Author Details

Scroll

Refine your search

Collections

Basic & Applied Science Collection

Co-Authors

Journals

Current Science

Year

2017
2018

Authors

A B C D E F G H I J K L M N O P Q R S T U V W X Y Z All

Chowrasia, Deepak

Sodium Bicarbonate Aqueous Matrix as Novel Industrial Solvent for Benzoylation of Some Ar-OH, Ar-NH and R-HN Functionalities

Abstract Views :270 | PDF Views:76

Authors

Deepak Chowrasia ¹, Nisha Sharma ¹

Affiliations
1 University Institute of Pharmacy, CSJM University, Kanpur 208 024, IN

Source

Current Science, Vol 113, No 10 (2017), Pagination: 1832-1834

Abstract

It is a well accepted fact that chemical transformations can occur in solid, liquid and gaseous matrix; however, liquid matrix (solvent) dominates due to certain distinct multi-dimensional advantages especially at molecular level, making it a versatile tool for industrial manufacturing processes. It has been estimated that 28-million metric tonnes (MMT) of organic solvents are commercialized globally for different industrial purposes, majority of which get utilized in chemical and pharmaceutical manufacturing.

Full Text

References

Flick, E. W., Industrial Solvents Handbook, Noyes Data Corp, New York, USA, 1998.

Mellan, I., Handbook of Solvents – Pure Hydrocarbons; Reinhold Publishing Corp, New York, USA, 1957.

Mellan, I., Industrial Solvents, Reinhold Publishing Corp, New York, USA, 1939.

Mellan, I., Industrial Solvents, Reinhold Publishing Corp, New York, USA, 1950.

http://news.ihsmarkit.com/press-release/country-industry-forecasting-media/mounting-environmental-and-regulatory-pressures-dri (accessed on 22 November 2016).

Hahn, T., Botzenhart, K. and Schweinsberg, F., In Handbook of Solvents (ed. Wypych, G.), ChemTec Publishing, NY, USA, 2001, pp. 1315–1404.

Roy, W. R., In Handbook of Solvents (ed. Wypych, G.), ChemTec Publishing, NY, USA, 2001, pp. 1149–1299.

http://www.chemistryinnovation.co.uk/roadmap/sustainable/roadmap.asp?id=84 (accessed on 22 November 2016).

https://www.osha.gov/pls/oshaweb/owadisp.show_document?p_table=standards& p_id=10099 (accessed on 22 November 2016).

Chowrasia, D., Synthetic Paradigm, 2016, 8–9.

Greene, T. W., Protective Groups in Organic Synthesis, Wiley, NY, USA, 1981, pp. 261–263.

Reese, C. B., Protective Groups in Organic Chemistry, Plenum Press, London, UK, 1973, pp. 52–53.

Ando, W. and Tsumaki, H., Synth. Commun., 1983, 13, 1053–1056.

Taylor, E. C., Mclay, G. W. and McKillop, A., J. Am. Chem. Soc., 1968, 90(1), 2422–2423.

Illi, V. O., Tetrahedron Lett., 1979, 20, 2431–2432.

Vogel, A. I., Practical Organic Chemistry, Longman Group Limited, London, UK, 1956, pp. 582–583.

Mann, F. G. and Saunders, B. S., Practical Organic Chemistry, Longman Group Limited, London, 1978, pp. 243–244.

Paul, S., Nanda, P. and Gupta, R., Molecules, 2003, 8, 374–380.

Antiproliferative and Antibacterial Activity of Some Para-Substituted Benzylideneacetophenones and Establishing their Structure Activity Relationship

Abstract Views :271 | PDF Views:76

Authors

Deepak Chowrasia ¹, Nisha Sharma ¹, Ajay Kumar ¹, Vinod Dohrey ¹, Md. Arshad ², Asif Jafri ², Juhi Rais ², Madhu Gupta ², Sahabjada ²

Affiliations
1 University Institute of Pharmacy, Chhatrapati Shahu Ji Maharaj University, Kanpur 208 024, IN
2 Department of Zoology, Lucknow University, Lucknow 226 007, IN

