Jayashree Anireddy

Jawaharlal Nehru Technological University, Hyderabad | JNTUH · Centre for Chemical Sciences and Technology JNTUH

In this study, we introduce a new protocol for the synthesis of tetracyclic acridone derivatives using a benzylation reaction under microwave irradiation. Compared to traditional approaches, our protocol is significantly more effective, takes far less time and is also in accordance with the principles of green chemistry. Under the solvent-free cond...

Nowadays, acridone based heterocycles have attracted the attention of the scientific community as these are one of the most important structural moieties in the domains of pharmacy and medicinal chemistry due to their broad biological actions. Because of their planar structure, acridones can more easily form complexes with DNA and RNA chains and in...

Based on the foregoing gram-scale laboratory process, an efficient scale-up process for preparation of the diasteriomeric impurities of Ticagrelor is reported. The complete characterization of all impurities is presented to ensure stereo chemical structural integrity of the diastereomers. IPDO communication number: IPDO-IPM-00677.

A terse and efficient asymmetric synthesis of tert-butyl 2-(4R, 6R)-6-(2-aminoethyl)-2, 2-dimethyl-1, 3-dioxan-4-yl) acetate is presented, which is a key chiral chain precursor of atorvastatin. This was synthesized from commercially available, non-expensive starting material. The precursor was converted into atorvastatin calcium. The synthesis has...

Six novel unsymmetrical trisubstituted urea derivatives were synthesized, characterised and their DFT studies were reported in this present work. 1,1′-carbonyldiimidazole (CDI) was used to generate carbonyl functional group of unsymmetrical urea by employing non-hazardous, renewable 2-MeTHF solvent. Excellent yields of unsymmetrical urea (90-95%) a...

Design and synthesis of novel series of 1,3,4-oxadiazoles containing FQs derivatives and screened their antibacterial, antimycobacterial properties. The synthesized compounds were characterized by different spectral techniques like IR, ¹H NMR, ¹³C NMR, mass and elemental analysis. The results of the antimicrobial activity and compounds 6d, 6b, 6e,...

The current work reports the synthesis of novel tetracyclic N-benzylated benzopiperazine fused acridone regioisomers tagged with three trifluoromethyl and three fluoride substituents. The novelty of this work is based on the execution of green chemical principles, 2-MeTHF (2-Methyl Tetrahydrofuran) was employed as renewable solvent during this benz...

A simple, efficient, cyanide-free protocol for the total synthesis of rosuvastatin calcium was developed from inexpensive, commercially available d-arabinose; the key steps employed were Wittig reaction followed by oxa-Michael addition. The developed synthetic protocol could be adopted for industrial production of rosuvastatin calcium.

A series of organophosphorous compounds ( 3a - 3m ) containning phosphonate functional group have been synthesized efficiently with high speed and good yield. All the compounds were correctly characterized using different spectroscopic techniques (IR, Mass, ¹ H, ¹³ C and ³¹ P-NMR). These compounds were screened for their antibacterial activity. All...

For the first time the template containing structural features of more than one NSAIDs and the 1,2,3-triazole ring was explored for the identification of potential cytotoxic agents. These new and complex molecules were predicted to be effective inhibitors of PDE4B by molecular modelling studies in silico. The multi-step synthesis of these compounds...

A series of novel and small molecules containing structural features of some well‐known NSAIDs such as mefenamic acid or ibuprofen or naproxen and a heterocyclic moiety e.g. benzoxepine or quinoline were designed where a substituted 1,2,3‐triazole was used as a linker. These molecules were initially designed as potential antibacterial agents. Synth...

A series of new 1,3,4-oxadiazole derivatives bearing the 2-positioned 2,5-dimethoxyphenyl substituent and 5-positioned organylsulfanyl moiety were designed and synthesized. Screening for anticancer activity against an array of human cancer cells revealed the superior activity of 2-(2,5-dimethoxyphenyl)-5-propylthio-1,3,4-oxadiazole. 2-(2,5-Dimethox...

We describe the synthesis, characterization and in vitro antibacterial evaluation of a library of novel compounds based on 1,2,3‐triazolo phosphonate framework along with the evaluation of DNA gyrase inhibitory potential of a promising molecule in silico. Preparation of these compounds was carried out via a multi‐step sequence comprising of the Abr...

