{"id":43353,"date":"2022-10-29T08:00:23","date_gmt":"2022-10-29T00:00:23","guid":{"rendered":"\/\/www.gsbet888.com\/?p=43353"},"modified":"2022-11-13T22:42:20","modified_gmt":"2022-11-13T14:42:20","slug":"jacs%ef%bc%9aresiniferatoxin%e7%9a%84%e5%85%a8%e5%90%88%e6%88%90%e7%a0%94%e7%a9%b6","status":"publish","type":"post","link":"\/\/www.gsbet888.com\/%e5%8c%96%e5%ad%a6%e6%9d%82%e8%ae%b0\/recentpaper\/2022\/10\/jacs%ef%bc%9aresiniferatoxin%e7%9a%84%e5%85%a8%e5%90%88%e6%88%90%e7%a0%94%e7%a9%b6.html","title":{"rendered":"JACS\uff1aResiniferatoxin\u7684\u5168\u5408\u6210\u7814\u7a76"},"content":{"rendered":"<p>\u672c\u6587\u4f5c\u8005\uff1a\u6749\u6749<\/p>\n<h4>\u5bfc\u8bfb\uff1a<\/h4>\n<p>\u8fd1\u65e5\uff0c\u7f8e\u56fdCalifornia-Berkeley\u5927\u5b66\u7684T. J. Maimone\u5c0f\u7ec4\u6210\u529f\u5b8c\u6210\u5929\u7136\u4ea7\u7269resiniferatoxin\u7684\u5168\u5408\u6210\u8def\u7ebf\u8bbe\u8ba1\u3002\u5176\u4e2d\uff0c\u5173\u952e\u6b65\u9aa4\u4e3b\u8981\u6d89\u53ca5,7-\u7a20\u5408hydroazulene\u9aa8\u67b6\u7684\u5feb\u901f\u6784\u5efa\u3001\u7acb\u4f53\u9009\u62e9\u6027aldol\u53cd\u5e94\u3001SmI<sub>2<\/sub>\u4fc3\u8fdb\u7684\u81ea\u7531\u57fa\u73af\u5316\/HAT\u4e32\u8054\u53cd\u5e94\u4ee5\u53ca\u901a\u8fc7\u73af\u6c27\u5316\u7269\u53c2\u4e0e\u7684\u79bb\u5b50\u578b\u4e32\u8054\u53cd\u5e94\u8fc7\u7a0b\u6784\u5efa\u7b3c\u72b6\u7684\u539f\u9178\u916f\u9aa8\u67b6\u3002<\/p>\n<p>&nbsp;<\/p>\n<blockquote><p>Total Synthesis of Resiniferatoxin<\/p>\n<p>V. H. Vasilev, L. Spessert, K. Yu, T. J. Maimone, <em><i>J. Am. Chem. Soc. .<\/i><\/em><strong>2022<\/strong>, <em><i>144<\/i><\/em>, 16332. doi: <a href=\"https:\/\/doi.org\/10.1021\/jacs.2c08200\"><u>10.1021\/jacs.2c08200<\/u><\/a><u>.<\/u><\/p><\/blockquote>\n<p><img loading=\"lazy\" decoding=\"async\" class=\"aligncenter wp-image-43355 size-full\" src=\"https:\/\/assets.www.gsbet888.com\/uploads\/2022\/10\/4a413bf895a1180529cfa0c0098cdbb0.png\" alt=\"\" width=\"681\" height=\"250\" srcset=\"https:\/\/assets.www.gsbet888.com\/uploads\/2022\/10\/4a413bf895a1180529cfa0c0098cdbb0.png 681w, https:\/\/assets.www.gsbet888.com\/uploads\/2022\/10\/4a413bf895a1180529cfa0c0098cdbb0-300x110.png 300w\" sizes=\"(max-width: 681px) 100vw, 681px\" \/><\/p>\n<h4>\u6b63\u6587\uff1a<\/h4>\n<p>DDO (daphnane diterpene orthoester)\u7c7b\u5929\u7136\u4ea7\u7269resiniferatoxin (1)\u5177\u6709\u590d\u6742\u76845,7,6-\u7a20\u5408\u4e09\u73af\u9aa8\u67b6\u4e0e\u72ec\u7279\u7684embedded \u539f\u9178\u916f\u7ed3\u6784\u5355\u5143\uff0c\u5e76\u8868\u73b0\u51fa\u826f\u597d\u7684\u751f\u7269\u6d3b\u6027\u00a0(Figure 