Source

Current Science, Vol 114, No 02 (2018), Pagination: 391-396

Abstract

We report here in-vitro antiproliferative and antibacterial activity of para-substituted benzylideneacetophenones and established their structure activity relationship to optimize para position as a biologically-oriented-synthetic target for design of small moleculebased future anticancer/antibacterial agents. Among synthesized compounds, 1c exhibits excellent antiproliferative activity against human osteosarcoma cell line (MG-63) compared to 1b and 1a suggesting dimethylamino (–N(CH₃)₂) functionality as a better para-substituted analogue for in-future anticancer agents. Similarly antibacterial screening of the aforesaid compounds against different strains of Gramnegative and Gram-positive bacteria reveals methoxy (–OCH₃) rather than dimethylamino (–N(CH₃)₂) as a better para-substituted functionality on ring B comparatively. From our results, we justify our theory ‘lipophilicity affects antibacterial activity’.

Keywords

Antiproliferative, Antibacterial Assay, Benzylideneacetophenone, MTT Assay.

Full Text

References

http://www.searo.who.int/india/topics/cancer/Cancer_resource_Commision_on_Macroeconomic_and_Health_Bg_P2_Cancers_current_scenario.pdf?ua=1

http://www.worldcancerday.org/sites/wcd/files/private/130128_Cancer_Backgrounder.pdf

http://www.worldheartfoundation.org/fileadmin/user_upload/documents/advocacy/resources/articles_series_report/WEF_havard_HE_globaleconomicburdennoncommunicabledisease_2011.pdf

Chowrasia, D., Karthikeyan, C., Choure L., Sahabjada, Gupta, G. and Arshad, M., Synthesis, characterization and anti cancer activity of some fluorinated 3,6-diaryl-[1,2,4]triazolo[3,4-b][1,3,4] thiadiazoles. Arab. J. Chem., 2013 (in press).

Chowrasia, D., Sharma, N., Chaurasia, A., Bharti, A. and Pratap, A., Chalcone as a principle pharmacophore for design and development of novel anticancer agents. Pharmacophore, 2016, 7(5), 35–42.

Chowrasia, D., Sharma, N. and Arshad, M., In vitro antiproliferative activity of M. Azedarach; Pharma. Tut. Magz., 2017, 5(02), 46–49.

Nascimento, G. G. F., Locatelli, J., Freitas, P. C. and Silva, G. L., Antibacterial activity of plant extracts and phytochemicals on antibiotic resistant bacteria. Braz. J. Microbiol., 2000, 31(4), 247–256.

Mijovie, G., Andric, B., Terzic, D., Lopicic, M. and Dupanovic, B., Antibiotic susceptibility of Salmonella spp.: a comparison of two surveys with a 5 years interval. J. IMAB – Annu. Proc., (Scientific Papers). 2012, 18(1), 216–219.

Bauer, A. W., Kirby, W. M., Sherris, J. C. and Turck, M., Antibiotic susceptibility testing by a standardized single disk method. Am. J. Clin. Pathol., 1966, 45(4), 493–496.

Bhavnani, S. M. and Ballow, C. H., New agents for Gram-positive bacteria. Curr. Opin. Microbiol., 2000, 3(5), 528–534.

WHO, ‘The Evolving Threat of Antimicrobial Resistance: Options for Action’, WHO Library Cataloguing-in-Publication Data, 2012.

Wu, J. Z., Cheng, C. C., Shen, L. L., Wang, Z. K., Wu, S. B. and Li, W. L., Synthetic chalcones with potent antioxidant ability on H₂O₂-induced apoptosis in PC12 cells. Int. J. Mol. Sci., 2014, 15(10), 18525–18539.

Kumar, C. S. C., Loh, W. S., Ooi, C. W., Quah, C. K. and Fun, H. K., Heteroarylchalcones: design, synthesis, X-ray crystal structures and biological evaluation. Molecules, 2013, 18(10), 12707–12724.

