Title:
COMPLEX AND STRUCTURALLY DIVERSE COMPOUNDS
Document Type and Number:
WIPO Patent Application WO/2013/142873
Kind Code:
A3
Abstract:
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.
Inventors:
HERGENROTHER PAUL J (US)
HUGIENS III ROBERT W (US)
MORRISON KAREN C (US)
HICKLIN II ROBERT W (US)
FLOOD JR TIMOTHY A (US)
HUGIENS III ROBERT W (US)
MORRISON KAREN C (US)
HICKLIN II ROBERT W (US)
FLOOD JR TIMOTHY A (US)
Application Number:
PCT/US2013/033746
Publication Date:
January 09, 2014
Filing Date:
March 25, 2013
Export Citation:
Assignee:
HERGENROTHER PAUL J (US)
HUGIENS III ROBERT W (US)
MORRISON KAREN C (US)
HICKLIN II ROBERT W (US)
FLOOD JR TIMOTHY A (US)
UNIV ILLINOIS (US)
HUGIENS III ROBERT W (US)
MORRISON KAREN C (US)
HICKLIN II ROBERT W (US)
FLOOD JR TIMOTHY A (US)
UNIV ILLINOIS (US)
International Classes:
A61P35/00; C40B40/04; C07D307/93; C07D453/00; C07J1/00; C40B50/04
Domestic Patent References:
| WO2008042240A2 | 2008-04-10 | |||
| WO2009120795A1 | 2009-10-01 |
Foreign References:
| CN1560044A | 2005-01-05 | |||
| DD95366A1 | 1973-02-12 | |||
| GB964987A | 1964-07-29 | |||
| SU1109398A1 | 1984-08-23 | |||
| US3929795A | 1975-12-30 | |||
| US20030212098A1 | 2003-11-13 | |||
| US20090221436A1 | 2009-09-03 | |||
| EP2407475A2 | 2012-01-18 |
Other References:
HIDEHARU SETO ET AL.: "Improved procedures for direct conversions of natural 3p- hydroxy-gibberellins to 3a-hydroxy- and 3-oxo-gibberellins.", HETEROCYCLES, vol. 48, 1998, pages 2245 - 2251
CASTELLARO, SIMON JOHN ET AL.: "Preparation and occurrence of gibberellins A75 and A76 and 3-Epi-A72.", J. CHEM. SOC. PERKIN TRANS., vol. 1, 1990, pages 145 - 152, XP009128868
AVENT, ANTHONY G. ET AL.: "The stereochemistry and hydrolysis of gibberellin 16,17- epoxides. X-ray molecular structures of ent-17-acetoxy-La,lOa-epoxy-2(i,3a,13,16beta- tetrahydroxy-20-norgibberella-7, 19-dioic acid 19,2-lactone 7-methyl ester and of ent-17-chloro-la,l0a-epoxy-2(3,3a,13,16(3 tetrahydroxy-20-norgibberella-7,1", J. CHEM. SOC. PERKIN TRANS. I, 1989, pages 627 - 632
CASTELLARO, SIMON JOHN ET AL.: "Preparation and occurrence of gibberellins A75 and A76 and 3-Epi-A72.", J. CHEM. SOC. PERKIN TRANS., vol. 1, 1990, pages 145 - 152, XP009128868
AVENT, ANTHONY G. ET AL.: "The stereochemistry and hydrolysis of gibberellin 16,17- epoxides. X-ray molecular structures of ent-17-acetoxy-La,lOa-epoxy-2(i,3a,13,16beta- tetrahydroxy-20-norgibberella-7, 19-dioic acid 19,2-lactone 7-methyl ester and of ent-17-chloro-la,l0a-epoxy-2(3,3a,13,16(3 tetrahydroxy-20-norgibberella-7,1", J. CHEM. SOC. PERKIN TRANS. I, 1989, pages 627 - 632
Attorney, Agent or Firm:
HAUKAAS, Michael H. et al. (7401 Metro Blvd.Suite 42, Minneapolis Minnesota, US)
Download PDF:
Previous Patent: APPARATUS WITH ROLLING CONTACT HANDLE
Next Patent: RETRACTABLE CABLE TRAY FOR VERTICAL STRUCTURES
Next Patent: RETRACTABLE CABLE TRAY FOR VERTICAL STRUCTURES