New synthesis and anti-HIV and antiviral properties of 3-arylsulfonyl derivatives of 4-ydroxycoumarin and 4-hydroxyquinolone

Abstract

New routes are described for the synthesis of diethyl arylsulfonylmalonic esters and various conveniently substituted derivatives of 3-arylsulfonyl-4-hydroxycoumarin and 3-arylsulfonyl-4-hydroxy-1H-quinolin-2-one. The latter were prepared by thermal condensation of diethyl arylsulfonylmalonic esters with substituted phenols and N-substituted aniline. Study of their anti-HIV-1, anti-HIV-2, and various other antiviral properties did not reveal interesting activity.

Recent advances in 4-hydroxycoumarin chemistry. Part 1: Synthesis and reactions

“…These derivatives have shown a remarkably broad spectrum of pharmacological and physiological activities and they are used as anticoagulant (Abdelhafez et al, 2010;Au and Rettie, 2008;Ganguly et al, 2013;Guo et al, 2013;Palareti and Legnani, 1996;Pelz et al, 2005;Simon and Shaughnessy, 2004;Van Walraven et al, 2002), antibacterial (Brahmbhatt et al, 2013;Cespedes et al, 2006;El-Dean et al, 2013;Kidwai et al, 2014;Kumari et al, 2013;Musthaf et al, 2013;Pansuriya and Patel, 2007;Prasad et al, 2014), antifungal (Chohan et al, 2006;Rehman et al, 2005), antiviral (Kirkiacharian et al, 2008;Zavrsnik et al, 2011), antitumor (Arya et al, 2014;Bi et al, 2013;Dorababu et al, 2013;Farghaly et al, 2014;Kawaii et al, 2001;Kumar et al, 2013;Pingaew et al, 2014;Salinas-Jazmin et al, 2010;Loa et al, 2009), anticonvulsant (Jaweed Mukarram et al, 2005), antiprotozoal (Tasdmir et al, 2006), insecticidal , fungicide (Oliva et al, 2003), antimycobacterial (Abou-Melha and Faruk, 2008;Kotharkar and Shinde, 2006;Mostafa, 2008;Sukdolak et al, 2005;Zavrsnik et al, 2008), antimutagenic …”

Fast highly efficient 'on-solvent' non catalytic cascade transformation of benzaldehydes and 4-hydroxycoumarin into bis(4-hydroxycoumarinyl)arylmethanes

“…4,5 Coumarins or benzopyran-2-ones, are one of the most known oxygen heterocyclic compounds which are efficiently studied from their discovery up to our days. 6 The great interest to these compounds is due to their known anti-cancer, 7,8 anti-inflammatory, , anticancer, 15 anti-HIV and antiviral 16 agents.…”

Synthesis of novel 4-hydroxycoumarin derivatives: evaluation of antimicrobial, antioxidant activities and its molecular docking studies

“…Coumarin (2-oxo-2H-chromene) is a naturally occurring heterocyclic compounds isolated from various plants, it has been found in the microorganisms, animals, essential oils and fruits (Egan et al, 1990;Borges et al, 2005). Many of coumarin derivatives have been synthesized and reported for its biological activities such as antibacterial (Kayser and Kolodziej, 1999;Al-Haizal et al, 2003;Singh et al, 2010), antifungal (Cristina et al, 2008;Satyanaraya et al, 2008), antioxidant (Parameswaran et al, 2009;Patel Rajesh and Patel Natvar, 2011;Maja and Cacic, 2012) antiinflammatory (Shashwat et al, 2008;Georgia et al, 2009), antitumor (Nofal et al, 2000;Nawrot et al, 2006), antiviral (Kirkiacharian et al, 2008) and CNS stimulant. 4-Hydroxy-coumarin is one of the important classes in coumarin family and has wide range of applications in organic synthesis.…”