Highly sensitive liquid chromatography-tandem mass spectrometry (LC-MS/MS) method has been developed for the simultaneous determination of five potential genotoxic impurities in ranolazine active pharmaceutical ingredient. Chromatographic separation achieved using Poroshell C18 PFP 150 × 3.0 mm 2.7 µ column and 0.1% formic acid in water as Mobile p...

In the present scenario drug discovery and development processes are expensive and time consuming. To resolve this, we utilised the Lipinski’s rule (Ro5) methodology, which appears to be useful in defining drugability. In the present investigation, we reported the synthesis and evolution of antibacterial activity of title compounds and according to...

Acridone based synthetic and natural products with inherent anticancer activity advancing the research and generating a large number of structurally diversified compounds. In this sequence we have designed, synthesized a series of tetracyclic acridones with amide framework viz., 3-(alkyloyl/ aryloyl/ heteroaryloyl/ heteroaryl)-2,3-dihydropyrazino[3...

Background & Objective A facile and efficient method for the synthesis of novel derivatives of FQ citrate conjugates with 1,2,4-triazoles and 1,3,4-oxadiazole scaffolds 8-11 using conventional as well as microwave irradiation methods was reported. Based on these original building blocks the new derivatives of 3, 7-disubstituted fluoroquinolones bea...

2-(2-(4-(3-Carboxy-1-ethyl-6-fluoro-4-oxo-1,4-dihydroquinolin-7-yl)piperazin-1-yl)-2-oxoethyl)-2- hydroxysuccinic acid (2) and 3-(4-(3-carboxy-1-ethyl-6-fluoro-4-oxo-1,4-dihydroquinolin-7-yl)piperazine-1-carbonyl)- 3-hydroxypentanedioic acid (3) derivatives, a class of norfloxacin analogues of dimethyl citrate conjugates have been synthesized. They...

Although Lipinski's rule of five is considered as a default measure of oral drug-likeness of compounds having an acceptable range of ADME and toxicity, many molecules that satisfy these conditions are by no means drug-like. Therefore, In Silico model for predicting oral bioavailability is very important, both in the early stage of drug discovery to...

Abstract: Novel substituted 1,2,3,4-tetrahydro-isoquinoline derivatives have been synthesized with pyrrolidine, piperidine, morpholine, dimethyl and triethyl as substituents. The synthesis follows a multistep reaction route involving Henry reaction, Nef reaction, reductive amination, amidation and Nalkylation. The synthesized compounds were designe...

A series of novel α-methyl-L-DOPA urea derivatives viz., 3-(3,4-dihydroxyphenyl)-2-methyl-2-(3-halo/ trifluoromethyl substituted phenyl ureido)propanoic acids (6a-e) have been synthesized from the reaction of α-methyl-L-DOPA (3) with various aryl isocyanates (4a-e) by using triethylamine (5, TEA) as a base catalyst in THF at reflux conditions. The...

In the present study, we report design, synthesis and screening of new novel 5‐substituted‐2‐mercapto‐1,3,4‐oxadiazole analogues appended to oxaprozin for their in vitro anticancer and antibacterial activity. The synthesised compounds were characterized using various spectroscopic techniques. Furthermore, the structure of 5b (2‐(2‐[4,5‐diphenyloxaz...

A series of 1-(2,3-dihydro-1H-indan-1-yl)-3-aryl urea/thiourea derivatives (4a-j) have been synthesized from the reaction of 2,3-dihydro-1H-inden-1-amine (2) with various aryl isocyanates/isothiocyanates (3a-j) by using N,N-DIPEA base (Hunig's base) catalyst in THF at reflux conditions. All of them are structurally confirmed by spectral (IR, 1H &13...

The main objective of this study is to establish an efficient extraction procedure for the estimation of Telmisartan, Amlodipine and Chlorthalidone from their combination of sample matrix by using Analytical Quality by Design (AQbD) approach. Initial screening studies were performed for optimization of suitable diluent to extract active components...

