Authors: | Hua, Z.; Carcache, D. A.; Tian, Y.; Li, Y. M.; Danishefsky, S. J. |
Article Title: | The synthesis and preliminary biological evaluation of a novel steroid with neurotrophic activity: NGA0187 |
Abstract: | A full account of the total synthesis of neurotrophic compound NGA0187 is provided. A key feature of the synthesis involved the direct selective oxidation of 6α,7β-diol to install the unusual 6,7-ketol moiety and stereoselective conjugate addition of vinyl cuprate to enone. A preliminary evaluation of its ability to stimulate the neurite outgrowth was also evaluated with PC12 cell. © 2005 American Chemical Society. |
Keywords: | controlled study; unclassified drug; drug activity; nonhuman; cell proliferation; animal cell; animals; steroid; neurons; drug evaluation, preclinical; drug synthesis; structure-activity relationship; rat; models, molecular; crystallography, x-ray; lipids; rats; oxidation; vinyl derivative; reaction analysis; molecular conformation; synthesis (chemical); stereochemistry; stereoisomerism; catalyst activity; steroids; cell strain; triterpenes; nerve growth factor; addition reactions; pc12 cells; conjugate addition; alcohols; addition reaction; nga 0187; neurotrophic activity; catalyst selectivity; enomes; ketol |
Journal Title: | Journal of Organic Chemistry |
Volume: | 70 |
Issue: | 24 |
ISSN: | 0022-3263 |
Publisher: | American Chemical Society |
Date Published: | 2005-11-25 |
Start Page: | 9849 |
End Page: | 9856 |
Language: | English |
DOI: | 10.1021/jo051556d |
PUBMED: | 16292815 |
PROVIDER: | scopus |
DOI/URL: | |
Notes: | --- - "Cited By (since 1996): 15" - "Export Date: 24 October 2012" - "CODEN: JOCEA" - "Source: Scopus" |