公开(公告)号：US10800730B2

公开(公告)日：2020-10-13

申请号：US16136830

申请日：2018-09-20

申请人： The Board of Trustees of the University of Illinois

发明人： Paul J. Hergenrother ,  Robert W. Huigens, III ,  Karen C. Morrison ,  Robert W. Hicklin, II ,  Timothy A. Flood, Jr.

IPC分类号： C07C69/757 ,  C07J21/00 ,  C07J69/00 ,  C07J71/00 ,  C07J73/00 ,  C07J75/00 ,  C07D401/14 ,  C07D311/94 ,  C07D313/06 ,  C07D223/14 ,  C07D401/04 ,  C07D471/04 ,  C07D471/08 ,  C07D493/08 ,  C07D513/04 ,  C07D519/00 ,  C07C59/205 ,  C07C62/32 ,  C07C62/38 ,  C07D303/10 ,  C07B37/06 ,  C07B37/08 ,  C07D307/93 ,  C07D313/08 ,  C07D405/06 ,  C07D405/12 ,  C07D413/06

摘要： The invention provides a novel, general, and facile strategy for the creation of small molecules with high structural and stereochemical complexity. Aspects of the methods include ring system distortion reactions that are systematically applied to rapidly convert readily available natural products to structurally complex compounds with diverse molecular architectures. Through evaluation of chemical properties including fraction of sp3 carbons, ClogP, and the number of stereogenic centers, these compounds are shown to be significantly more complex and diverse than those in standard screening collections. This approach is demonstrated with natural products (gibberellic acid, adrenosterone, and quinine) from three different structural classes, and methods are described for the application of this strategy to any suitable natural product.

公开(公告)号：US10081592B2

公开(公告)日：2018-09-25

申请号：US14387028

申请日：2013-03-25

申请人： THE BOARD OF TRUSTEES OF THE UNIVERSITY OF ILLINOIS ,  Paul J. Hergenrother ,  Robert W. Huigens, III ,  Karen C. Morrison ,  Robert W. Hicklin, II ,  Timothy A. Flood, Jr.

发明人： Paul J. Hergenrother ,  Robert W. Huigens, III ,  Karen C. Morrison ,  Robert W. Hicklin, II ,  Timothy A. Flood, Jr.

IPC分类号： C07D401/14 ,  C07C69/757 ,  C07D311/94 ,  C07D313/06 ,  C07D223/14 ,  C07D401/04 ,  C07D471/04 ,  C07D471/08 ,  C07D493/08 ,  C07D513/04 ,  C07D519/00 ,  C07D303/10 ,  C07C59/205 ,  C07C62/32 ,  C07C62/38 ,  C07B37/06 ,  C07B37/08 ,  C07D307/93 ,  C07D313/08 ,  C07D405/06 ,  C07D405/12 ,  C07D413/06 ,  C07J21/00 ,  C07J69/00 ,  C07J71/00 ,  C07J73/00 ,  C07J75/00

CPC分类号： C07C69/757 ,  C07B37/06 ,  C07B37/08 ,  C07C59/205 ,  C07C62/32 ,  C07C62/38 ,  C07C2601/16 ,  C07C2602/44 ,  C07C2603/86 ,  C07D223/14 ,  C07D303/10 ,  C07D307/93 ,  C07D311/94 ,  C07D313/06 ,  C07D313/08 ,  C07D401/04 ,  C07D401/14 ,  C07D405/06 ,  C07D405/12 ,  C07D413/06 ,  C07D471/04 ,  C07D471/08 ,  C07D493/08 ,  C07D513/04 ,  C07D519/00 ,  C07J21/008 ,  C07J69/00 ,  C07J71/001 ,  C07J71/0031 ,  C07J73/005 ,  C07J73/008 ,  C07J75/005

摘要： The invention a novel, general, and facile strategy for the creation of small molecules with high structural and stereochemical complexity. Aspects of the methods include ring system distortion reactions that are systematically applied to rapidly convert readily available natural products to structurally complex compounds with diverse molecular architectures. Through evaluation of chemical properties including fraction of sp3 carbons, ClogP, and the number of stereogenic centers, these compounds are shown to be significantly more complex and diverse than those in standard screening collections. This approach is demonstrated with natural products (gibberellic acid, adrenosterone, and quinine) from three different structural classes, and methods are described for the application of this strategy to any suitable natural product.

