tetano
Editor, Senior Moderator
Eur J Med Chem. 2014 Jan 10;83C:601-608. doi: 10.1016/j.ejmech.2013.12.058. [Epub ahead of print]
Functionalization, cyclization and antiviral activity of A-secotriterpenoids.
Grishko VV1, Galaiko NV2, Tolmacheva IA2, Kucherov II3, Eremin VF3, Boreko EI3, Savinova OV3, Slepukhin PA4.
Author information
Abstract
Triterpene derivatives with an α,β-alkenenitrile moiety in the five-membered ring A have been synthesized by nitrile anion cyclizations of 1-cyano-2,3-secotriterpenoids. Oxime-containing precursors, 2,3-secointermediates and five-membered ring A products of cyclizations were screened for in vitro antiviral activity against enveloped viruses - influenza A virus and human immunodeficiency virus type I (HIV-1). Lupane ketoxime and the 2,3-secolupane C-3 aldoxime which possess antiviral activities against both influenza A virus (EC50 12.9-18.2 μM) and HIV-1 (EC50 0.06 μM) were the most promising compounds.
Copyright ? 2014 Elsevier Masson SAS. All rights reserved.
KEYWORDS:
18βH-Glycyrrhetinic acid; A-secotriterpenoids; Antiviral activity; Betulin; HIV-1; Influenza virus; Nitrile anion cyclizations
PMID:
24997292
[PubMed - as supplied by publisher]
http://www.ncbi.nlm.nih.gov/pubmed/24997292
Functionalization, cyclization and antiviral activity of A-secotriterpenoids.
Grishko VV1, Galaiko NV2, Tolmacheva IA2, Kucherov II3, Eremin VF3, Boreko EI3, Savinova OV3, Slepukhin PA4.
Author information
Abstract
Triterpene derivatives with an α,β-alkenenitrile moiety in the five-membered ring A have been synthesized by nitrile anion cyclizations of 1-cyano-2,3-secotriterpenoids. Oxime-containing precursors, 2,3-secointermediates and five-membered ring A products of cyclizations were screened for in vitro antiviral activity against enveloped viruses - influenza A virus and human immunodeficiency virus type I (HIV-1). Lupane ketoxime and the 2,3-secolupane C-3 aldoxime which possess antiviral activities against both influenza A virus (EC50 12.9-18.2 μM) and HIV-1 (EC50 0.06 μM) were the most promising compounds.
Copyright ? 2014 Elsevier Masson SAS. All rights reserved.
KEYWORDS:
18βH-Glycyrrhetinic acid; A-secotriterpenoids; Antiviral activity; Betulin; HIV-1; Influenza virus; Nitrile anion cyclizations
PMID:
24997292
[PubMed - as supplied by publisher]
http://www.ncbi.nlm.nih.gov/pubmed/24997292