Nguyen, T. T. N., Do, T. H., Huynh, T. N. P., Tran, C. D. T. and Thai, K. M., Synthesis and antibacterial activity of some heterocyclic chalcone analogues alone and in combination with antibiotics. Molecules, 2012, 17(6), 6684–6696.

Hassan, S. Y., Synthesis, antibacterial and antifungal activity of some new pyrazoline and pyrazole derivatives. Molecules, 2013, 18(3), 2683–2711.

Kang, J. E., Cho, J. K., Curtis-Long, M. J., Ryu, H. W., Kim, J. H. and Kim, H. J., Preparation of substituted pyridines and pyridazines with angiogenesis inhibiting activity for pharmaceutical use as antitumor agents. Molecules, 2013, 140–153.

Solomon, V. R. and Lee, H., Anti-breast cancer activity of heteroarylchalcone derivatives. Biomed. Pharmacother., 2012, 66(3), 213–220.

Kumar, D., Kumar, N. M., Akamatsu, K., Kusaka, E., Harada, H. and Ito, T., Synthesis and biological evaluation of indolylchalcones as antitumor agents. Bioorg. Med. Chem. Lett., 2010, 20(13), 3916–3919.

Domyngueza, J. N., Charris, J. E., Loboa, G., De Domýnguezb, N. G., Moreno, M. M. and Riggione, F., Synthesis of quinolinylchalcones and evaluation of their antimalarial activity. Eur. J. Med. Chem., 2001, 36(6), 555–560.

Hayat, F., Moseley, E., Salahuddin, A., Zyl, R. L. V. and Azam, A., Antiprotozoal activity of chloro-quinoline based chalcones. Eur. J. Med. Chem., 2011, 46(5), 1897–1905.

Kotra, V., Ganapathy, S. and Adapa, S. R., Synthesis of new quinolinylchalcones as anticancer and anti-inflammatory agents. Indian J. Chem., 2010, 49(B), 1109–1116.

Rizvi, S. U. F., Siddiqui, H. L., Johns, M., Detorio, M. and Schinazi, R. F., Anti-HIV-1 and cytotoxicity studies of piperidylthienylchalcones and their 2-pyrazoline derivatives. Med. Chem. Res., 2012, 21(11), 3741–3749.

Ahmad, M. S., Sahabjada, Jafri, A., Ahmad, S., Afzal, M. and Arshad, M., Induction of apoptosis and antiproliferative activity of naringenin in human epidermoid carcinoma cell through ROS generation and cell cyle arrest. PLoS ONE, 2014, 9(10), e110003; doi:10.1371/journal.pone.0098409.

Kaleem, S., Siddiqui, S., Hussain, A., Arshad, M., Akhtar, J., Rizvi, A. and Siddiqui, H. H., Eupalitin induces apoptosis in prostate carcinoma cells through ROS generation and increase of caspase3 activity. Cell Biol. Intern., 2016, 40(2), 196–203.

Thiamine an Unexplored, Ecologically Hormonizable, Nontoxic Catalyst for Benzoylation

Abstract Views :219 | PDF Views:72

Authors

Deepak Chowrasia ¹, Nisha Sharma ¹

Affiliations
1 University Institute of Pharmacy, Chhatrapati Shahu ji Maharaj University, Kalyanpur, Kanpur 208 024, IN

Source

Current Science, Vol 115, No 11 (2018), Pagination: 2130-2133

Abstract

Numerous catalysts have been evaluated to assist benzoylation since its origin (1883), each having their own pros and cons with respect to synthetic environment. However, the one (thiamine) we report here is superior as well as multidimensionally advantageous with reference to non-hygroscopic characteristic, stability at room temperature and reaction conditions, uninflammable, non-volatile, easy to handle, non-corrosive, environmentally harmonizable, biodegradable, recyclable and non-toxic. Our result denies the traditional concept of ‘Inorganic alkaline assistance’ for benzoylation. The percentage yield of benzoylated product obtained by thiamine assisted method was found to be comparable with traditional methods. Furthermore non-catalyst assisted benzoylation in neat water was also studied and the results coincide with traditional as well as thiamine-assisted method reported here with some limitations.

