canaliculus. T. Wakimoto, H. Kondo, H, Nii, K. Kimura, Y.
Egami, Y. Oka, M. Yoshida, E. Kida, Y. Ye, S. Akahoshi, T. Asakawa, K.
Matsumura, H. Ishida, H. Nukaya, K. Tsuji, T. Kan, I. Abe, Proc. Natl.
Acad. Sci. USA, 108, 17533-17537 (2011).
(89) Enantioselective Total Synthesis of Aperidine
Toshiyuki Wakimoto, Kakeru Miyata, Hitoshi Ouchi, Tomohiro Asakawa, Haruo Nukaya, Yoshihide Suwa, Toshiyuki Kan
Org. Lett., 13, 2789-2791 (2011).
(88) Stereocntrolled Synthesis of (+)-Methoxyphenylkainic acid and (+)-Phenylkainic acid
Takumi Higashi, Yoichiro Isobe, Hitoshi Ouchi, Hiroto Suzuki, Yuko Okazaki, Tomohiro Asakawa, Takumi Furuta, Toshiyuki Wakimoto, Toshiyuki Kan
Org. Lett., 13, 1089-1091 (2011).
(87) PET Imaging Investigation of Nobiletin Based on a Practical Total
Synthesis
Tomohiro Asakawa, Aiki Hiza, Miho Nakayama, Makoto Inai, Dai Oyama, Hiroyuki Koide, Kosuke Shimizu, Toshiyuki Wakimoto, Norihiro Harada, Hideo Tsukada, Naoto Oku, Toshiyuki Kan*
Biol. Pharm. Bull.,‚R4, 396-400 (2011)
(86) Anti-angiogenic activity and intracellular distribution of epigallalocatechin-3-gallate
analogs
Suratsawadee PIYAVIRIYAKUL, Kosuke Shimizu, Tomohiro Asakawa, Toshiyuki Kan,
Pongun SIRIPONG, and Naoto Oku
Biol. Pharm. Bull.,‚R4, 396-400 (2011)
(85) Proof of the existence of an unstable amino acid, pleurocybellaziridine,
in Pleurocybella porrigens (angelfs wing mushroom)
Toshiyuki Wakimoto, Tomohiro Asakawa, Saeko Akahoshi, Tomohiro Suzuki, Kaoru Nagai, Hirokazu Kawagishi, Toshiyuki Kan
Angew. Chem. Int. Ed., 50, 1168-1170 (2011)
(84) Concise synthesis of catechin probes enabling analysis and imaging
of EGCg
Atsushi Yoshida, Yasuo Hirooka, Yusuke Sugata, Mariko Nitta, Tamiko Manabe, Shunsuke Ido, Kouki Murakami, Repon Kumer Saha, Takashi Suzuki, Motohiro Ohshima, Akira Yoshida, Kunihiko Itoh, Kosuke Shimizu, Naoto Oku, Takumi Furuta, Tomohiro Asakawa, Toshiyuki Wakimoto, and Toshiyuki Kan
Chemical Communications (2010) Advance Articlea
(83) Diblock Copolymer of Bacterial Cellulose and Poly(methyl methacrylate)
Initiated by Chain-End-Type Radicals Produced by Mechanical Scission of
Glycosidic Linkages of Bacterial Cellulose.
Sakaguchi, Masato; Ohura, Takeshi; Iwata, Tadahisa; Takahashi, Shuhei;
Akai, Shuji; Kan, Toshiyuki; Murai, Hisao; Fujiwara, Motoyasu; Watanabe,
Osamu; Narita, Mamiko.
Biomacromolecules ACS, 11, 3059-3066 (2010).
