[{"@context":"http:\/\/schema.org\/","@type":"BlogPosting","@id":"https:\/\/wiki.edu.vn\/jp\/wiki6\/archives\/6191#BlogPosting","mainEntityOfPage":"https:\/\/wiki.edu.vn\/jp\/wiki6\/archives\/6191","headline":"\u30c7\u30d6\u30ed\u30e2\u30a2\u30d7\u30ea\u30b7\u30a2\u30c8\u30ad\u30b7\u30f3 – Wikipedia","name":"\u30c7\u30d6\u30ed\u30e2\u30a2\u30d7\u30ea\u30b7\u30a2\u30c8\u30ad\u30b7\u30f3 – Wikipedia","description":"\u30c7\u30d6\u30ed\u30e2\u30a2\u30d7\u30ea\u30b7\u30a2\u30c8\u30ad\u30b7\u30f3 (1S,3R,4S,5S,9R,13S,14R)-13-Hydroxy-9-[(1R)-1-hydroxyethyl]-3-[(2S,5S)-5-(3-hydroxyphenyl)-5-methoxypentan-2-yl]-4,14,16,16-tetramethyl-2,6,10,17-tetraoxatricyclo[11.3.1.1\u00b9,\u2075]octadecane-7,11-dione \u8b58\u5225\u60c5\u5831 CAS\u767b\u9332\u756a\u53f7 52423-28-6 PubChem 5352033 ChemSpider 4509004 KEGG C05148 \u30d0\u30a4\u30eb\u30b7\u30e5\u30bf\u30a4\u30f3 4624539 [C@@]123O[C@]([C@H](C)CC1(C)C)(CC(O[C@@]([C@@H](C)O)(CC(OC(C2)[C@H](C)[C@](O3)([C@H](CC[C@@H](C=4C=CC=C(C4)O)OC)C)[H])=O)[H])=O)O 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g mol\u22121\u5916\u89b3White powder\u5bc6\u5ea61.2\u00b10.1 g\/cm3\u6c34\u3078\u306e\u6eb6\u89e3\u5ea60.00911 mg\/mLlog POW4.2\u84b8\u6c17\u57270.0\u00b12.7 mmHg\u9178\u89e3\u96e2\u5b9a\u6570 pKa9.36\u5869\u57fa\u89e3\u96e2\u5b9a\u6570 pKb-3\u5371\u967a\u6027\u4e3b\u306a\u5371\u967a\u6027Cancerous, dermitis, oral and gastrointestinal inflammations\u5f15\u706b\u70b9239.0\u00b126.4 \u00b0C\u7279\u8a18\u306a\u304d\u5834\u5408\u3001\u30c7\u30fc\u30bf\u306f\u5e38\u6e29 (25\u00a0\u00b0C)\u30fb\u5e38\u5727 (100\u00a0kPa) \u306b\u304a\u3051\u308b\u3082\u306e\u3067\u3042\u308b\u3002  \u30c7\u30d6\u30ed\u30e2\u30a2\u30d7\u30ea\u30b7\u30a2\u30c8\u30ad\u30b7\u30f3\uff08debromoaplysiatoxin\uff09\u306f\u3001\u30b7\u30a2\u30ce\u30d0\u30af\u30c6\u30ea\u30a2\u306e\u4e00\u7a2eMoorea producens\u304c\u751f\u7523\u3059\u308b\u30b7\u30a2\u30ce\u30c8\u30ad\u30b7\u30f3\u3067\u3042\u308b\u3002\u3053\u306e\u6d77\u6d0b\u6027\u30b7\u30a2\u30ce\u30d0\u30af\u30c6\u30ea\u30a2\u306f\u6d77\u85fb\u76ae\u819a\u708e\uff08seaweed