Tartrate salt of carbocyclic amine 2 is one of the key starting materials for the synthesis of Ticagrelor 1. During the synthesis of 1, the isomers of 2 also need to be considered as potential impurities and characterized before establishing the specification of product. In the present work, detailed study has been carried out to synthesize the rel...

In the present work, we report the fabrication of a highly versatile ruthenium-based magnetically recoverable photoredox nanocatalyst with a large surface area. This visible light harvesting nanocatalyst was effectively used for cross-dehydrogenative coupling via C–H activation between tertiary amines and various carbon nucleophiles with high regio...

Most of the diseases are multifactorial in nature. Moreover, the exploration of new drugs with appropriate absorption, distribution, metabolism, and excretion along with effective pharmacological activity and less toxicity for the treatment and cure of multifactorial diseases is a herculean task. There is new hope for the treatment of multifactoria...

A complete degradation study was performed on cangrelor drug substance as per the ICH guidelines. The study reveals that a total of six degradation products (DP-1 to DP-6) were found and out of these, three unknown degradation products (DP-1, DP-5 and DP-6) were not reported in the literature. Based on the degradation study, the drug substance cang...

A series of novel 1-(benzamide)-N-cyclopropyl-2-(amino substituted)-6-oxo-1,6-dihydropyrimidine-5-carboxamide derivatives is synthesised and characterized by IR, ¹H and ¹³C NMR, and mass spectra. The synthesized compounds 6a-6j and 8a-8j are screened for their in vitro antimicrobial activity against two Grampositive (Staphylococcus aureus, Bacillus...

Two series of diaziridinyl quinone isoxazole derivatives were prepared and evaluated for their cytotoxic activity against MCF7, HeLa, BT549, A549 and HEK293 cell lines and interaction with tubulin. Compounds (6a–m ) showed promising activity against all the 5 human cancer cell lines. Compounds 6a, 6e and 6 m were potent [IC50 ranging between 2.21 µ...

An efficient method has been developed for the synthesis of N‐alkylated 2′‐oxo‐3‐phenylspiro[cyclopropane‐1,3′‐indoline]‐2,2‐dicarbonitrile from 3‐chloroindolin‐2‐one and 2‐benzylidenemalononitrile by using triethylamine as a base at room temperature and obtained the products in moderate to good yields. In extension, the scope of the reaction has b...

A new hybrid polydentate template comprising distinctive pharmacophoric groups, namely, ibuprofen, 1,3,4‐oxadiazole, and 1,2,3‐triazole linked through a thioether bridge was achieved by one‐pot synthesis by exploring multicomponent Cu‐catalyzed “click chemistry” approach. The target structures were characterized by NMR, IR, and LC‐Mass. The X‐ray a...

Background Lamiaceae is one of the large families that occur worldwide and has species that are adaptable to almost all habitats and altitudes. Plectranthus is an important genus of Lamiaceae, recognized globally as an ornamental as well as a medicinal herb with good economic interest. The Plectranthus species possess antiseptic, vermicidal and pur...

A new series of pyrano[3,2-c]carbazole and pyrano[2,3-a]carbazole derivatives have been synthesized by one-pot three-component coupling of 4-hydroxycarbazole or 2-hydroxycarbazole, aromatic substituted aldehydes, and (E)-N-methyl-1-(methylsulfanyl)-2-nitroethenamine under microwave irradiation. This rapid one-pot reaction does not require a catalys...

A simple reverse phase method for the selective quantification of ezetimibe (EZM), its diastereomers and other related substances was developed. The method demonstrated an excellent separation between each of the 14 impurities (including diastereomers, specified impurities and degradation products) and EZM within a runtime of 45 min. The developed...

Background: A library of compounds related to the new benzoxepine-oxime-1,2,3-triazole hybrid was created as probable antibacterial agents. Their synthesis involved a Cu-catalyzed azidealkyne cycloaddition (CuAAC) as a key step to construct the desired 1,2,3-triazole ring. Thus the click reaction between the appropriate alkyne containing the benzo...

Background: Tuberculosis (TB), a contagious airborne disease caused by pathogen mycobacterium tuberculosis (M. tb) is the second leading cause of death world-wide among the transferable diseases. It is therefore necessary to devote continuing effort for the identification and development of New Chemical Entities (NCEs) as potential antimicrobial ag...