(82) Synthesis of Axially Chiral Amino Acid
Furuta Takumi, Yamamoto Junya, Kitamura Yuki, Hashimoto Ayano, Masu Hyuma,
Azumaya Isao, Kan Toshiyuki, Kawabata Takeoa
J. Org. Chem. 75. 7010-7013 (2010)
(81) Structural characteristics of green tea catechins for formation of protein carbonyl in human serum albumin
Takeshi Ishii, Taiki Mori, Tatsuya Ichikawa, Maiko Kaku, Koji Kusaka, Yoshinori Uekusa, Mitsugu Akagawa, Yoshiyuki Aihara, Takumi Furuta, Toshiyuki Wakimoto, Toshiyuki Kan, and Tsutomu Nakayama
Bioorg. Med. Chem. Lett. 18. 4892-4896 (2010
(80) Synthesis of the Optically Active Key Intermediate of FR901483
Shigeru Ieda, Toshiyuki Kan and Tohru Fukuyama
Tetrahedron Letters. 51. 4027-4029 (2010)
(79) Reaction Behavior of Cumulene: Diels-Alder, Friedel-Crafts, and Pd-Catalyzed Domino Reactions
Tomohiro Asakawa, Mie Iinuma, Yuko Wakasugi, Mayumi Kuno, Takumi Furuta, Satoshi Fujii, Kiyoshi Tanaka, and Toshiyuki Kan
Heterocycles, 80. 1125-1147 (2010)
(78) Binding affinity of tea catechins for human serum albumin: Characterization by high-performance affinity chromatography with immobilized albumin column.
Takeshi Ishii, Kanako Minoda, Min-Jung Bae, Taiki Mori, Yoshinori Uekusa, Tatsuya Ichikawa, Yoshiyuki Aihara, Takumi Furuta, Toshiyuki Wakimoto, Toshiyuki Kan, and Tsutomu Nakayama
Molecular Nutrition and Food Research, 54, 816-822 (2010).
(77) Modified Julia-Kocienski Reaction Promoted by Means of m-NPT (Nitrophenyltetrazole) sulfone
Yuki Sakai, Kazutada Ikeuchi, Yuji Yamada, Toshiyuki Wakimoto, Toshiyuki Kan*
SYNLETT, 827-827 (2010)
(76) Development of Photoaffinity Probes for g-Secretase Equipped with a Nitrobenzenesulfonamide-type Cleavable Linker
Satoshi Yokoshima, Yuzo Abe, Naoto Watanabe, Yoichi Kita, Toshiyuki Kan, Takeshi Iwatsubo, Taisuke Tomita and Tohru Fukuyama
Bioorg. Med. Chem. Lett., 19, 6869-6871 (2009)
(75) Solid Support Synthesis of Artificial Phospholipids
Takumi Furuta, Hitoshi Onuki, Masayoshi Mochizuki, Mai Ito, Makoto Inai,
Toshiyuki
Wakimoto, Toshiyuki Kan
(74) Structure-activity relationship study on a 1 adrenergic receptor antagonists
from beer.
Toshiyuki Wakimoto, Makoto Nitta, Kana Kasahara, Taketo Chiba, Yiping Ye,
Kuniro Tsuji, Toshiyuki Kan, Haruo Nukaya, Masaji Ishiguro, Minako Koike,
Yoshiaki Yokoo, Yoshihide Suwa,
Bioorg. Med. Chem. Lett., 19, 5905-5908 (2009)
(73) Regioselective Synthesis of Methylated Epigallocatechin Gallate via
Nitrobenzenesulfonyl (Ns) Protecting Group.
Yoshiyuki Aihara, Atsusi Yoshida, Takumi Furuta, Toshiyuki Wakimoto, Toshifumi
Akizawa, Motomi Konishi, Toshiyuki Kan
Bioorg. Med. Chem. Lett., 19, 4171-4174 (2009)
(72) Stereocontrolled Total Synthesis of (})-FR901483
S. Ieda, Y. Asoh, T. Fujimoto, H. Kitaoka, T. Kan, T. Fukuyama
HETEROCYCLES, 79, 721-738 (2009).
(71) Concise Synthesis of Chafurosides A and B
T. Furuta, M. Nakayama, H. Suzuki, H. Tajimi, M. Inai, H. Nukaya, T. Wakimoto,
T. Kan
Org. Lett., 11. 2233-2236 (2009).
(70) Identification and characterization of flavonoids as sialyltransferase
inhibitors
K. I.P.J. Hidari, K. Oyama, G. Ito, M. Nakayama, M. Inai, S. Goto, Y. Kanai,
K. Watanabe, K. Yoshida, T. Furuta, T. Kan, T. Suzuki
Biochemical and Biophysical Research Communications, 609-613 (2009).
(69) Total Synthesis of (})-Morphine.