dermatitis\uff09\u3092\u5f15\u304d\u8d77\u3053\u3059\u3002\u30c7\u30d6\u30ed\u30e2\u30a2\u30d7\u30ea\u30b7\u30a2\u30c8\u30ad\u30b7\u30f3\u306f\u767a\u304c\u3093\u30d7\u30ed\u30e2\u30fc\u30bf\u30fc\u3067\u3042\u308b\u3002\u307e\u305f\u3001\u69d8\u3005\u306a\u30de\u30a6\u30b9\u306e\u304c\u3093\u7d30\u80de\u682a\u306b\u5bfe\u3057\u3066\u6297\u5897\u6b96\u6d3b\u6027\u3092\u6709\u3059\u308b\u3002\u6d77\u85fb\u76ae\u819a\u708e\u306f\u30cf\u30ef\u30a4\u306e\u30aa\u30a2\u30d5\u5cf6\u30671958\u5e74\u306b\u521d\u3081\u3066\u5831\u544a\u3055\u308c\u305f\u3002\u6d77\u3067\u6cf3\u3044\u3067\u3044\u305f\u7d04125\u4eba\u304c\u75d2\u307f\u3001\u706b\u50b7\u3001\u6c34\u81a8\u308c\u3001\u6e7f\u75b9\u3001\u843d\u5c51\u306e\u3088\u3046\u306a\u75c7\u72b6\u306b\u60a9\u307e\u3055\u308c\u305f\u3002\u3053\u306e\u6d77\u85fb\u76ae\u819a\u708e\u306e\u539f\u56e0\u7269\u8cea\u306f\u30011968\u5e74\u306b\u65e5\u672c\u306e\u6c96\u7e04\u306e\u4eba\u3005\u304c\u30cf\u30ef\u30a4\u306e\u5834\u5408\u3068\u540c\u3058\u75c7\u72b6\u306b\u82e6\u3057\u3081\u3089\u308c\u308b\u307e\u3067\u77e5\u3089\u308c\u3066\u3044\u306a\u304b\u3063\u305f\u3002\u7814\u7a76\u8005\u3089\u304cLyngbya majuscula\uff08\u73fe\u5728\u306fLyngbya\u5c5e\u3068\u306f\u5225\u306eMoorea producens\u3068\u5206\u985e\u3055\u308c\u3066\u3044\u308b\uff09\u304b\u30891973\u5e74\u306b\u30b5\u30f3\u30d7\u30eb\u3092\u53d6\u3063\u305f\u5f8c\u3001\u5f7c\u3089\u306f\u30c7\u30d6\u30ed\u30e2\u30a2\u30d7\u30ea\u30b7\u30a2\u30c8\u30ad\u30b7\u30f3\u304c\u3053\u306e\u76ae\u819a\u708e\u306e\u539f\u56e0\u7269\u8cea\u3067\u3042\u308b\u3053\u3068\u3092\u660e\u3089\u304b\u306b\u3057\u305f[1][2]\u30021980\u5e74\u3001\u30cf\u30ef\u30a4\u306e\u30aa\u30a2\u30d5\u5cf6\u3067\u6d77\u85fb\u76ae\u819a\u708e\u306e\u5927\u767a\u751f\u304c\u8d77\u3053\u3063\u305f\u3002L. majuscula\u306e\u8a66\u6599\u304b\u3089\u3001\u3053\u306e\u30b7\u30a2\u30ce\u30d0\u30af\u30c6\u30ea\u30a2\u306f\u30a2\u30d7\u30ea\u30b7\u30a2\u30c8\u30ad\u30b7\u30f3\u3001\u30c7\u30d6\u30ed\u30e2\u30a2\u30d7\u30ea\u30b7\u30a2\u30c8\u30ad\u30b7\u30f3\u3001\u30ea\u30f3\u30b0\u30d3\u30a2\u30c8\u30ad\u30b7\u30f3A\u306e\u6df7\u5408\u7269\u3092\u542b\u3080\u3053\u3068\u304c\u660e\u3089\u304b\u306b\u3055\u308c\u305f\u3002\u3053\u308c\u30893\u3064\u306e\u7269\u8cea\u304c\u6d77\u85fb\u76ae\u819a\u708e\u306e\u539f\u56e0\u7269\u8cea\u306e\u3088\u3046\u3067\u3042\u308b[2]\u3002  \u5f8c\u306e1994\u5e74\u3001\u30cf\u30ef\u30a4\u5cf6\u3001\u30de\u30a6\u30a4\u5cf6\u3001\u30aa\u30a2\u30d5\u5cf6\u306e\u4f4f\u6c11\u304c\u98df\u4e2d\u6bd2\u306b\u304b\u304b\u3063\u305f\u3002\u3053\u308c\u3089\u306e\u5cf6\u306e\u4f4f\u6c11\u306f\u7d05\u85fbGracilaria coronopifolia\u3092\u542b\u3080\u69d8\u3005\u306a\u7a2e\u985e\u306e\u85fb\u3092\u3057\u3070\u3057\u3070\u98df\u3059\u308b\u3002\u3053\u306e\u7d05\u85fb\u306e\u8a66\u6599\u3092\u53d6\u3063\u305f\u5f8c\u3001\u305d\u308c\u3089\u304c\u30a2\u30d7\u30ea\u30b7\u30a2\u30c8\u30ad\u30b7\u30f3\u3068\u30c7\u30d6\u30ed\u30e2\u30a2\u30d7\u30ea\u30b7\u30a2\u30c8\u30ad\u30b7\u30f3\u306e2\u7a2e\u985e\u306e\u6bd2\u7d20\u3092\u542b\u3093\u3067\u3044\u308b\u3053\u3068\u304c\u5206\u304b\u3063\u305f\u3002\u3055\u3089\u306b\u3001G. coronopifolia\u306e\u8868\u9762\u306b\u30b7\u30a2\u30ce\u30d0\u30af\u30c6\u30ea\u30a2\u304c\u5bc4\u751f\u3057\u3066\u3044\u308b\u306e\u304c\u89b3\u5bdf\u3055\u308c\u305f\u3002\u3057\u305f\u304c\u3063\u3066\u3053\u306e\u98df\u4e2d\u6bd2\u4e8b\u4ef6\u306e\u771f\u306e\u539f\u56e0\u306f\u30b7\u30a2\u30ce\u30d0\u30af\u30c6\u30ea\u30a2\u3067\u3042\u308b\u53ef\u80fd\u6027\u304c\u3042\u308b[3]\u3002\u305d\u306e\u7acb\u4f53\u7684\u8907\u96d1\u3055\u3068\u7279\u7570\u306a\u5206\u5b50\u69cb\u9020\u306e\u305f\u3081\u3001\u30c7\u30d6\u30ed\u30e2\u30a2\u30d7\u30ea\u30b7\u30a2\u30c8\u30ad\u30b7\u30f3\u306f\u5168\u5408\u6210\u306e\u6a19\u7684\u3068\u306a\u3063\u3066\u3044\u308b\u30021987\u5e74\u306b\u30cf\u30fc\u30d0\u30fc\u30c9\u5927\u5b66\u306e\u5cb8\u7fa9\u4eba\u306e\u30b0\u30eb\u30fc\u30d7\u306b\u3088\u308b\u5168\u5408\u6210\u304c\u5831\u544a\u3055\u308c\u3066\u3044\u308b[4]\u3002\u4f5c\u7528\u6a5f\u5e8f[\u7de8\u96c6]\u30a2\u30d7\u30ea\u30b7\u30a2\u30c8\u30ad\u30b7\u30f3\u95a2\u9023\u5316\u5408\u7269\u306e\u6297\u5897\u6b96\u6d3b\u6027\u304a\u3088\u3073\u767a\u304c\u3093\u30d7\u30ed\u30e2\u30fc\u30b7\u30e7\u30f3\u6d3b\u6027\u306b\u306f\u30d7\u30ed\u30c6\u30a4\u30f3\u30ad\u30ca\u30fc\u30bcC\uff08PKC\uff09\u306e\u6d3b\u6027\u5316\u304c\u5fc5\u8981\u305d\u3046\u3067\u3042\u308b\u3002\u30db\u30eb\u30dc\u30fc\u30eb\u30a8\u30b9\u30c6\u30eb\u3084\u30a2\u30d7\u30ea\u30