In the present study a series of novel benzoxazepine (5a-h) derivatives were synthesized by the thermal cyclization reaction of various pyrazole-chalcones (3a-h) with 2-aminophenol, by conventional heating and microwave irradiation (180 W) in solvent-free conditions in short reaction times (9–12 min), giving high yields of products (80–88%). The ho...

Pb(OAc)4 to assist N−N bond formation via dehydrogenative cyclization of hydrazide‐hydrazones to generate the pyridazinones as bioactive molecules have been described. All the products were well characterized by various spectroscopic analyses. Furthermore, the structure of (E)‐3a,7‐diethyl‐6‐((thiophen‐2‐ylmethylene)amino)‐1,2,3a,4‐tetrahydro‐3‐oxa...

Divergent quinaoxaline analogues were synthesized in good yields from the W (3-fluoro-4-nitrophenoxy) phenyl quinoxaline (6) as the key intermediate using triethylamine as base in dimethylsulfoxide.

A new series of 3-aryl thiophene-2-aryl and hetero aryl chalcones were synthesised and evaluated for their invitro antiproliferative activity against human colon cancer cell lines. The synthesis of the key intermediate required for the preparation of the final compounds was achieved by employing tetrakis(triphenylphosphine)palladium (0) mediated cr...

Biological evaluation of 3,4-dihydroxy piperidines as α-glucosidase inhibitors is being reported for the first time. Forty-five derivatives (amides, di-amides and sulfonamides) were made using cis and trans 3,4-dihydroxy piperidines to evaluate their α-glucosidase inhibition activity. Polar groups (-OH, -NH2) on phenyl ring having derivatives 5i, 5...

Background In the present study, new triazine derivatives 3, 4, 5, 6, 8 and 10 were synthesized starting from readily available cyanuric chloride 1 via nucleophilic displacement with morpholine followed by Suzuki or Stille coupling reactions and then the thermal displacement of chlorine atom with diverse substituted amines. Methods All synthesized...

A new series of etodolac-1,3,4-oxadiazole-1,2,3-triazole derivatives was designed and synthesized from commercially available starting materials by employing a simple synthetic sequence. The in vitro evaluation of the synthesized analogues displayed promising cytotoxic activity. Among the tested compounds 7c, 7l, and 7n exhibited highest cytotoxic...

In the title compound, C 19 H 18 N 2 O 3 S, the thiazolidine ring makes dihedral angles of 46.97 (8) and 7.19 (9)° with the pyridine and benzene rings, respectively. The intramolecular structure is stabilized by a weak C—H...S hydrogen bond, which generates a S (6) graph-set motif, and a weak C—H...O contact. In the crystal, N—H...N and C—H...O hyd...

An efficient and inexpensive approach to the synthesis of 2-substituted 1, 3, 4- oxadiazoles from arylhydrazides and orthoester is reported using catalytic PTSA. The optimized reaction is performed using catalytic PTSA in EtOH and is complete within 1 h for non aromatic orthoesters and 2-30 h for aromatic orthoesters. The reaction permits both elec...

A series of newer seventeen coumarin linked 1,2,3-triazole derivatives have been synthesised by utilising the approach of click chemistry. All of the synthesised compounds have been well characterized by an array of spectroscopic techniques such as 1 H, 13 C-NMR and MS. These compounds have been screened for antibacterial activity against Gram-posi...

A new heterocycle 1,2,3-oxathiazino[5,6-c]quinolin-5(6H)one-2,2-dioxide analogues have been generated by annelating quinolone and oxathiazine scaffolds in to a single core. 3-Formyl-4-hydroxy quinolin-2-one and chlorosulfonyl isocyanate underwent smooth cyclisation to afford title compounds in good yields. All the newly synthesized compounds were c...

Background: Fluoroquinolones have been the centre of considerable scientific and clinical interest due to their broad spectrum pharmacological activities. Pefloxacin is an analogue of norfloxacin, which is a 3rd generation of fluoroquinolone [5] antibiotic similar to ciprofloxacin. Pefloxacin is used to treat a variety of bacterial infections like...