Kenji Uchida, Satoshi Yokoshima, Toshiyuki Kan, and Tohru Fukuyama,
HETEROCYCLES, 77, 1219-1234 (2009)
(68) Stereocontrolled Total Synthesis of (?)-Myriocin
M. Inai, T. Goto, T. Furuta, T. Wakimoto, T. Kan
Tetrahedron Asymmetry, 19, 27771-27773 (2008).
(67) Total Synthesis of (?)-Serotobenine
Y. Koizumi, H. Kobayashi, T. Wakimoto, T. Furuta, T. Fukuyama, T. Kan
J. Am. Chem. Soc., 130, 16854-16855 (2008).
(66) Efficient Synthesis of Optically Active Gallocatechin-3-gallate Derivatives
via 6-endo Cyclization.
Yasuo Hirooka, Mariko Nitta, Takumi Furuta, Toshiyuki Kan
Synlett, 3234-3237 (2008).
(65) Versatile Synthesis of Head Group Functionalized Phospholipids via
Oxime Bond Formation
Takumi Furuta, Masayoshi Mochizuki, Mai Ito, Tadanobu Takahashi, Takashi
Suzuki, and Toshiyuki Kan
Org. Lett., 10, 4847-4850 (2008).
(64) Tackling Alzheimerfs disease by means of original synthetic methodologies
in organic chemistry.
T. Kan, T. Fukuyama
J. Syn. Org. Chem., Jpn, 66, 765-773 (2008).
(63) Synthetic Studies on (+)-Manzamine A: Stereoselective Synthesis of
the Tetracyclic Core Framework
Y. Kita, T. Toma, T. Kan, T. Fukuyama
Org. Lett., 10, 3251-3253 (2008).
(62) Synthesis and characteristic stereostructure of biphenanthryl ether.
Y. Koizumi, S. Suzuki, K. Takeda, K. Murahashi, M. Horikawa, K. Katagiri,
H. Masu, I. Azumaya, S. Fujii, T. Furuta, K. Tanaka, T. Kan
Tetrahedron: Asymmetry, 19, 1407-1410 (2008)
(61) Synthesis of diazirine possessing an acetophenone derivative as a
valuable intermediate for a flavonoid photoaffinity probe.,
T. Furuta, M. Ueda, Y. Hirooka, K. Tanaka, T. Kan,
HETEROCYCLES, 811-817 (2008).
(60) One-pot Synthesis of Carbazole via Tandem Suzuki-Miyaura and Amination
Reaction
Y. Kitamura, S. Yoshikawa, T. Furuta, T. Kan
Synlett, 377-380 (2008).
(59) Synthetic Studies on Altemicidin: Stereocontrolled Construction of
the Core Framework
T. Kan, Y. Kawamoto, T. Asakawa, T. Furuta, T. Fukuyama.
Org. Lett., 10, 169-171(2008).
(58) A Versatile Synthesis of a-Amino Acid Derivatives via The Ugi Four-Component
Condensation with a Novel Convertible Isonitrile.
K. Rikimaru, A. Yanagisawa, T. Kan, T. Fukuyama
HETEROCYCLES, 73, 403-417 (2007).
(57) Divergent Synthesis of Multifunctional Molecular Probes Enabled Elucidation
of the Enzyme Specificity of Dipeptidic g-Secretase Inhibitors on Presenilin-Type
Aspartic Proteases
H. Fuwa, Y. Takahashi, Y. Konno, N. Watanabe, H. Miyashita, M. Sasaki,
H. Natsugari, T. Kan, T. Fukuyama, T. Tomita, and T. Iwatsubo
ACS Chemical Biology, 2, 408-418 (2007).
(56) Convenient Synthesis of Photoaffinity Probes and Evaluation of Their
Cross-linking Abilities.
T. Kan, Y. Kita, Y. Morohashi, Y. Tominari, S. Hosoda, H. Natsugari, T.
Tomita, T. Iwatsubo and T. Fukuyama.
Org. Lett., 9, 2055-2058 (2007).
(55) Copper-catalyzed enantioselective conjugate addition of diethylzinc
using axially chiral aminoethyloxy-phosphine ligands.
T. Morimoto, N. Obara, I. Yoshida, K. Tanaka, T. Kan.
Tetrahedron Lett., 48, 3093-3095, (2007).
(59) One-pot Synthesis of Carbazole via Tandem Suzuki-Miyaura and Amination
Reaction
Y. Kitamura, S. Yoshikawa, T. Furuta, T. Kan
Synlett, in press.
