Pure and Applied Chemistry

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• Adachi Masaatsu, Imazu Takuya, Sakakibara Ryo, Satake Yoshiki, Isobe Minoru, Nishikawa Toshio: Total Synthesis of Chiriquitoxin, an Analogue of Tetrodotoxin Isolated from the Skin of a Dart Frog. Chem. Eur. J. 2014, 20, 1247. <http://dx.doi.org/10.1002/chem.201304110>
• Wang Rongzhi, Huang Ailing, Liu Licai, Xiang Shuangshuang, Li Xiufeng, Ling Sumei, Wang Lei, Lu Tun, Wang Shihua: Construction of a single chain variable fragment antibody (scFv) against tetrodotoxin (TTX) and its interaction with TTX. Toxicon 2014, 83, 22. <http://dx.doi.org/10.1016/j.toxicon.2014.02.021>
• Lago-Santomé Hugo, Meana-Pañeda Rubén, Alonso Ricardo: A Convergent Approach to the Dioxaadamantane Core of (+/-)-Tetrodotoxin. J. Org. Chem. 2014, 140415140713005. <http://dx.doi.org/10.1021/jo500056w>
• Kudo Yuta, Finn Julian, Fukushima Kohei, Sakugawa Satsuki, Cho Yuko, Konoki Keiichi, Yotsu-Yamashita Mari: Isolation of 6-Deoxytetrodotoxin from the Pufferfish, Takifugu pardalis, and a Comparison of the Effects of the C-6 and C-11 Hydroxy Groups of Tetrodotoxin on Its Activity. J. Nat. Prod. 2014, 140328112628005. <http://dx.doi.org/10.1021/np401097n>
• Naumova A. S., Mikhaylov A. A., Khomutova Yu. A., Novikov R. A., Arkhipov D. E., Korlyukov A. A., Ioffe S. L.: Three-step assembly of 4-aminotetrahydropyran-2-ones from isoxazoline-2-oxides. RSC Adv. 2014, 4, 12467. <http://dx.doi.org/10.1039/c3ra47309k>
• Bane Vaishali, Lehane Mary, Dikshit Madhurima, O'Riordan Alan, Furey Ambrose: Tetrodotoxin: Chemistry, Toxicity, Source, Distribution and Detection. Toxins 2014, 6, 693. <http://dx.doi.org/10.3390/toxins6020693>
• Nishikawa Toshio, Isobe Minoru: Synthesis of Tetrodotoxin, a Classic but Still Fascinating Natural Product. The Chemical Record 2013, 13, 286. <http://dx.doi.org/10.1002/tcr.201200025>
• Moczydlowski Edward G.: The molecular mystique of tetrodotoxin. Toxicon 2013, 63, 165. <http://dx.doi.org/10.1016/j.toxicon.2012.11.026>
• Adachi Masaatsu, Imazu Takuya, Isobe Minoru, Nishikawa Toshio: An Improved Synthesis of (−)-5,11-Dideoxytetrodotoxin. J. Org. Chem. 2013, 78, 1699. <http://dx.doi.org/10.1021/jo302773f>
• Chau Jaclyn, Xu Sanjia, Ciufolini Marco A.: Assembly of a Key Dienic Intermediate for Tetrodotoxin via a Machetti–DeSarlo Reaction. J. Org. Chem. 2013, 78, 11901. <http://dx.doi.org/10.1021/jo401960p>
• Chulanetra Monrat, Bangphoomi Kunan, Sookrung Nitat, Thanongsaksrikul Jeeraphong, Srimanote Potjanee, Sakolvarvaree Yuwaporn, Choowongkomon Kiattawee, Chaicumpa Wanpen: Human ScFv that block sodium ion channel activity of tetrodotoxin. Toxicon 2012, 59, 272. <http://dx.doi.org/10.1016/j.toxicon.2011.11.012>
