Synthesis, antiretroviral and antioxidant evaluation of a series of new benzo[b]furan derivatives.
The antiretroviral and anti-oxidant profile of a series of new C-2 and C-7 substituted benzo[b]furans was explored by employing well established antiviral and antioxidant protocols. The most potent antioxidant compound tested was analog 7, which bears an OH at C-7 and a benzoyl group at C-2. In the influenza A type H3N2 virus screens analog 8a was almost five-fold more active than its counterparts and equipotent to rimantadine and amantadine. In the influenza B screening all of the new compounds tested were at least ten-fold more active than the control drug amantadine. The anti-HIV screening, using acutely infected MT-4 cells, showed that compound 8f (n = 4), was fifteen-fold more active than its monomer congeners, 8a and 8c, d and almost five-fold more potent than monomer 8b and dimer 8f (n = 3).
Varvaresou
A
A
School of Pharmacy, Department of Pharmaceutical Chemistry, University of Athens, Athens, Greece.
Iakovou
K
K
Filippatos
E
E
Souli
C
C
Calogeropoulou
T
T
Ioannidou
I
I
Kourounakis
A P
AP
Pannecouque
C
C
Witvrouw
M
M
Padalko
E
E
Neyts
J
J
De Clercq
E
E
Tsotinis
A
A
D000818:Animals; D000970:Antineoplastic Agents / Q000138:chemical synthesis / Q000494:pharmacology; D000975:Antioxidants / Q000138:chemical synthesis* / Q000494:pharmacology*; D000998:Antiviral Agents / Q000138:chemical synthesis* / Q000494:pharmacology*; D001572:Benzofurans / Q000138:chemical synthesis* / Q000494:pharmacology*; D003588:Cytopathogenic Effect, Viral / Q000187:drug effects; D005260:Female; D015497:HIV-1 / Q000187:drug effects; D015498:HIV-2 / Q000187:drug effects; D006801:Humans; D006861:Hydrogen Peroxide / Q000737:chemistry; D015227:Lipid Peroxidation / Q000187:drug effects; D009975:Orthomyxoviridae / Q000187:drug effects; D051381:Rats; D011916:Rats, Inbred F344; D012190:Retroviridae / Q000187:drug effects*; D015302:Simian Immunodeficiency Virus / Q000187:drug effects; D014407:Tumor Cells, Cultured
D000970:Antineoplastic Agents; D000975:Antioxidants; D000998:Antiviral Agents; D001572:Benzofurans; D006861:Hydrogen Peroxide