b7\u30a2\u30c8\u30ad\u30b7\u30f3\u306e\u3088\u3046\u306a\u767a\u304c\u3093\u30d7\u30ed\u30e2\u30fc\u30bf\u30fc\u306fPKC\u306eC1\u30c9\u30e1\u30a4\u30f3\u306b\u5f37\u304f\u7d50\u5408\u3059\u308b\u3002\u30c7\u30d6\u30ed\u30e2\u30a2\u30d7\u30ea\u30b7\u30a2\u30c8\u30ad\u30b7\u30f3\u306fP-388\u30de\u30a6\u30b9\u30ea\u30f3\u30d1\u6027\u767d\u8840\u75c5\u7d30\u80de\u306b\u5bfe\u3057\u3066\u6297\u5897\u6b96\u6d3b\u6027\u3092\u793a\u3059\u3002\u307e\u305f\u76ae\u819a\u708e\u3092\u5f15\u304d\u8d77\u3053\u3059\u3002\u30de\u30a6\u30b9\u306e\u8033\u306b\u5bfe\u3057\u3066\u306f0.005 nmol\u306e\u91cf\u3067\u6d3b\u6027\u3092\u793a\u3059\u3002\u30c7\u30d6\u30ed\u30e2\u30a2\u30d7\u30ea\u30b7\u30a2\u30c8\u30ad\u30b7\u30f3\u306f\u30a2\u30e1\u30d5\u30e9\u30b7Stylocheilus longicauda\u306e\u4e2d\u8178\u817a\u304b\u3089\u521d\u3081\u3066\u5358\u96e2\u3055\u308c\u305f[5]\u3002  \u8131\u6c34\u3057\u305f\u30a2\u30f3\u30d2\u30c9\u30ed\u30c7\u30d6\u30ed\u30e2\u30a2\u30d7\u30ea\u30b7\u30a2\u30c8\u30ad\u30b7\u30f3\u306f\u6bd2\u6027\u304c\u5f31\u3044\u3002^ Hashimoto, Y.; Kamiya, H.; Yamazato, K.; Nozawa (1975). \u201cOccurrence of a toxic blue-green alga inducing skin dermatitis in okinawa\u201d. Toxicon 13 (2):  95,96.\u00a0^ a b Fujiki, H.; Ikegami, K.; Hakii, H.; Suganuma, M.; Yamaizumi, Z.; Yamazato, K.; Moore, R.E.; Sugimara, T. (1985). \u201cA blue-green alga from Okinawa contains aplysiatoxins, the third class of tumor promoters.\u201d. Japanese journal of Cancer Research 76 (4):  257\u2013259.\u00a0^ Nagai, H.; Yasumoto, T.; Hokama, Y. (July 1996). \u201cAplysiatoxin and debromoaplysiatoxin as the causative agents of a red alga Gracilaria coronopifolia poisoning in Hawaii\u201d. Toxicon 34 (7):  753\u2013761.\u00a0^ Pyeong Uk Park, Chris A. Broka, Bruce F. Johnson, Yoshito Kishi (1987). \u201cTotal synthesis of debromoaplysiatoxin and aplysiatoxin\u201d. J. Am. Chem. Soc. 109 (20):  6205\u20136207. doi:10.1021\/ja00254a062.\u00a0^ Kato Y, Scheuer PJ (1974). \u201cAplysiatoxin and debromoaplysiatoxin, constituents of the marine mollusk Stylocheilus longicauda (Quoy and Gaimard, 1824)\u201d. J. Am. Chem. Soc. 96 (7):  2245-2246. 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