The synthesis and preliminary biological evaluation of a novel steroid with neurotrophic activity: NGA0187 Journal Article


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"
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  1. Zihao Hua
    9 Hua
  2. Yueming Li
    132 Li
  3. Yuan Tian
    16 Tian