公开(公告)号：US20190152891A1

公开(公告)日：2019-05-23

申请号：US16136830

申请日：2018-09-20

申请人： The Board of Trustees of the University of Illinois

发明人： Paul J. Hergenrother ,  Robert W. Huigens, III ,  Karen C. Morrison ,  Robert W. Hicklin, II ,  Timothy A. Flood

IPC分类号： C07C69/757 ,  C07J69/00 ,  C07C62/32 ,  C07C62/38 ,  C07B37/08 ,  C07D405/06 ,  C07D405/12 ,  C07D413/06 ,  C07B37/06 ,  C07D307/93 ,  C07D313/08 ,  C07J75/00 ,  C07J73/00 ,  C07J71/00 ,  C07C59/205 ,  C07J21/00 ,  C07D303/10 ,  C07D519/00 ,  C07D513/04 ,  C07D493/08 ,  C07D471/08 ,  C07D471/04 ,  C07D401/04 ,  C07D223/14 ,  C07D313/06 ,  C07D311/94 ,  C07D401/14

摘要： The invention provides a novel, general, and facile strategy for the creation of small molecules with high structural and stereochemical complexity. Aspects of the methods include ring system distortion reactions that are systematically applied to rapidly convert readily available natural products to structurally complex compounds with diverse molecular architectures. Through evaluation of chemical properties including fraction of sp3 carbons, ClogP, and the number of stereogenic centers, these compounds are shown to be significantly more complex and diverse than those in standard screening collections. This approach is demonstrated with natural products (gibberellic acid, adrenosterone, and quinine) from three different structural classes, and methods are described for the application of this strategy to any suitable natural product.

公开(公告)号：US20150274638A1

公开(公告)日：2015-10-01

申请号：US14387028

申请日：2013-03-25

申请人： The Board of Trustees of the University of Illinois

发明人： Paul J. Hergenrother ,  Robert W. Huigens, III ,  Karen C. Morrison ,  Robert W. Hicklin, II ,  Timothy A. Flood, JR.

IPC分类号： C07C69/757 ,  C07D513/04 ,  C07D307/93 ,  C07D311/94 ,  C07D493/08 ,  C07B37/08 ,  C07D413/06 ,  C07D405/06 ,  C07D313/08 ,  C07J71/00 ,  C07B37/06 ,  C07D223/14 ,  C07D405/12

CPC分类号： C07C69/757 ,  C07B37/06 ,  C07B37/08 ,  C07C59/205 ,  C07C62/32 ,  C07C62/38 ,  C07C2601/16 ,  C07C2602/44 ,  C07C2603/86 ,  C07D223/14 ,  C07D303/10 ,  C07D307/93 ,  C07D311/94 ,  C07D313/06 ,  C07D313/08 ,  C07D401/04 ,  C07D401/14 ,  C07D405/06 ,  C07D405/12 ,  C07D413/06 ,  C07D471/04 ,  C07D471/08 ,  C07D493/08 ,  C07D513/04 ,  C07D519/00 ,  C07J21/008 ,  C07J69/00 ,  C07J71/001 ,  C07J71/0031 ,  C07J73/005 ,  C07J73/008 ,  C07J75/005

摘要： The invention provides a novel, general, and facile strategy for the creation of small molecules with high structural and stereochemical complexity. Aspects of the methods include ring system distortion reactions that are systematically applied to rapidly convert readily available natural products to structurally complex compounds with diverse molecular architectures. Through evaluation of chemical properties including fraction of sp3 carbons, ClogP, and the number of stereogenic centers, these compounds are shown to be significantly more complex and diverse than those in standard screening collections. This approach is demonstrated with natural products (gibberellic acid, adrenosterone, and quinine) from three different structural classes, and methods are described for the application of this strategy to any suitable natural product.

摘要翻译： 本发明提供了创造具有高结构和立体化学复杂性的小分子的新颖，一般和简便的策略。 方法的方面包括系统应用的环系变形反应，以将易于获得的天然产物快速转化成具有不同分子结构的结构复杂的化合物。 通过评估化学性质，包括sp3碳的分数，ClogP和立体中心数，这些化合物显示出比标准筛选收集中显着更复杂和多样化。 用三种不同结构类别的天然产物（赤霉酸，肾上腺素和奎宁）证明了这一方法，并且描述了将该策略应用于任何合适的天然产物的方法。