• Kudo Yuta, Yasumoto Takeshi, Konoki Keiichi, Cho Yuko, Yotsu-Yamashita Mari: Isolation and Structural Determination of the First 8-epi-type Tetrodotoxin Analogs from the Newt, Cynops ensicauda popei, and Comparison of Tetrodotoxin Analogs Profiles of This Newt and the Puffer Fish, Fugu poecilonotus. Marine Drugs 2012, 10, 655. <http://dx.doi.org/10.3390/md10030655>
• Williams Becky L., Hanifin Charles T., Brodie Edmund D., Caldwell Roy L.: Ontogeny of Tetrodotoxin Levels in Blue-ringed Octopuses: Maternal Investment and Apparent Independent Production in Offspring of Hapalochlaena lunulata . J Chem Ecol 2011, 37, 10. <http://dx.doi.org/10.1007/s10886-010-9901-4>
• Chau Jaclyn, Ciufolini Marco A.: The Chemical Synthesis of Tetrodoxin: An Ongoing Quest. Marine Drugs 2011, 9, 2046. <http://dx.doi.org/10.3390/md9102046>
• Chulanetra Monrat, Sookrung Nitat, Srimanote Potjanee, Indrawattana Nitaya, Thanongsaksrikul Jeeraphong, Sakolvaree Yuwaporn, Chongsa-Nguan Manas, Kurazono Hisao, Chaicumpa Wanpen: Toxic Marine Puffer Fish in Thailand Seas and Tetrodotoxin They Contained. Toxins 2011, 3, 1249. <http://dx.doi.org/10.3390/toxins3101249>
• Cagide-Fagín Fernando, Alonso Ricardo: A Cascade Annulation Based Convergent Approach to Racemic Tetrodotoxin. Eur J Org Chem 2010, 2010, 6741. <http://dx.doi.org/10.1002/ejoc.201001159>
• Akai Shoji, Seki Hidehito, Sugita Naoki, Kogure Tomokazu, Nishizawa Naoki, Suzuki Katsuhiko, Nakamura Yutaka, Kajihara Yasuhiro, Yoshimura Juji, Sato Ken-ichi: Total Synthesis of (−)-Tetrodotoxin from D-Glucose: A New Route to Multi-Functionalized Cyclitol Employing the Ferrier(II) Reaction toward (−)-Tetrodotoxin. Bull Chem Soc Jpn 2010, 83, 279. <http://dx.doi.org/10.1246/bcsj.20090194>
• Nishikawa Toshio, Koide Yuya, Adachi Masaatsu, Isobe Minoru: Synthesis of an Advanced Intermediate Bearing Two Hydroxy Groups for (−)-Tetrodotoxin and Its Analogs. Bull Chem Soc Jpn 2010, 83, 66. <http://dx.doi.org/10.1246/bcsj.20090223>
• Williams Becky L.: Behavioral and Chemical Ecology of Marine Organisms with Respect to Tetrodotoxin. Marine Drugs 2010, 8, 381. <http://dx.doi.org/10.3390/md8030381>
• P. Hsung Richard, Wang Jiashi, K. Ghosh Sunil, Wei Yonggang, B. Feltenberger John: A Cyclic Acetal Tethered Intramolecular Diels-Alder Cycloaddition. Studies Directed toward a Total Synthesis of (±)-Fusidilactone C. HETEROCYCLES 2010, 82, 1379. <http://dx.doi.org/10.3987/COM-10-S(E)93>
• Kobayashi Jun'ichi, Kubota Takaaki: The Daphniphyllum alkaloids. Nat Prod Rep 2009, 26, 936. <http://dx.doi.org/10.1039/b813006j>
• Christian Bernd, Luckas Bernd: Determination of marine biotoxins relevant for regulations: from the mouse bioassay to coupled LC-MS methods. Anal Bioanal Chem 2008, 391, 117. <http://dx.doi.org/10.1007/s00216-007-1778-x>