The official method for the determination of Enalapril Maleate and its related substances in European Pharmacopoeia (EP) is a gradient liquid chromatographic method. The method used styrene-divinylbenzene copolymer column, mobile phase buffer pH 6.8 and column oven temperature 70°C. In this method, the separation between main component Enalapril an...

A series of regioisomeric (2,5-dimethoxybenzoic acid, veratric acid) analogues were prepared by swapping the carboxylic motif to its oxadiazole bioisostere and have been screened for in vitro anticancer studies by using MTT (3-(4,5-dimethylthiazol-2-yl)-2,5-diphenyltetrazolium bromide) colorimetric assay. All of them were well characterized by spec...

Forced degradation study of argatroban under conditions of hydrolysis (neutral, acidic and alkaline), oxidation, photolysis and thermal stress, as suggested in the ICH Q1A (R2) was accomplished. The drug showed significant degradation under hydrolysis (acidic, alkaline) and oxidation (peroxide stress) conditions. The drug remains stable under therm...

A stability indicating QbD based gradient method was developed and validated with the concept of quality by design (QbD) and with help of design of experiments (DoE) tool for the simultaneous determination of related organic impurities of Ibuprofen and Paracetamol in a combination solid oral dosage form by reverse phase high performance liquid chro...

The objective of the present study is to identification of the oxidative degradation impurity in the Granisetron hydrochloride active ingredient and also the novel method developed based on the forced degradation studies performed on Granisetron Hydrochloride to well resolve the impurities from the API. Forced degradation studies were conducted as...

An efficient acid catalyzed methodology has been employed to synthesize a variety of aza-flavanones and their α-glucosidase inhibitory activity is evaluated using Acarbose, Miglitol and Voglibose as reference standards. And also molecular modeling studies were performed for all compounds to identify important binding modes responsible for inhibitio...

An efficient method for the synthesis of N-alkylated 2-(4-substituted-1H-1,2,3-triazol-1-yl)-1H-indole-3-carbaldehyde has been developed starting from oxindole and indole using Huisgen's 1,3-dipolar cycloaddition reaction of organic azides to alkynes. The effect of catalysts and solvent on these reactions has been investigated. Among all these cond...

A series of novel 1,2,3-triazole–etodolac hybrids (6a–l) were designed and synthesized as potent anti-cancer molecules. The synthesis strongly relied on Huisgen's 1,3-dipolar cycloaddition between etodolac azide 3 and substituted terminal alkynes 5a–l. The use of CH2Cl2 as a co-solvent with H2O increased the reaction rate and provided the correspon...

A new series of Deacetylsarmentamide A and B derivatives, amides and sulfonamides of 3,4-dihydroxypyrrolidines as α-glucosidase inhibitors were designed and synthesized. The biological screening test against α-glucosidase showed that some of these compounds have the positive inhibitory activity against α-glucosidase. Saturated aliphatic amides were...

An eco-friendly method has been developed for the synthesis of 2-amino-4-(9H-carbazole-3-yl)thiophene-3-carbonitriles from preliminary carbazole (1) through an intermediate of 2-(1-(9H-carbazole-3-yl)ethylidene)malononitriles using the Knoevenagel condensation followed by the Gewald reaction. On the other hand, the target compounds could also be pr...

The reaction of 1,3,4-oxathiazol-2-one derivative with 2-arylidene-1,3-indandione to furnish novel spiroindene-1,3-dione isothiazoline derivatives by Michael/1,3-dipolar [3+2]-cycloaddition reaction was investigated. The key 1,3-dipolar cycloaddition reaction step was examined in toluene solvent at reflux temperature to obtain mixture of two regioi...

The present paper describes a sensitive, precise and accurate RP-HPLC method for the simultaneous quantification of olodaterol and tiotropium bromide. Chromatographic separations were carried out on Thermo Hypersil C8 analytical column (150 mm x 4.6 mm, 5 μ particle size). An isocratic elution system was developed using phosphate buffer:methanol [5...

Identification, isolation, structural characterization and synthesis of process generated unknown impurity in cetirizine dihydrochloride is described in this work. Process-related unknown impurity was detected in the range of 0.1-0.15 % in cetirizine dihydrochloride by a gradient HPLC and LC-MS methods. Based on LC-ESI/MSⁿ study, the chemical struc...