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Featured researches published by B. China Raju.


Bioorganic & Medicinal Chemistry | 2010

α-Glucosidase inhibitory antihyperglycemic activity of substituted chromenone derivatives

B. China Raju; Ashok K. Tiwari; J. Ashok Kumar; A. Zehra Ali; Sachin B. Agawane; Gannerla Saidachary; Kuncha Madhusudana

Series of 3,4- and 3,6-disubstituted chromenones including new chromenone derivatives were synthesized applying various synthetic strategies including Pechmann condensation, Knoevenagel condensation, Reimer-Tiemann reaction and Suzuki coupling in very good yields. Synthesized compounds (4a-z) were screened for in vitro alpha-glucosidase inhibitory and 1,1-diphenyl-2-picrylhydrazyl (DPPH) free radical scavenging activities. Majority of compounds displayed varying degrees of alpha-glucosidase inhibitory and DPPH scavenging activity. Compound 4x emerged as the most potent alpha-glucosidase inhibitor in present series of compounds owing to the presence of 3-acetyl-6-(6-methoxy-3-pyridyl) group on chromenone; however, it could not display DPPH scavenging activity and was found to be mixed non-competitive type inhibitor of rat intestinal alpha-glucosidase. When tested in vivo for antihyperglycemic activity in starch loaded Wistar rats, it displayed significant antihyperglycemic property. This is the first report assigning rat intestinal alpha-glucosidase inhibitory property for this class of new chromenones and presents new family of compounds possessing alpha-glucosidase inhibitory activities and antihyperglycemic property. Compound 4x may serve as an interesting new compound for the development of therapeutics targeted against diet-induced hyperglycemia in diabetes.


Bioorganic & Medicinal Chemistry Letters | 2011

Synthesis, structure–activity relationship of novel substituted 4H-chromen-1,2,3,4-tetrahydropyrimidine-5-carboxylates as potential anti-mycobacterial and anticancer agents

B. China Raju; R. Nageswara Rao; Pathi Suman; Perumal Yogeeswari; Dharmarajan Sriram; Shasi V. Kalivendi

Series of 4H-chromen-1,2,3,4-tetrahydropyrimidine-5-carboxylate derivatives 7a-7zb, 8a-8d and 9a-9d were synthesized and screened for their in vitro anti-mycobacterial activity against Mycobacterium tuberculosis H(37)Rv (MTB) and cytotoxicity against three human cancer cell lines including A549, SK-N-SH and HeLa. The results indicate that six compounds are more potent and 7za is most effective anti-mycobacterial derivative compared to the standard drugs Ethambutol and Ciprofloxacin. However, 12 compounds exhibited cytotoxicity against human neuroblastoma cell line; amongst them the compound 7v is most effective compared to the standard drug Doxorubicin. This is the first report assigning in vitro anti-mycobacterial, anticancer and structure-activity relationship for this new class of 4H-chromen-1,2,3,4-tetrahydropyrimidine-5-carboxylates.


Pharmacology, Biochemistry and Behavior | 2006

Rats with unilateral median forebrain bundle, but not striatal or nigral, lesions by the neurotoxins MPP+ or rotenone display differential sensitivity to amphetamine and apomorphine

Kizhakke M. Sindhu; Rebecca Banerjee; Karuppagounder S. Senthilkumar; Karuppagounder S. Saravanan; B. China Raju; J. Madhusudan Rao; Kochupurackal P. Mohanakumar

Rotenone and 1-methyl-4-phenyl pyridinium (MPP+) are two mitochondrial neurotoxins known to produce Parkinsons disease (PD) in experimental animals. In the present study, we compared drug-induced rotational asymmetry in rats lesioned using these neurotoxins at three distinct basal ganglia sites, the striatum, substantia nigra pars compacta (SNpc) and median forebrain bundle (MFB). The levels of dopamine (DA) in the ipsilateral striata of these hemiparkinsonian animals were assayed employing an HPLC-electrochemical procedure 2 days after the final rotational study. Rats infused with rotenone or MPP+ into the SNpc, but not into the striatum or MFB, exhibited contralateral rotations immediately after recovery from anesthesia. Irrespective of the lesion site or the toxin used, all the animals exhibited ipsilateral rotations when challenged with D-amphetamine. Apomorphine administration caused contralateral circling behavior in MFB-lesioned animals, but ipsilateral rotations in rats that received rotenone or MPP+ in the striatum or SNpc. Stereotaxic administration of rotenone into the MFB, SNpc or striatum caused a significant loss of DA in the ipsilateral striatum to varying degrees (96%, 62% and 30%, respectively, as compared to the contralateral side). However, unilateral MPP+ administration into the MFB, SNpc or striatum caused respectively about 98%, 74% and 59% loss of striatal DA. Behavioural observations and the neurochemical results indicate that, among the three anatomically distinct loci-lesioned, MFB-lesioned animals mimicked behavioral aberrations similar to nigral lesions caused by 6-hydroxydopamine, a classical parkinsonian neurotoxin. Moreover, the results point out that while both d-amphetamine and apomorphine-induced rotations could be considered as valuable behavioral indices to test novel drugs against PD, yet apomorphine-induced contralateral bias proves to be a more reliable indicator of specific destruction in the nigrostriatal pathway and development of post-synaptic DA receptor supersensitivity.


Synthetic Communications | 2008

Efficient and Inexpensive Synthesis of Benzimidazoles and Quinoxalines

B. China Raju; N. Dharma Theja; J. Ashok Kumar

Abstract o-Phenylenediamines were reacted with carbonyl compounds, β-ketoesters, and 1,2-diketones in presence of ammonium salts to give benzimidazoles and quinoxalines in very good yields. Ammonium salts are commercial and environmentally benign catalysts.


