V2O5‐Catalyzed One‐Pot Multicomponent of Pyrazol Naphthoquinone as Scaffolds for Potential Bioactive Compounds: Synthesis, Structural Study and Cytotoxic Activity. Issue 11 (18th March 2019)

• Record Type: Journal Article
• Authors: Vairaperumal, Veeramani; Perumal, Muthuraja; Sengodu, Prakash; Shanumuganthan, Saravanakumar; Paramasivam, Manisankar
• Is Part Of: ChemistrySelect. Volume 4:Issue 11(2019)
• Page Start: 3006
• Page End: 3010
• Publication Date: 2019-03-18
• Subjects: Atom-economy -- Cervical cancer cell line (HeLa) -- One-pot four-component reaction; Chemistry -- Periodicals; 540.5
• DOI: 10.1002/slct.201803942
• Languages: English
• ISSNs: 2365-6549

Abstract

Abstract: In the present investigation, we have designed synthesis of a set of potential cytotoxic agents contains pyrazoyl naphthoquinone framework, from 2‐hydroxy‐1, 4‐naphthaquionone, ethylacetoacetate, substituted phenylhydrazines and aromatic aldehydes in presence of different catalysts in one‐pot four component method. Various metal triflate, lewis acids and metal oxides were tested in multi‐component reaction, among them, V2 O5 acts as best catalyst. We have also optimized the synthetic conditions such as catalyst loading, solvents and reaction time to achieve maximum yield. It is noteworthy to mention here that the sustainable solvents like ethanol found to be suitable solvent. Further, the synthesized compounds have been employed for their in‐vitro anticancer activity against cervical cancer cell line (HeLa). Among the other compound, 5i has displayed highest activity in comparison with control drug (doxorubicin) with corresponding IC50 equal to 2.9 μM. Abstract : An efficient one step multi‐component process for synthesizing from 2‐hydroxy‐1, 4‐naphthaquionone, ethylacetoacetate, substituted phenylhydrazines and aromatic aldehydes in presence of V2 O5 catalyst using green solvent such as ethanol. It gives for a rapid and green methodology for the synthesis of the biologically active pyrazoyl naphthoquinone derivatives.