Keywords

Benzoylation, Catalyst, Clean Water, Thiamine.

Full Text

References

Vogel, A. I., Practical Organic Chemistry, Longman Group Ltd, London, UK, 1956, pp. 582–583.

Mann, F. G. and Saunders, B. S., Practical Organic Chemistry, Longman Group Ltd, London, UK, 1978, pp. 243–244.

Carey, F. A. and Hodgson, K. O., Efficient syntheses of methyl 2-O-benzoyl-4,6-O-benzylidene-α-D-glucopyranoside and methyl 2-O-benzoyl-4,6-O-benzylidene-α-D-ribo-hexopyranosid-3-ulose. Carbohydrate Res., 1970, 12(3), 463–465.

Clarke, H. T. and Rahrs, E. J., In Organic Syntheses, Wiley, New York, USA, 1941, vol. I, 2nd edn, p. 91.

Stawinski, J., Hozumi, T. and Narang, S. A., Benzoyltetrazole: a mild benzoylating reagent for nucleosides. J. Chem. Soc., Chem. Commun., 1976, 7, 243–244.

Bhat, B. and Sanghvi, Y. S., A mild and highly selective N-benzoylation of cytosine and adenine bases in mucleosides with N-benzoyltetrazole. Tetrahedron Lett., 1997, 38(51), 8811–8814.

Yamada, M., Watabe, Y., Sakakibara, T. and Sudoh, R., Preparation of a water-soluble acylating agent: benzoylation of acids, amines, and phenols with 2-benzoylthio-1-methylpyridinium chloride in aqueous phase. J. Chem. Soc., Chem. Commun., 1979, no. 4, 179–180.

Greene, T. W., Protective Groups in Organic Synthesis, Wiley, NY, USA, 1981, pp. 261–263.

Reese, C. B., Protective Groups in Organic Chemistry, Plenum Press, London, UK, 1973, pp. 52–53.

Ando, W. and Tsumaki, H., Synth. Commun., 1983, 13, 1053– 1056.

Taylor, E. C. Mclay, G. W. and McKillop, A., J. Am. Chem. Soc., 1968, 90, 2422–2423.

Illi, V. O., Tetrahedron Lett., 1979, 20, 2431–2432.

Chowrasia, D. and Sharma, N., Solvent substitution evaluation of limestone water as a medium for benzoylation. Arch. Chem. Res., 2016, 1, 1.

Paul, S., Nanda, P. and Gupta, R., PhCOCl–Py/basic alumina as a versatile reagent for benzoylation in solvent-free conditions. Molecules, 2003, 8, 374–380.

Murray, R. K., Granner, D. K., Mayer, P. A. and Rodwell, V. W., Structure and function of water-soluble vitamins. In Harper’s Biochemistry, Appleton & Lange, Stamford, 1996, vol. 24, pp. 599– 600.

Bernhard, S., The Structure and Function of Enzymes, W. A. Benjamin, New York, USA, 1968, Chap. 7.

Bruice, T. C. and Benkovic, S., Bioorganic Mechanism, W. A. Benjamin, New York, USA, 1966, vol. 2.

Lowe, J. N. and Ingraham, L. L., An Introduction to Biochemical Reaction Mechanisms, Englewood Cliffs, Prentice-Hall, NJ, USA, 1974, Chap. 5.

Eicher, T., Hauptmann, S. and Speicher, A., Five membered heterocycles. In The Chemistry of Heterocycles-Structure, Reaction, Synthesis, and Applications, Wiley-VCH GmbH & Co. KGaA, Weinheim, 2003, 2nd edn, pp. 154–155.

Lobell, M. and Grout, D. H. G., J. Am. Chem. Soc., 1996, 118, 1867.