(58) Synthetic Studies on Altemicidin: Stereocontrolled
Construction of the Core Framework
Toshiyuki. Kan, Yuichiro Kawamoto, Tomohiro
Asakawa, Takumi Furuta and Tohru Fukuyama.
Org. Lett., in press.
(57) A Versatile Synthesis of a-Amino
Acid Derivatives via The Ugi Four-Component Condensation with
a Novel Convertible Isonitrile.
K. Rikimaru, A. Yanagisawa, T. Kan, T. Fukuyama
HETEROCYCLES, 73, 403-417 (2007).
(56) Divergent Synthesis of Multifunctional Molecular Probes Enabled Elucidation
of the Enzyme Specificity of Dipeptidi g-Secretase Inhibitors on Presenilin-Type Aspartic Proteases
H. Fuwa, Y. Takahashi, Y. Konno, N. Watanabe, H. Miyashita, M. Sasaki,
H. Natsugari, T. Kan, T. Fukuyama, T. Tomita, and T. Iwatsubo
ACS Chemical Biology, 2, 408-418 (2007).
(55) Convenient Synthesis of Photoaffinity Probes and Evaluation of
Their Cross-linking Abilities.
T. Kan, Y. Kita, Y. Morohashi, Y. Tominari, S. Hosoda, H.
Natsugari, T. Tomita, T. Iwatsubo and T. Fukuyama.
Org.
Lett., 9, 2055-2058 (2007).
(54) Concise synthesis of dideoxy-epigallocatechin gallate (DO-EGCG)
and evaluation of its anti-influenza virus activities.
T. Furuta,
Y. Hirooka, A. Abe, Y. Sugata, M. Ueda, K. Murakami, T. Suzuki, K. Tanaka and T.
Kan
Bioorg. Med.
Chem. Lett., 17, 3095-3098 (2007).
(53) Efficient Synthesis of Phenanthridinone
Derivatives via a Domino Coupling
Process.
T. Furuta, Y. Kitamura, A. Hashimoto, S. Fujii, K. Tanaka and T. Kan
Org. Lett.,
9, 183-186 (2007).
(52) Total Synthesis of (+)-Morphine.
K. Uchida, S. Yokoshima, T. Kan, T. Fukuyama.
Org. Lett.,
8, 5311-5313 (2006).
(51) Domino Heck-C-H- Activaeion Reaction of Unsymmetrically Substitute[3]Cumulene.
T. Furuta, T.
Asakawa, M. Iinuma, S. Fujii, K. Tanaka, T. Kan.
Chem Comm, 3648-3650 (2006).
(50) Synthesis
of Bicyclo[3.3.0]octane ring system via Desymmetric
C-H Insertion Reaction
T. Kan, T. Inoue, Y. Kawamoto, M.
Yonehara, T. Fukuyama.
Synlett,
1583-1585 (2006)
(49) Synthesis of biotinylated photoaffinity probes based on arylsulfonamide g-secretase inhibitors.
H. Fuwa, K. Hiromoto, Y. Takahashi, S. Yokoshima, T. Kan, T. Fukuyama, T. Iwatsubo, T. Tomita, H.
Natsugari.
Bioorg.
Med. Chem. Lett., 16,
4184-4189 (2006).
(48) Novel g-secretase
inhibitors discovered by screening in-house natural product synthesis
intermediates library
Y. Takahashi, H. Fuwa, A. Kaneko, M. Sasaki, S. Yokoshima, H. Koizumi,
T. Takebe, T. Kan, T.
Iwatsubo, T. Tomita, H. Natsugari, T. Fukuyama.
Bioorg.
Med. Chem. Lett., 16, 3813-3816 (2006).
(47) Reaction behavior
of cumulene on Diels-Alder and Friedel-Crafts reaction
T. Asakawa, M. Iinuma, T. Furuta, S. Fujii, T. Kan, K. Tanaka.
Chem. Lett., 512-513 (2006).
(46) Carboxy-terminal fragment of Presenilin 1 is
the molecular target of a dipeptidic g-secretase-specific
inhibitor DAPT
Y. Morohashi, T. Kan, Y. Tominari,
H. Fuwa, Y. Okamura, N. Watanabe, H. Natsugari, T. Fukuyama, T. Iwatsubo, T.
Tomita.
J.