European Journal of Medicinal Chemistry | 2013

Synthesis, anticancer activity and photophysical properties of novel substituted 2-oxo-2H-chromenylpyrazolecarboxylates.

J. Ashok Kumar; Gannerla Saidachary; G. Mallesham; Balasubramanian Sridhar; Nishant Jain; Shashi Vardhan Kalivendi; V. Jayathirtha Rao; B. China Raju

2-Oxo-2H-chromenylpyrazolecarboxylates (8a-h and 12a-zb) have been synthesized by [3 + 2] cycloaddition of 2H-chromenophenylhydrazones (7a-h and 11a-w) with diethyl/dimethylbut-2-ynedioates. Phenylchromeno[4,3-c]pyrazol-4(1H)-ones (13i-n) were prepared from corresponding phenylhydrazones (7a-h) with catalytic amount of piperidine in presence of pyridine as a solvent at 100 °C. All the synthesized compounds (8a-h, 12a-zb and 13a-n) were screened for anticancer activity against three human cancer cell lines such as prostate (DU-145), lung adenocarcinoma (A549), and cervical (HeLa) by standard MTT assay method. Further, photophysical properties (UV and fluorescence) for these compounds were discussed.


Bioorganic & Medicinal Chemistry Letters | 2009

First stereoselective total synthesis and anticancer activity of new amide alkaloids of roots of pepper.

Ch. Srinivas; Ch. Pavan Kumar; B. China Raju; V. Jayathirtha Rao; V.G.M. Naidu; Sistla Ramakrishna; Prakash V. Diwan

The first stereoselective total synthesis of new natural amide alkaloids 1-3 have been achieved from commercially available starting materials. Wittig olefination, Sharpless asymmetric dihydroxylation, epoxidation, a trans regioselective opening of 2,3-epoxy alcohol, Horner-Wadsworth-Emmons (HWE) olefination and amide coupling are the key steps. The amide alkaloids 1-3 are evaluated for their anticancer activity against colon (HT-29), breast (MCF-7) and lung (A-549) human cancer cell lines for the first time.


European Journal of Medicinal Chemistry | 2015

Synthesis and structure–activity relationships of pyridinyl-1H-1,2,3-triazolyldihydroisoxazoles as potent inhibitors of tubulin polymerization

Pathi Suman; T. Ramalinga Murthy; Kommera Rajkumar; D. Srikanth; Ch Dayakar; Chandan Kishor; Anthony Addlagatta; Shasi V. Kalivendi; B. China Raju

Three series of compounds; pyridinyl-1H-1,2,3-triazoles, pyridinyl-1H-1,2,3-triazolylisoxazoles and pyridinyl-1H-1,2,3-triazolyldihydroisoxazoles with TMP moiety were designed, synthesized and screened for their anti-cancer and anti-tubulin properties. By sequentially designing three series of compounds comprising of dihydroisoxazole in the linker, a small substituent like chlorine on one side (R(1)) and aromatic group (R) on the pyridine ring, we have optimized the anti-cancer as well as anti-tubulin activity. Pyridinyl-1H-1,2,3-triazolyldihydroisoxazoles 28b and 28c were found to be potent anti-cancer agents against all the cell lines tested with a concomitant accumulation of cells in the G2/M phase of the cell cycle. Molecular modeling suggests that the trimethoxyphenyl ring in 28b and 28c occupies the cholchicine binding domain of β-tubulin, whereas, the dihydroisoxazole extends towards the interface of α,β-tubulin.


Journal of Chemical Research-s | 2008

A facile one-pot Friedländer synthesis of quinoline derivatives

P. Prabhakar Reddy; B. China Raju; J. Madhusudana Rao

A facile one-pot Friedländer synthesis has been developed for quinolines using GdCl3.6H2O as the novel catalyst. The method is simple, efficient and rapid to afford the quinolines in very good yields.


Synthetic Communications | 2004

Facile and Selective Synthesis of Chloromethylpyridines and Chloropyridines Using Diphosgene/Triphosgene

P. Narendar; B. Gangadasu; Ch. Ramesh; B. China Raju; V. Jayathirtha Rao

Abstract Diphosgene and triphosgene in the presence of amines were found to be an excellent chlorinating agents with high selectivity for the preparation of chloromethylpyridines and chloropyridines from picoline‐N‐oxides and pyridine‐N‐oxides respectively. #IICT Communication No: 030808.


Tetrahedron Letters | 2003

Highly efficient and chemoselective cleavage of prenyl ethers using ZrCl4/NaBH4

K. Suresh Babu; B. China Raju; P.V. Srinivas; J. Madhusudana Rao

Abstract An efficient and chemoselective deprotection of prenyl ethers of phenols and alcohols with ZrCl 4 /NaBH 4 in DCM was achieved in high yields. The selectivity of prenyl ether deprotection is well demonstrated by carrying out the reaction in the presence of several other ether and ester functionalities.

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J. Madhusudana Rao

Indian Institute of Chemical Technology

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V. Jayathirtha Rao

Indian Institute of Chemical Technology

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B. Gangadasu

Indian Institute of Chemical Technology

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K. Suresh Babu

Indian Institute of Chemical Technology

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J. Ashok Kumar

Indian Institute of Chemical Technology

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Parvathi Neelakantan

Indian Institute of Chemical Technology

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U. T. Bhalerao

Indian Institute of Chemical Technology

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Ashok K. Tiwari

Indian Institute of Chemical Technology

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P. Narender

Indian Institute of Chemical Technology

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A. Zehra Ali

Indian Institute of Chemical Technology

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