Stetter, H. and Dämbkes, G., Synthesis, 1977, 6, 403.

http://www.umsl.edu/~{}orglab/pdffiles/multistp.pdf

http://www.stpaulsschool.org.uk/resource.aspx?id=136714

Synthetic Modulation Including Structure Establishment, Antiproliferative Activity of Some p-Aryl Substituted (Z)-2-Cyanoethylideneacetohydrazides, and their Structure Activity Relationship

Abstract Views :231 | PDF Views:81

Authors

Deepak Chowrasia ¹, Nisha Sharma ¹, Ajay Kumar ¹, Md Arshad ², Sahabjada Siddiqui ², Asif Jafri ², Juhi Rahis ²

Affiliations
1 University Institute of Pharmacy, Chhatrapati Shahu ji Maharaj (CSJM) University, Kalyanpur, Kanpur 208 024, IN
2 Department of Zoology, Lucknow University, Lucknow 226 007, IN

Source

Current Science, Vol 115, No 12 (2018), Pagination: 2287-2290

Abstract

A series of p-substituted aryl-2-cyanoethylideneacetohydrazides derivatives (2a-j) were successfully synthesized in the laboratory (yield 60–80%). The synthesized compounds were screened for their antiproliferative activity against MCF-7 (estrogen dependent human breast cancer cell line), SaOS-2 (osteosarcoma cell line), and K562 (myeloid leukemia cell line) by MTT (3-(4,5-dimethylthiazol-2-yl)-2,5- diphenyltetrazolium bromide) reduction assay. They showed moderate to mild antiproliferative activity, (2j) being the most potent in the series with an IC₅₀ 55, 64 and 35 μM against MCF-7, SaOS-2 and K562 cell lines, depict p-nitro as a better antiproliferative substituent comparatively. We have also tested the hypothesis – ‘Electron withdrawing phenomenon affects antiproliferative activity’.

Keywords

Cancer, Cyanoacetohydrazide, Electron Withdrawing Ring Substituent, MTT Assay.

Full Text

References

http://www.who.int/cancer

Filippova, M. et al., The small splice variant of HPV1 reduces tumor formation in cervical carcinoma xenografts, Virology, 2014, 450, 153–164.

Murray, R. K., Granner, D. K., Mayes, P. A. and Rhodwell, V. W., Cancer, Cancer genes, and Growth Factor, Harper’s Biochemistry; Appleton and Lange; 1996, 24th edn.

Park, J. H., El-Gamal, M. I., Lee, Y. S. and Oh, C. H., New imidazo[ 2,1-b]thiazole derivatives: synthesis, in vitro anticancer evaluation, and in silico studies. Eur. J. Med. Chem., 2011, 46, 5769– 5777.

Banimustafa, M., Kheirollahi, A., Safavi, M., Ardestani, S. K., Aryapour, H., Foroumadi, A. and Emami, S., Synthesis and biological evaluation of 3-(trimethoxyphenyl)-2(3H)-thiazole thiones as combretastatin analogs. Eur. J. Med. Chem., 2013, 70, 692–702.

Chavva, K. et al., Synthesis and biological evaluation of novel alkyl amide functionalized trifluoromethyl substituted pyrazolo[3,4b]pyridine derivatives as potential anticancer agents. Bioorg. Med. Chem. Lett., 2013, 23, 5893–5895.

Liu, H. et al., Synthesis, preliminary structure – activity relationships, and in vitro biological evaluation of 6-aryl-3-aminothieno[ 2,3-b]pyridine derivatives as potential anti-inflammatory agents. Bioorg. Med. Chem. Lett., 2013, 23, 2349–2352.

Pandey, J., Pal, R., Dwivedi, A. and Hajela, K., Synthesis of some new diaryl and triaryl hydrazone derivatives as possible estrogen receptor modulators. Arzneimittelforschung, 2002, 52, 39–44.

Abadi, A. H., Eissa, A. A. H. and Hassan, G. S., Synthesis of novel 1,3,4-trisubstituted pyrazole derivatives and their evaluation as antitumor and antiangiogenic agents. Chem. Pharm. Bull., 2003, 51, 838–844.

Terzioğlu, N. and Gürsoy, A., Synthesis and anticancer evaluation of some new hydrazone derivatives of 2,6-dimethylimidazo[2,1b]-[1,3,4]thiadiazole-5-carbohydrazide. Eur. J. Med. Chem., 2003, 38, 781–786.