1A)<sup>[<\/sup><sup>1<\/sup><sup>]<\/sup>\u3002\u76ee\u524d\uff0c\u5bf9\u4e8eresiniferatoxin\u7684\u5168\u5408\u6210\u7814\u7a76\uff0c\u4ecd\u9762\u4e34\u8bf8\u591a\u7684\u6311\u6218<sup>[2]<\/sup><sup>&#8211;<\/sup><sup>[<\/sup><sup>5<\/sup><sup>]<\/sup>\u3002\u8fd9\u91cc\uff0c\u7f8e\u56fdCalifornia-Berkeley\u5927\u5b66\u7684T. J. Maimone\u56e2\u961f\u6210\u529f\u8bbe\u8ba1\u51fa\u4e00\u79cd\u5168\u65b0\u7684\u5929\u7136\u4ea7\u7269resiniferatoxin\u7684\u5168\u5408\u6210\u8def\u7ebf\u3002\u540c\u65f6\uff0c\u8be5\u5c0f\u7ec4\u901a\u8fc7\u9006\u5408\u6210\u5206\u6790(Figure 1B)\u8868\u660e\uff0c\u8fd9\u4e00\u5168\u5408\u6210\u8def\u7ebf\u8bbe\u8ba1\u4e2d\u7684\u5173\u952e\u780c\u5757\u4e3b\u8981\u6d89\u53ca<strong>6<\/strong>\u4e0e<strong>7<\/strong>\u3002<\/p>\n<p><img loading=\"lazy\" decoding=\"async\" class=\"aligncenter wp-image-43356 size-full\" src=\"https:\/\/assets.www.gsbet888.com\/uploads\/2022\/10\/52c3b435f3d73d83882e4c786477c0e6.png\" alt=\"\" width=\"938\" height=\"1251\" srcset=\"https:\/\/assets.www.gsbet888.com\/uploads\/2022\/10\/52c3b435f3d73d83882e4c786477c0e6.png 938w, https:\/\/assets.www.gsbet888.com\/uploads\/2022\/10\/52c3b435f3d73d83882e4c786477c0e6-225x300.png 225w, https:\/\/assets.www.gsbet888.com\/uploads\/2022\/10\/52c3b435f3d73d83882e4c786477c0e6-680x907.png 680w, https:\/\/assets.www.gsbet888.com\/uploads\/2022\/10\/52c3b435f3d73d83882e4c786477c0e6-768x1024.png 768w\" sizes=\"(max-width: 938px) 100vw, 938px\" \/><\/p>\n<p>\u63a5\u4e0b\u6765\uff0c\u8be5\u5c0f\u7ec4\u8fdb\u4e00\u6b65\u901a\u8fc7\u5982\u4e0b\u7684\u8def\u7ebf\u8bbe\u8ba1\uff0c\u6210\u529f\u5b8c\u6210resiniferatoxin\u7684\u5168\u5408\u6210\u00a0(Scheme 1)\u3002<\/p>\n<p><img loading=\"lazy\" decoding=\"async\" class=\"aligncenter wp-image-43357 size-full\" src=\"https:\/\/assets.www.gsbet888.com\/uploads\/2022\/10\/a0e61cd52e09d1b2912154f325292c46.png\" alt=\"\" width=\"1108\" height=\"802\" srcset=\"https:\/\/assets.www.gsbet888.com\/uploads\/2022\/10\/a0e61cd52e09d1b2912154f325292c46.png 1108w, https:\/\/assets.www.gsbet888.com\/uploads\/2022\/10\/a0e61cd52e09d1b2912154f325292c46-300x217.png 300w, https:\/\/assets.www.gsbet888.com\/uploads\/2022\/10\/a0e61cd52e09d1b2912154f325292c46-680x492.png 680w, https:\/\/assets.www.gsbet888.com\/uploads\/2022\/10\/a0e61cd52e09d1b2912154f325292c46-768x556.png 768w\" sizes=\"(max-width: 1108px) 100vw, 1108px\" \/> <img loading=\"lazy\" decoding=\"async\" class=\"aligncenter wp-image-43358 size-full\" src=\"https:\/\/assets.www.gsbet888.com\/uploads\/2022\/10\/3e6a1b632824f74b48d0110f9062fc72.png\" alt=\"\" width=\"1013\" height=\"1053\" srcset=\"https:\/\/assets.www.gsbet888.com\/uploads\/2022\/10\/3e6a1b632824f74b48d0110f9062fc72.png 1013w, https:\/\/assets.www.gsbet888.com\/uploads\/2022\/10\/3e6a1b632824f74b48d0110f9062fc72-289x300.png 289w, https:\/\/assets.www.gsbet888.com\/uploads\/2022\/10\/3e6a1b632824f74b48d0110f9062fc72-680x707.png 680w, https:\/\/assets.www.gsbet888.com\/uploads\/2022\/10\/3e6a1b632824f74b48d0110f9062fc72-768x798.png 768w\" sizes=\"(max-width: 1013px) 100vw, 1013px\" \/><\/p>\n<p><strong>\u53c2\u8003\u6587\u732e\uff1a<\/strong><\/p>\n<ul>\n<li>[1]\u00a0(a) H. Wang, X. Wang, L.