• NARAHASHI Toshio: Tetrodotoxin. Proc Jpn Acad Ser B 2008, 84, 147. <http://dx.doi.org/10.2183/pjab.84.147>
• Hwang Pai-An, Tsai Yung-Hsiang, Lin Shin-Jung, Hwang Deng-Fwu: The Gastropods Possessing TTX and/or PSP. Food Rev Int 2007, 23, 321. <http://dx.doi.org/10.1080/87559120701418384>
• HWANG Pai-An, NOGUCHI Tamao, HWANG Deng-Fwu: Paralytic shellfish poison as an attractant for toxic snails. Fisheries Sci 2007, 73, 202. <http://dx.doi.org/10.1111/j.1444-2906.2007.01320.x>
• Urabe Daisuke, Nishikawa Toshio, Isobe Minoru: An Efficient Total Synthesis of Optically Active Tetrodotoxin from Levoglucosenone. Chem Asian J 2006, 1, 125. <http://dx.doi.org/10.1002/asia.200600038>
• Kaufman Teodoro S., Rúveda Edmundo A.: Die Jagd auf Chinin: Etappenerfolge und Gesamtsiege. Angew Chem 2005, 117, 876. <http://dx.doi.org/10.1002/ange.200400663>
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• Berlinck Roberto G. S., Kossuga Miriam H.: Natural guanidine derivatives. Nat Prod Rep 2005, 22, 516. <http://dx.doi.org/10.1039/b209227c>
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• Munro Murray H. G., Northcote Peter T., Prinsep Michèle R., Blunt John W., Copp Brent R.: Marine natural products. Nat Prod Rep 2005, 22, 15. <http://dx.doi.org/10.1039/b415080p>
• Koert Ulrich: Synthesen von Tetrodotoxin. Angew Chem 2004, 116, 5690. <http://dx.doi.org/10.1002/ange.200461097>
• Koert Ulrich: Syntheses of Tetrodotoxin. Angew Chem Int Ed 2004, 43, 5572. <http://dx.doi.org/10.1002/anie.200461097>
• Suenaga Kiyotake: Bioorganic Studies on Marine Natural Products with Bioactivity, Such as Antitumor Activity and Feeding Attractance. Bull Chem Soc Jpn 2004, 77, 443. <http://dx.doi.org/10.1246/bcsj.77.443>
• Tokunaga Takashi, Dohmura Atsushi, Takada Noboru, Ueda Minoru: Cytotoxic Antifeedant from Dionaea muscipula Ellis: A Defensive Mechanism of Carnivorous Plants against Predators. Bull Chem Soc Jpn 2004, 77, 537. <http://dx.doi.org/10.1246/bcsj.77.537>
• Paddle Brian M.: Therapy and prophylaxis of inhaled biological toxins. J Appl Toxicol 2003, 23, 139. <http://dx.doi.org/10.1002/jat.903>
• Kesel Andreas J: A system of protein target sequences for anti-RNA-viral chemotherapy by a vitamin B6-Derived zinc-Chelating trioxa-adamantane-triol. biorg med chem 2003, 11, 4599. <http://dx.doi.org/10.1016/S0968-0896(03)00500-5>
• Nishikawa Toshio, Urabe Daisuke, Yoshida Kazumasa, Iwabuchi Tomoko, Asai Masanori, Isobe Minoru: Stereocontrolled Synthesis of 8,11-Dideoxytetrodotoxin, Unnatural Analogue of Puffer Fish Toxin. Org Lett 2002, 4, 2679. <http://dx.doi.org/10.1021/ol026177a>
