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Oxalic acid as a catalyst for efficient synthesis of bis-(indolyl)methanes,and 14-aryl-14H-dibenzo[a,j]xanthenes in water

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Chinese Chemical Letters 2008年第10期19卷 1186-1189页

作者： nagnnath D.Kokare jaiprakash n.sangshetti Devanand B.Shinde Department of Chemical Technology Dr.Babasaheb Ambedkar Marathwada UniversityAurangabad 431004(MS)India New Drug DiscoveryWockhardt Research CentreAurangabad 431210(MS)India Department of Chemical Technology Dr.Babasaheb Ambedkar Marathwada UniversityAurangabad 431004(MS)India

A simple, efficient, and environment benign route was developed for the preparation of bis-（indolyl）methanes and 14-aryl-14H- dibenzo[aj]xanthenes from condensation of various aromatic aldehydes or ketones with indole, and 2-naphthol, respectively, using oxalic acid catalyst in aqueous medium. Use of cheap and easily available catalyst, better yields and simple reaction protocol are the advantages of the present method.

关键词： Oxalic acid Bis-(indolyl)methanes 14-Aryl-14H-dibenzo[a,j]xanthenes Aldehydes

Expeditious synthesis,antileishmanial and antioxidant activities of novel 3-substituted-4-hydroxycoumarin derivatives

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Chinese Chemical Letters 2016年第2期27卷 287-294页

作者： Zahid Zaheer Firoz A.Kalam Khan jaiprakash n.sangshetti Rajendra H.Patil Dr.Rafiq Zakaria Campus Y.B.Chavan College of PharmacyAurangabad 431001MSIndia Department of Biotechnology Savitribai Phule Pune UniversityPune 411007MSIndia

A series of novel 3-substituted-4-hydroxycoumarin derivatives 6（a-1） were synthesized in high yield using one-pot three component coupling reaction catalyzed by ceric ammonium nitrate. These compounds were evaluated for antileishmanial activity against Leishmania donovani promastigotes and antioxidant activity（DPPH-radical scavenging activity）. Two compounds, 6h（IC50= 9.90 μmol/L） and 6i（IC50= 6.90 μmol/L） displayed potent antileishmanial activity when compared with standard antileishmanial agents pentamidine（IC50= 16.15 μmol/L） and miltefosine（IC50= 12.50 μmol/L）. Three compounds, 6c（IC50= 10.79 μmol/L）, 6h（IC50= 10.60 μmol/L）, and 6i（IC50= 10.73 μmol/L） showed significant antioxidant activity favorably with the antioxidant standards butylated hydroxy toluene（IC50= 16.47 μmol/L） and ascorbic acid（IC50= 12.69 μmol/L）. A molecular docking study of compounds 6（a-1） suggested a possible mode of binding with the Adenine phosphoribosyltransferase enzyme of ***. ADME properties were predicted in silico and support the potential of 6（a-1） to show favorable drug-like properties.

关键词： 4-Hydroxycoumarin Ceric ammonium nitrate Antileishmanial activity Antioxidant activity Molecular docking study ADME properties

ZrOCl_2·8H_2O catalyzed solvent-free synthesis of isobenzofuran-1(3H)-ones

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Chinese Chemical Letters 2011年第2期22卷 163-166页

作者： jaiprakash n.sangshetti Siddique Akber M.K.Ansari Devanand B.Shinde Department of Chemical Technology Dr.Babasaheb Ambedkar Marathwada UniversityAurangabad 431004(MS)India

ZrOCl2·8H2O catalyzed environmentally benign synthesis of isobenzofuran-1（3H）-ones are ***2·8H2O appeared to be an excellent catalyst for the condensation and *** of phthalaldehydic acid（2-carboxybenzaldehyde） with methylaryl and cyclic ketones was initiated by condensation and occurred in one step providing excellent yields（90-98%）.