Biol. Chem., 281, 14670-14676 (2006).
(45) Synthesis of novel phenylnaphthyl
phosphines and their applications to Pd-catalyzed amidation
Y.
Kitamura, A. Hashimoto, S. Yoshikawa, J. Odaira, T. Furuta, T. Kan, K.
Tanaka.
Synlett,
115-117 (2006).
(44) Synthetic Studies on (-)-Lemonomycin: Stereocontrolled Construction of the 3,8-Diazabicyclo[3.2.1]
Skeleton.
K. Rikimaru, K. Mori, T. Kan and T. Fukuyama.
Chem Comm, 394-396 (2005).
(43) Acetoxy
Group Directed Cyclization Promoted by SmI2: Directing Group Determined Stereocomplementarity.
T. Kan, S. Hosokawa, S. Nara, H. Tamiya, H.
Shirahama, F. Matsuda.
J. Org. Chem., 69, (2004) 8956-8958.
(42) Total Synthesis of (-)-Ephedradine A (Orantine): An Efficient Construction of Optically Active
Dihydrobenzofuran-ring via C-H Insertion Reaction.
W. Kurosawa, H. Kobayashi, T. Kan and Tohru Fukuyama,
Tetrahedron, 60 9615-9628 (2004).
(41) Synthetic Studies on (+)-Naphthyridinomycin:
Stereoselective Synthesis of the Tetracyclic Core Framework.
K. Mori, K. Rikimaru, T.
Kan and T. Fukuyama.
Org. Lett.,
6, 3095-3097 (2004).
(40) Stereocontrolled Total Synthesis of Potent
Immunosuppressant FR901483.
T. Kan, T. Fujimoto, Y. Asoh, S.
Ieda, H. Kitaoka and T. Fukuyama.
Org. Lett., 6, 2729-2731 (2004).
(39) Stereoselective Nucleophilic Addition
Reaction with a New Chiral Template and Its Application to Synthesis of
Optically Active a-Arylglycine
Derivatives.
S. Tohma, K. Rikimaru, A. Endo, T.
Kan, T. Fukuyama,
Synthesis, 909-917 (2004).
(38) Highly efficient syntesis of medium-sized lactams via intramolecular Staudinger-aza-Wittig
reaction of w-azide pentaphenyl ester: synthesis and biological evaluation of LY411575
analogues.
H. Fuwa, Y. Okamura, Y. Morohashi, T.
Tomita, T. Iwatsubo, T. Kan, T. Fukuyama and H. Natsuari,
TetrahedronLett., 45, 2323-2326 (2004).
(37) Parallel Synthesis of DAPT Derivatives and
Their g-Secretase-Inhibitory
Activity.
T. Kan, Y. Tominari, K.
Rikimaru, Y. Morohashi, H. Natsugari, T. Tomita, T. Iwatsubo and T. Fukuyama,
Bioorg.
Med. Chem. Lett.,14,
1983-1985 (2004).
(36) Ns Strategies: A Highly Versatile Synthetic Method for Aminess.
T. Kan,T. Fukuyama,
Chem Comm, 353-359 (2004).
(35) A Versatile Synthesis of a-Amino
Acid Derivatives via the Ugi
Four-Component Condensation with a Novel
Convertible Isonitrile.
K. Rikimaru, A. Yanagisawa, T. Kan,
T. Fukuyama,
Synlett, 41-44 (2004).
(34) Total Synthesis of Potent Antitumor
Alkaloid Ecteinascidin 743.
T. Kan,
J. Syn. Org.
Chem., Jpn, 61, 949-960 (2003).
(33) Solid-Phase Synthesis of Photoaffinity Probes: Highly Efficient
Incorporation of Biotin-tag and Cross-linking group.
T. Kan, Y. Tominari, Y. Morohashi,
H. Natsugari, T. Tomita, T. Iwatsubo, T. Fukuyama,
Chem Comm, 2244-2245 (2003).
(32) Stereocontrolled Total Synthesis of (-)-Ephedradine A (Orantine).
W. Kurosawa, T. Kan, T. Fukuyama,
J. Am.
Chem. Soc., 125, 8112-8113
(2003).
(31) Sulindac sulfide is a non-competitive g-secretase
inhibitor that preferentially reduces Ab42 generation.
