Biflavanoids and derivatives thereof as antiviral agents

C - Chemistry – Metallurgy – 07 – D

Patent

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Details

C07D 311/30 (2006.01) A61K 31/35 (2006.01) A61K 31/352 (2006.01) C07D 311/32 (2006.01) C07D 311/40 (2006.01)

Patent

CA 2225341

Substantially purified antiviral biflavanoids robustaflavone, hinokiflavone, amentoflavone, agathisflavone, volkensiflavone, morelloflavone, rhusflavanone, succedaneaflavanone, GB-1a, and GB-2a are provided. Antiviral fiflavanoid derivatives and salt forms thereof, e.g., robustaflavone tetrasulfate potassium salt, and methods for preparing the same are also disclosed. Pharmaceutical compositions which include the antiviral biflavanoids, derivatives or salts thereof are also provided. Also disclosed is an improved method for obtaining substantially pure robustaflavone from plant material. The biflavanoid compounds, derivatives or salts thereof of the invention may be used in a method for treating and/or preventing viral infections caused by viral agents such as influenza, e.g., influenza A and B; hepatitis, e.g., hepatitis B; human immunodeficiency virus, e.g., HIV-1; Herpes viruses (HSV-1 and HSV-2); Varicella Zoster virus (VZV); and measles.

L'invention concerne des biflavanoïdes antiviraux sensiblement purifiés, tels que robustaflavone, hinokiflavone, amentoflavone, agathisflavone, volkensiflavone, morelloflavone, rhusflavanone, succédanéaflavanone, GB-1a et GB-2a. Elle concerne également des dérivés de biflavanoïdes antiviraux et leurs sels, par exemple le sel de potassium de tétrasulfate de robustaflavone, ainsi que des procédés servant à les préparer. Elle concerne également des compositions pharmaceutiques contenant les biflavanoïdes antiviraux, leurs dérivés ou leurs sels. Elle concerne encore un procédé amélioré permettant d'obtenir une robustaflavone pratiquement pure à partir de plantes. On peut utiliser ces composés, dérivés et sels de biflavanoïdes dans un procédé de traitement et/ou de prévention d'infections virales provoquées par des agents viraux, telles que la grippe, par exemple, la grippe A et B; l'hépatite, par exemple l'hépatite B, ainsi que des affections causées par le virus de l'immunodéficience humain, par exemple le VIH-1, les virus de l'herpès (HSV-1 et HSV-2), le virus de la varicelle Varicella Zoster (VZV), et de la rougeole.

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