\u00a0Liu, G. Qin, T. Kang, <em><i>Chem. Rev. <\/i><\/em><strong><b>2015<\/b><\/strong>, <em><i>115<\/i><\/em>, 2975.\u00a0doi:\u00a0<a href=\"https:\/\/doi.org\/10.1021\/cr200397n\"><u>10.1021\/cr200397n<\/u><\/a><u>.<\/u><\/li>\n<li>(b) S. Liao, H. Chen, J. Yue, <em><i>Chem. Rev.<\/i><\/em><strong><em><b><i>\u00a0<\/i><\/b><\/em><\/strong><strong><b>2009<\/b><\/strong>, <em><i>109<\/i><\/em>, 1092. doi:\u00a0<a href=\"https:\/\/doi.org\/10.1021\/cr0782832\"><u>10.1021\/cr0782832<\/u><\/a><u>.<\/u><\/li>\n<li>(c) Y. Jin, L. Shi, D. Zhang, H. Wei, Y. Si, G. Ma, J. Zhang, <em><i>Molecules <\/i><\/em><strong><b>2019<\/b><\/strong>, <em><i>24<\/i><\/em>,\u00a01842.\u00a0doi:\u00a0<a href=\"https:\/\/doi.org\/10.3390\/molecules24091842\"><u>10.3390\/molecules24091842<\/u><\/a><u>.<\/u><\/li>\n<li>[2] (a) P. A.\u00a0Wender, C. D.\u00a0Jesudason, H. Nakahira, N. Tamura, A. L. Tebbe, Y. Ueno,\u00a0<em><i>J. Am. Chem. Soc. <\/i><\/em><strong>1997<\/strong>, <em><i>119<\/i><\/em>,\u00a012976.\u00a0doi:<a href=\"https:\/\/doi.org\/10.1021\/ja972279y\"><u>10.1021\/ja972279y<\/u><\/a><u>.<\/u><\/li>\n<li>(b) A. Hirose,\u00a0A.\u00a0Watanabe,\u00a0K. Ogino, M. Nagatomo,\u00a0M. Inoue, <em><i>J. Am. Chem. Soc. <\/i><\/em><strong>2021<\/strong>, <em><i>143<\/i><\/em>, 12387.\u00a0doi:<a href=\"https:\/\/doi.org\/10.1021\/jacs.1c06450\"><u>10.1021\/jacs.1c06450<\/u><\/a><u>.<\/u><\/li>\n<li>[3]\u00a0P. A.\u00a0Wender, N. Buschmann,\u00a0N. B. Cardin, L. R. Jones, C.\u00a0Kan,\u00a0J.\u00a0M. Kee, J. A.\u00a0Kowalski, K. E. Longcore, <em><i>Nat. Chem. <\/i><\/em><strong>2011<\/strong>, <em><i>3<\/i><\/em>, 615.\u00a0doi:<a href=\"https:\/\/doi.org\/10.1038\/nchem.1074\"><u>10.1038\/nchem.1074<\/u><\/a><u>.<\/u><\/li>\n<li>[4] S.\u00a0Hashimoto, S.\u00a0I. Katoh, T. Kato, D. Urabe, M. Inoue, <em><i>J. Am. Chem.<\/i><\/em>\u00a0<em><i>Soc. <\/i><\/em><strong>2017<\/strong>, <em><i>139<\/i><\/em>, 16420.\u00a0doi:<a href=\"https:\/\/doi.org\/10.1021\/jacs.7b10177\"><u>10.1021\/jacs.7b10177<\/u><\/a><u>.<\/u><\/li>\n<li>[5] Y.\u00a0Hikone, T. Kato, M. Nagatomo, M. Inoue, <em><i>Org. Lett. <\/i><\/em><strong>2022<\/strong>, <em><i>24<\/i><\/em>, 929.\u00a0doi:<a href=\"https:\/\/doi.org\/10.1021\/acs.orglett.1c04286\"><u>10.1021\/acs.orglett.1c04286<\/u><\/a><u>.