关键词： 2-Carboxybenzaldehyde Methylaryl and cyclic ketones ZrOCl_2·8H_2O catalyst

ZrOCl_2·8H_2O catalyzed one-pot synthesis of 2,4,5-triaryl-1H-imidazoles and substituted 1,4-di(4,5-diphenylimidazolyl)benzene

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Chinese Chemical Letters 2008年第7期19卷 762-766页

作者： jaiprakash n.sangshetti nagnnath D.Kokare Sandeep A.Kotharkar Devanand B.Shinde Department of Chemical Technology Dr.Babasaheb Ambedkar Marathwada UniversityAurangabad 431004 (MS)India Department of Chemical Technology Dr.Babasaheb Ambedkar Marathwada UniversityAurangabad 431004 (MS)India Wockhardt Research CentreAurangabad 431210 (MS)India

A simple one-pot synthetic method for the preparation of 2,4,5-triaryl-lH-imidazoles from benzoin or benzil, ammonium acetate, aromatic aldehydes, and ZrOCl2-8H2O catalyst is described. The ZrOCl2-8H2O catalyst was found to be equally effective for aromatic and heteroaromatic aldehydes and also for the preparation of substituted 1,4-di（4,5-diphenylimidazol-yl） benzene.

关键词： ZrOCl2·8H2O Triaryl-1H-imidazoles Benzoin Benzil Ammonium acetate Aromatic aldehydes

Development of mild and efficient method for synthesis of substituted flavones using oxalic acid catalyst

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Chinese Chemical Letters 2009年第2期20卷 171-174页

作者： Abhay S.Zambare jaiprakash n.sangshetti nagnnath D.Kokare Devanand B.Shinde Department of Chemical Technology Dr.Babasaheb Ambedkar Marathwada University new Drug Discovery Wocckhardt Research Centre

Oxalic acid has been used as a catalyst for intramolecular cyclisation of 2-hydroxychalcones to form flavones in good yields. The efficiency of the catalyst was proved with a variety of substrates ranging from electro... 详细信息

关键词： Aromatic aldehydes 2-Hydroxychalcone Oxalic acid Flavones

CAn catalyzed one-pot synthesis and docking study of some novel substituted imidazole coupled 1,2,4-triazole-5-carboxylic acids as antifungal agents

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Chinese Chemical Letters 2015年第1期26卷 108-112页

作者： Anna Pratima G.nikalje Mangesh S.Ghodke Firoz A.Kalam Khan jaiprakash n.sangshetti Department of Pharmaceutical Chemistry Y.B.Chavan College of PharmacyDr.Rafiq Zakaria CampusAurangabad 431001MSIndia

The present work describes a facile,one-pot three component synthesis of a series of 3-[（4,5-diphenyl-2-substituted aryl/heteryl）-1H-imidazol-1-yl]-1H-1,2,4-triazole-5-carboxylic acid derivatives M（1-15）.Benzil,aromatic aldehydes and 3-amino-l,2,4-triazole-5-carboxylic acid was refluxed in ethanol using cerric ammonium nitrate（CAn） as a catalyst to give the title compounds in good *** compounds were evaluated for their in vitro antifungal and antibacterial *** M1,M9,and M15 were found to be equipotent against Candida albicans when compared with *** M2.M5,and M14 showed higher activity against Streptococcus *** coli and Streptococcus pyogenes,respectively,compared with *** study of the newly synthesized compounds was performed,and the results showed good binding mode in the active sites of C albicans enzyme cytochrome P450 lanosterol 14α-*** results of in vitro antifungal activity and docking study showed that synthesized compounds had potential antifungal activity and can be further optimized and developed as a lead compound.

关键词： 1,2,4-Triazole Imidazole Ceric ammonium nitrate Antifungal activity Antibacterial activity Docking study

β-Cyclodextrin as a supramolecular catalyst for the synthesis of 2Hindazolo[2,1-b]phthalazine-trione derivatives in water and their antimicrobial activities

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Chinese Chemical Letters 2017年第7期28卷 1577-1582页

作者： Asha V.Chate Priyanka K.Bhadke Manisha A.Khande jaiprakash n.sangshetti Charansingh H.Gill Department of Chemistry Dr.Babasaheb Ambedkar Marathwada UniversityAurangabad 431004M.S.India Y.B.Chavan College of Pharmacy Rafiq Zakaria CampusAurangabad 431001India