Gürsoy, A. and Karali, N., Synthesis and primary cytotoxicity evaluation of 3-[[(3-phenyl-4(3H)-quinazolinone-2-yl)mercaptoacetyl] hydrazono]-1H-2-indolinones. Eur. J. Med. Chem., 2003, 38, 633–643.

Savini, L., Chiasserini, L., Travagli, V., Pellerano, C., Novellino, E., Cosentino, S. and Pisano, M. B., New α-heterocyclichydrazones: evaluation of anticancer, anti-HIV and antimicrobial activity. Eur. J. Med. Chem.. 2004, 39, 113–122.

Zhang, H., Drewe, J., Tseng, B., Kasibhatla, S. and Cai, S. X., Discovery and SAR of indole-2-carboxylic acid benzylidenehydrazides as a new series of potent apoptosis inducers using a cellbased HTS assay. Bioorg. Med. Chem., 2004, 12, 3649–3655.

Demirbas, N., Karaoglu, S., Demirbas, A. and Sancak, K., Synthesis and antimicrobial activities of some new 1-(5-phenylamino[1,3,4]thiadiazol-2-yl)methyl-5-oxo-[1,2,4]triazole and 1-(4phenyl-5-thioxo-[1,2,4]triazol-3-yl)methyl-5-oxo-[1,2,4]triazole derivatives. Eur. J. Med. Chem., 2004, 39, 793–804.

Cocco, M. T., Congiu, C., Lilliu, V. and Onnis, V., Synthesis and in vitro antitumoral activity of new hydrazinopyrimidine5-carbonitrile derivatives. Bioorg. Med. Chem., 2005, 14, 366– 372.

Gürsoy, E. and Güzeldemirci-Ulusoy, N., Synthesis and primary cytotoxicity evaluation of new imidazo[2,1-b]thiazole derivatives. Eur. J. Med. Chem., 2007, 42, 320–326.

Rahman, V. M., Mukhtar, S., Ansari, W. H. and Lemiere, G., Synthesis, stereochemistry and biological activity of some novel long alkyl chain substituted thiazolidin-4-ones and thiazan-4-one from 10-undecenoic acid hydrazide. Eur. J. Med. Chem., 2005, 40, 173– 184.

Yapia, R., La Mara, M. P. and Massieu, G. H., Modifications of brain glutamate decarboxylase activity by pyridoxal phosphateglutamyl hydrazone. Biochem. Pharmacol., 1967, 16, 1211–1218.

Sava, G., Perissin, L., Lassiani, L. and Zabucchi, G., Antiinflammatory action of hydrosoluble dimethyl-triazenes on the carrageen induced edema in guinea pigs. Chem. Biol. Interact., 1985, 53, 37–43.

Xia, Y. L., Chuan-Dong, F., Zhao, B. X., Zhao, J., Shin, D. S. and Miaom, J. Y., Synthesis and structure activity relationships of novel 1-arylmethyl-3-aryl-1H-pyrazole-5-carbohydrazide hydrazone derivatives as potential agents A549 lung cancer cells. Eur. J. Med. Chem., 2008, 43, 2347–2353.

Mohareb, R. F., Fleita, D. H. and Sakka, O. K., Novel synthesis of hydrazide-hydrazone derivatives and their utilization in the synthesis of coumarin, pyridine, thiazole and thiophene derivative with antitumor activity. Molecules, 2011, 16, 16–27.

Bondock, S., Tarhoni, A. E. and Fadda, A. A., Utility of cyanoacetic acid hydrazide in heterocyclic synthesis; ARKIVOC, 2006, ix, 113–156.

Chowrasia, D., Karthikeyan, C., Choure, L., Sahabjada, Gupta, G. and Arshad, M., Synthesis, characterization and anti-cancer activity of some fluorinated 3,6-diaryl-[1,2,4]triazolo[3,4-b][1,3,4] thiadiazoles. Arab. J. Chem., 2013 (in press).

Username
Password
Remember me