Y. Takahashi, I. Hayashi, Y. Tominari, K. Rikimaru, Y. Morohashi, T. Kan, H. Natsugari, T. Fukuyama, T. Tomita, T. Iwatsubo,
J.
Bio. Chem., 278, 18664-18670 (2003).
(30) An Efficient Synthesis of Optically Active trans-2-Aryl-2,3-dihydrobenzofuran-3-carboxylic
Acid Esters via C-H Insertion
Reaction.
W. Kurosawa, T. Kan, T. Fukuyama,
Synlett, 1028-1030
(2003).
(29) Preparation of Secondary Amines from Primary
Amines via 2-Nitrobenzenesulfonamides:
N-(4-Methoxybenzyl)-3-phenylpropylamine.
W. Kurosawa, T. Kan, T. Fukuyama,
Org. Synth., 79, 186 (2002).
(28) Highly Versatile Synthesis of Polyamines by the Ns-strategy on a
Novel Trityl Chloride Resin.
T. Kan,
H. Kobayashi, T. Fukuyama,
Synlett 1338-1340
(2002).
(27) Efficient Macrocyclization by Means of 2-Nitrobenzenesulfonamide and TotalSynthesis of Lipogrammistin-A.
T. Kan, A. Fujiwara, H. Kobayashi, T. Fukuyama,
Tetrahedron,
58, 6267-6276 (2002).
(26) Total Synthesis of Ecteinascidin 743.
A. Endo, A. Yanagisawa, M. Abe, S. Tohma, T. Kan,
T. Fukuyama,
J.
Am. Chem. Soc., 124, 6552-6554 (2002).
(25) Efficient Synthesis of Medium-Sized Cyclic
Amines by Means of 2-Nitrobenzenesulfonamide.
T. Kan,
H. Kobayashi, T. Fukuyama,
Synlett, 697-699
(2002).
(24) Highly Versatile Synthesis of Nitrogen-Containing Compounds by Means of
Nitrobenzene-sulfon-amides.
T. Kan, T. Fukuyama,
J.
Syn. Org. Chem., Jpn, 59, 779-789 (2001).
(23) Dogger Bank
Itch revisited: isolation of (2-hydroxyethyl) dimethylsulfoxonium chloride as a
cytotoxic constituent from the marine sponge Theonella aff. Mirabilis.
K. Warabi, Y. Nakao,
S. Matsunaga, T. Fukuyama, T. Kan, S. Yokoshima, N. Fusetani,
Comp.
Biochem. Physiol., 128B, 27-30,
(2001).
(22) Synthesis of Optically Active Arylglycines:
Stereoselective Mannich Reaction of Phenols with a New Chiral Template.
S. Tohma, A. Endo, T.
Kan, T. Fukuyama,
Synlett, 1179-1181
(2001).
(21) Total Synthesis of Lipogrammistin-A: Efficient Macrocyclization with 2-Nitrobenzene-sulfonamide.
A. Fujiwara,
T. Kan, T. Fukuyama,
Synlett, 1667-1669 (2000).
(20) Total Synthesis of Polyamine Toxin HO-416b ang Agel-489 Using a 2-Nitrobenzene-sulfonamide
Strategy.
Y. Hidai, T. Kan, T. Fukuyama,
Chem. Pharm. Bull., 48, 1570-1576, (2000).
(19) Hydroxy-Directed, SmI2-Induced Conversion of Carbohydrates into Carbocycles.
T. Kan, S. Nara, T.
Ozawa, H. Shirahama, F. Matsuda,
Angew. Chem. Int. Ed., 39, 355 (2000).
(18) N-Carboalkoxy-2-Nitrobenzenesulfonamides:
A Practical Preparation of N-Boc-, N-Alloc-, and N-Cbz-Protected Primary Amines.
T. Fukuyama, M. Cheung, T. Kan,
Synlett, 1301-1303 (1999).
(17) Synthetic Study on
Ecteinascidin 743 Starting from D-Glucose.
A. Endoh, T. Kan,
T. Fukuyama,
Synlett, 1103-1105 (1999).
(16) Total Synthesis of Polyamine Toxin HO-416b
Utilizing the 2-Nitrobenzenesulfonamide Protecting Group.
Y. Hidai, T. Kan, T. Fukuyama,
Tetrahedron Lett.,
40, 4711 (1999).
(15) Internal
Activation of Acrylate-Type Dienophiles in Diels-Alder Reactions.