An efficient and green method has been developed for the synthesis of 2H-indazolo[2,1-b]phthalazinetriones derivatives by employing 15 mol%β-cyclodextrinvia a one-pot multicomponent reaction of aldehyde,dimedone,hydrazine hydrate with succinic anhydride/phthalic anhydride in water at 80 ℃ for first *** catalyst could be recovered and reused for four consecutive cycles without appreciable loss in catalytic activity and evaluated for in vitro antimicrobial activity against different Gram-positive and Gram-negative bacterial *** outcome of the screening study showed that compound 6d,6f and7 n exhibited excellent activity against ***,compound 6f and 6h exhibited excellent activity against ***,and compound 6c,and 6e displayed again excellent activity against Staphylococcus aureus whereas compound 7o shows excellent activity against *** and *** when compared with Ampicillin（standard control）.The results indicated that maximum compounds are moderately effective against bacterial growth and their effectiveness is highest against standard drugs.

关键词： Multicomponent reactions(MCRs) Pyridazino[1 2-a]indazole-triones 2H-Indazolo[2 1-b]phthalazine-trione β-Cyclodextrin Aqueous medium Green method Antimicrobial activity

1,2,3-Triazole incorporated coumarin derivatives as potential antifungal and antioxidant agents

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Chinese Chemical Letters 2016年第2期27卷 295-301页

作者： Mubarak H.Shaikh Dnyaneshwar D.Subhedar Firoz A.Kalam Khan jaiprakash n.sangshetti Bapurao B.Shingate Department of Chemistry Dr. Babasaheb Ambedkar Marathwada University Department of Pharmaceutical Chemistry Y. B. Chavan College of Pharmacy Dr. Rafiq Zakaria Campus

A series of novel ethyl-7-（（1-（benzyl）-1H-1,2,3-triazol-4-yl）methoxy）-2-oxo-2H-chromene-3-carboxylates 8a-h as potential antifungal agents were synthesized via click chemistry. The antifungal activity was evaluated against five human pathogenic fungal strains, such as Candida albicans, Fusarium oxysporum, Aspergillus flavus, Aspergillus niger and Cryptococcus neoformans. Compound 8c, 8d, 8e and 8h were found to be equipotent against C. albicans when compared with miconazole and compound 8f was found to be two-fold more active compared with miconazole and equipotent to fluconazole against ***. The coumarin-based triazole derivatives were also evaluated for antioxidant activity and compound 8a was found to be potent antioxidant when compared with standard drug. Furthermore,molecular docking study of the newly synthesized compounds was performed and results showed good binding mode in the active site of fungal C. albicans enzyme P450 cytochrome lanosterol 14 ademethylase. Moreover, the synthesized compounds were also analyzed for ADME properties and showed potential to build up as good oral drug candidates.

关键词： ADME prediction Antifungal Antioxidant Docking study 1,2,3-Triazole

1,2,3-Triazole tethered acetophenones: Synthesis, bioevaluation and molecular docking study

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Chinese Chemical Letters 2016年第7期27卷 1058-1063页

作者： Mubarak H.Shaikh Dnyaneshwar D.Subhedar Vijay M.Khedkar Prakash C.Jha Firoz A.Kalam Khan jaiprakash n.sangshetti Bapurao B.Shingate UGC-SAP and DST-FIST Sponsored Department of Chemistry Dr. Babasaheb Ambedkar Marathwada University School of Health Sciences University of Kwa Zulu Natal Westville Campus School of Chemical Sciences Central University of Gujarat Department of Pharmaceutical Chemistry Y. B. Chavan College of Pharmacy Dr. Rafiq Zakaria Campus

A small focused library of eighteen new 1,2,3-triazole tethered acetophenones has been efficiently prepared via click chemistry approach and evaluated for their antifungal and antioxidant *** antifungal activity was evaluated against five human pathogenic fungal strains：Candida albicans,Fusarium oxysporum,Aspergillus flavus,Aspergillus niger,and Cryptococcus *** the synthesized compounds,9c,9i,and 9p found to be more potent antifungal agents that the reference *** 1,2,3-triazole based derivatives were also evaluated for antioxidant activity,and compound 9h was found to be the most potent antioxidant as compared to the standard ***,molecular docking study of the newly synthesized compounds was performed and results showed good binding mode in the active site of fungal *** enzyme P450 cytochrome ***,the synthesized compounds were also analyzed for ADME properties and showed potential as good oral drug candidates.

关键词： 1,2,3-Triazole Antifungal Antioxidant Molecular docking ADME prediction