<\/u><\/li>\n<\/ul>\n<p>&nbsp;<\/p>\n<p>\u672c\u6587\u7248\u6743\u5c5e\u4e8e\u00a0Chem-Station\u5316\u5b66\u7a7a\u95f4\uff0c \u6b22\u8fce\u70b9\u51fb\u6309\u94ae\u5206\u4eab\uff0c\u672a\u7ecf\u8bb8\u53ef\uff0c\u8c22\u7edd\u8f6c\u8f7d<\/p>\n","protected":false},"excerpt":{"rendered":"\u672c\u6587\u4f5c\u8005\uff1a\u6749\u6749 \u5bfc\u8bfb\uff1a \u8fd1\u65e5\uff0c\u7f8e\u56fdCalifornia-Berkeley\u5927\u5b66\u7684T. J. Maimone\u5c0f\u7ec4\u6210\u529f\u5b8c\u6210\u5929\u7136\u4ea7\u7269resiniferatoxin\u7684\u5168\u5408\u6210\u8def\u7ebf\u8bbe\u8ba1\u3002\u5176\u4e2d\uff0c\u5173\u952e\u6b65\u9aa4\u4e3b\u8981\u6d89\u53ca5,7-\u7a20\u5408hydroazulene\u9aa8\u67b6\u7684\u5feb\u901f\u6784\u5efa\u3001\u7acb\u4f53\u9009\u62e9\u6027aldol\u53cd\u5e94\u3001SmI2\u4fc3\u8fdb\u7684\u81ea\u7531\u57fa\u73af\u5316\/HAT\u4e32\u8054\u53cd\u5e94\u4ee5\u53ca\u901a\u8fc7\u73af\u6c27\u5316\u7269\u53c2\u4e0e\u7684\u79bb\u5b50\u578b\u4e32\u8054\u53cd\u5e94\u8fc7\u7a0b\u6784\u5efa\u7b3c\u72b6\u7684\u539f\u9178\u916f\u9aa8\u67b6\u3002 &nbsp; Total Synthesis of Resiniferatoxin V. H. Vasilev, L. Spessert, K. Yu, T. J. Maimone, J. Am. Chem. Soc. .2022, 144, 16332. doi: 10.1021\/jacs.2c08200. \u6b63\u6587\uff1a DDO (daphnane diterpene orthoester)\u7c7b\u5929\u7136\u4ea7\u7269resiniferatoxin (1)\u5177\u6709\u590d\u6742\u76845,7,6-\u7a20\u5408\u4e09\u73af\u9aa8\u67b6\u4e0e\u72ec\u7279\u7684embedded \u539f\u9178\u916f\u7ed3\u6784\u5355\u5143\uff0c\u5e76\u8868\u73b0\u51fa\u826f\u597d\u7684\u751f\u7269\u6d3b\u6027\u00a0(Figure 1A)[1]\u3002\u76ee\u524d\uff0c\u5bf9\u4e8eresiniferatoxin\u7684\u5168\u5408\u6210\u7814\u7a76\uff0c\u4ecd\u9762\u4e34\u8bf8\u591a\u7684\u6311\u6218[2]&#8211;[5]\u3002\u8fd9\u91cc\uff0c\u7f8e\u56fdCalifornia-Berkeley\u5927\u5b66\u7684T. J. Maimone\u56e2\u961f\u6210\u529f\u8bbe\u8ba1\u51fa\u4e00\u79cd\u5168\u65b0\u7684\u5929\u7136\u4ea7\u7269resiniferatoxin\u7684\u5168\u5408\u6210\u8def\u7ebf\u3002\u540c\u65f6\uff0c\u8be5\u5c0f\u7ec4\u901a\u8fc7\u9006\u5408\u6210\u5206\u6790(Figure 1B)\u8868\u660e\uff0c\u8fd9\u4e00\u5168\u5408\u6210\u8def\u7ebf\u8bbe\u8ba1\u4e2d\u7684\u5173\u952e\u780c\u5757\u4e3b\u8981\u6d89\u53ca6\u4e0e7\u3002 \u63a5\u4e0b\u6765\uff0c\u8be5\u5c0f\u7ec4\u8fdb\u4e00\u6b65\u901a\u8fc7\u5982\u4e0b\u7684\u8def\u7ebf\u8bbe\u8ba1\uff0c\u6210\u529f\u5b8c\u6210resiniferatoxin\u7684\u5168\u5408\u6210\u00a0(Scheme 1)\u3002 \u53c2\u8003\u6587\u732e\uff1a [1]\u00a0(a) H. Wang, X. Wang, L.\u00a0Liu, G. Qin, T. Kang, Chem. Rev. 2015, 115, 2975.\u00a0doi:\u00a010.1021\/cr200397n. (b) S. Liao, H. Chen, J. Yue, Chem. Rev.\u00a02009, 109, 1092. doi:\u00a010.1021\/cr0782832. (c) Y. Jin, L. Shi, D. Zhang, H. Wei, Y. Si, G. Ma, J. Zhang, Molecules 2019, 24,\u00a01842.\u00a0doi:\u00a010.3390\/molecules24091842. [2] (a) P. A.\u00a0Wender, C. D.\u00a0Jesudason, H. Nakahira, N. Tamura, A. L. Tebbe, Y. Ueno,\u00a0J. Am. Chem. Soc. 1997, 119,\u00a012976.\u00a0doi:10.1021\/ja972279y. (b) A. 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