Stereselective Synthesis of Conformationally Constrained Glutamate Analogs.
Y.
Ohfune, T. Kan, T. Nakajima,
Tetrahedron, 54.
5207-5224 (1998).
(14) Asymetric Syntheses of 5- and 6-Membered
carbocyclic Serine Analogs via an Intermolecular Strecker Synthesis.
Y. Ohfune, K. Nanba, I. Takada, T. Kan, M. Horikawa, T. Nakajima,
Chirality, 9, 459, (1997).
(13) 2,4-Dinitrobenzenesulfonamides:
A Simple and Practical Method for the Preparation of Secondary Amines and
Diamines.
T. Fukuyama, M. Cheung, C. -K. Jow, Y. Hidai, T. Kan,
Tetrahedron Lett.,
38, 5831-5834 (1997).
(12) Efficient Syntheses of Amadori Rearrangement
Compounds.
T. Iwamoto, T.
Kan, S. Katsumura,Y. Ohfune,
Synlett, 169-170 (1996).
(11) Internal Activation of Acrylate-Type
Dienophiles in Diels-Alder Reactions.
T.
Kan, Y. Ohfune,
Tetrahedron Lett., 36, 943-946 (1995).
(10) Synthetic Studies on Grayanotoxins.
Diastereofacially Selective Dieles-Alder Reaction of 4-Bebzyloxy-2-pentenoate.
T. Kan, M. Oikawa, S. Hosokawa, M. Yanagiya, F. Matsuda, H. Shirahama,
Synlett, 801-804 (1994).
(9) Synthetic
Studies on Grayanotoxins. Stereocontrolled Construction of CD-Ring of Grayanotoxins.
T. Kan, M. Oikawa, S.
Hosokawa, M. Yanagiya, F. Matsuda, H. Shirahama,
Synlett, 805-808 (1994).
(8) Total Synthesis of (-)-Grayanotoxin(III).
T. Kan, S. Hosokawa, S. Nara, M. Oikawa, S Ito, F. Matsuda, H. Shirahama,
J. Org. Chem., 59, 5532-5534 (1994).
(7) Stereoselective Cyclization Mediated by Samarium(II)Iodide Using Allyl
Sulfides and Sulfones as Ketyl Radical Acceptors.
T. Kan, S. Nara, S.
Ito, F. Matsuda, H.Shirahama,
J.
Org. Chem., 59, 5111-5111
(1994).
(6) Stereocontrolled Construction of B-Ring of
Grayanotoxins via Samarium(II) Iodide Promoted Pinacol Coupling Cyclization.
T. Kan, F. Matsuda, M. Yanagiya, H. Shirahama,
Synlett, 391-392 (1991).
(5) Total
Synthesis of (+)-Thrsiferol, (+)-Thyrsiferyl 23-Acetate and Venustatriol.
M. Hashimoto, T. Kan, K. Nozaki, M. Yanagiya, H.
Shirahama, T. Matsumoto,
J. Org.
Chem., 59, 5088-5107 (1990).
(4) Effective
Deprotection of 2-(Trimethylsilylethoxy)methlated Alchols (SEM ethers),
Synthesis of (+)-Thyrsiferyl 23-Acetate.
T. Kan, M. Hashimoto, M. Yanagiya, H. Shirahama,
Tetrahedron. Lett., 29, 5417-5418 (1988).
(3) Formation
of Bicyclo[4.2.0]octane System from Cyclooctenyl Cation Equivalent. Biomimetic
Cyclization of Humulene to Protoilludane Derivaties.
T. Takatsu, S. Ito, T. Kan, H. Shirahama, T. Matsumoto,
Synlett, 40-42 (1989).
(2) Total Synthesis of (+)-Thrsiferol and Venustatriol,
M. Hashimoto, T. Kan, K. Nozaki, M. Yanagiya, H.
Shirahama, T.Matsumoto,
Tetrahedron Lett., 29, 1143-1144 (1988).
(1) Synthesis
of A-B-C-Ring Segment of Thrsiferoll. Construction of a Strained
Tetrahydropyran Ring Existenece as
a Boat Form,
M. Hashimoto, T. Kan, M. Yanagiya, H. Shirahama, T. Matsumoto,
Tetrahedron Lett., 28, 5565-5668 (1987).