• Shoji Yuki, Yotsu-Yamashita Mari, Miyazawa Teruo, Yasumoto Takeshi: Electrospray Ionization Mass Spectrometry of Tetrodotoxin and Its Analogs: Liquid Chromatography/Mass Spectrometry, Tandem Mass Spectrometry, and Liquid Chromatography/Tandem Mass Spectrometry. Analytical Biochemistry 2001, 290, 10. <http://dx.doi.org/10.1006/abio.2000.4953>
• Nishikawa Toshio, Asai Masanori, Ohyabu Norio, Yamamoto Noboru, Fukuda Yoshio, Isobe Minoru: Synthesis of a common key intermediate for (−)-tetrodotoxin and its analogs. Tetrahedron 2001, 57, 3875. <http://dx.doi.org/10.1016/S0040-4020(01)00258-7>
• Asai Masanori, Nishikawa Toshio, Ohyabu Norio, Yamamoto Noboru, Isobe Minoru: Stereocontrolled synthesis of (−)-5,11-dideoxytetrodotoxin. Tetrahedron 2001, 57, 4543. <http://dx.doi.org/10.1016/S0040-4020(01)00382-9>
• Yotsu-Yamashita Mari, Sugimoto Atsuko, Terakawa Takahiro, Shoji Yuki, Miyazawa Teruo, Yasumoto Takeshi: Purification, characterization, and cDNA cloning of a novel soluble saxitoxin and tetrodotoxin binding protein from plasma of the puffer fish, Fugu pardalis. European Journal of Biochemistry 2001, 268, 5937. <http://dx.doi.org/10.1046/j.0014-2956.2001.02547.x>
• Nishikawa Toshio, Asai Masanori, Ohyabu Norio, Yamamoto Noboru, Isobe Minoru: Stereoselektive Synthese von (−)-5,11-Didesoxytetrodotoxin. Angew Chem 1999, 111, 3268. <http://dx.doi.org/10.1002/(SICI)1521-3757(19991018)111:20<3268::AID-ANGE3268>3.0.CO;2-I>
• Nishikawa Toshio, Ohyabu Norio, Yamamoto Noboru, Isobe Minoru: New synthetic route of guanidine from trichloroacetamide for tetrodotoxin and its related compounds. Tetrahedron 1999, 55, 4325. <http://dx.doi.org/10.1016/S0040-4020(99)00140-4>
• Alcaraz A., Whipple R.E., Gregg H.R., Andresen B.D., Grant P.M.: Analysis of tetrodotoxin. Forensic Sci Int 1999, 99, 35. <http://dx.doi.org/10.1016/S0379-0738(98)00171-6>
• AKAI Shoji, NAKAMURA Yutaka, KAJIHARA Yasuhiro, YOSHIMURA Juji, SATO Ken-ichi: Crystal Structure of (1R,2R,3S,4S,5S,6S,7R,9S)-6-Azido-7-cyano-3-C-hydroxymethyl-3,3'-di-O-isopropylidene-9-methoxy-2,4,5-tris(O-methoxymethyl)-2,3,4,5-tetrahydroxy-8-oxabicyclo(4.3.0)nonane, toward Tetrodotoxin. Anal Sci 1999, 15, 501. <http://dx.doi.org/10.2116/analsci.15.501>
• AKAI Shoji, SUGITA Naoki, YOSHIMURA Juji, SATO Ken-ichi: Crystal Structure of Potential Key Compounds, DL-(1,2,3',4,5,6'/3,6)-6-Azido-5'-O-t-butyldiphenylsilyl-6-(cyano)-hydroxymethyl-3,5-di-C-hydroxymethyl-1,2:3,3'-di-O-isopropylidene-4-O-methoxymethyl- 1,2,3,4-cyclohexanetetrol, toward (.+-.)-Tetrodoxin. Anal Sci 1999, 15, 503. <http://dx.doi.org/10.2116/analsci.15.503>
• Bamba Makoto, Nishikawa Toshio, Isobe Minoru: Stereoelectronic and steric control in chiral cyclohexane synthesis toward (−)-tetrodotoxin. Tetrahedron 1998, 54, 6639. <http://dx.doi.org/10.1016/S0040-4020(98)00331-7>
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