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Tosyl ester(s) of α-hydroxy acid(s) – Synthesis and antimicrobial studies

R. Kavitha1 , S. Ananthalakshmi2

Section:Research Paper, Product Type: Isroset-Journal
Vol.5 , Issue.4 , pp.61-65, Aug-2018


CrossRef-DOI:   https://doi.org/10.26438/ijsrbs/v5i4.6165


Online published on Aug 31, 2018


Copyright © R. Kavitha , S. Ananthalakshmi . This is an open access article distributed under the Creative Commons Attribution License, which permits unrestricted use, distribution, and reproduction in any medium, provided the original work is properly cited.
 

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IEEE Style Citation: R. Kavitha , S. Ananthalakshmi, “Tosyl ester(s) of α-hydroxy acid(s) – Synthesis and antimicrobial studies,” International Journal of Scientific Research in Biological Sciences, Vol.5, Issue.4, pp.61-65, 2018.

MLA Style Citation: R. Kavitha , S. Ananthalakshmi "Tosyl ester(s) of α-hydroxy acid(s) – Synthesis and antimicrobial studies." International Journal of Scientific Research in Biological Sciences 5.4 (2018): 61-65.

APA Style Citation: R. Kavitha , S. Ananthalakshmi, (2018). Tosyl ester(s) of α-hydroxy acid(s) – Synthesis and antimicrobial studies. International Journal of Scientific Research in Biological Sciences, 5(4), 61-65.

BibTex Style Citation:
@article{Kavitha_2018,
author = {R. Kavitha , S. Ananthalakshmi},
title = {Tosyl ester(s) of α-hydroxy acid(s) – Synthesis and antimicrobial studies},
journal = {International Journal of Scientific Research in Biological Sciences},
issue_date = {8 2018},
volume = {5},
Issue = {4},
month = {8},
year = {2018},
issn = {2347-2693},
pages = {61-65},
url = {https://www.isroset.org/journal/IJSRBS/full_paper_view.php?paper_id=768},
doi = {https://doi.org/10.26438/ijcse/v5i4.6165}
publisher = {IJCSE, Indore, INDIA},
}

RIS Style Citation:
TY - JOUR
DO = {https://doi.org/10.26438/ijcse/v5i4.6165}
UR - https://www.isroset.org/journal/IJSRBS/full_paper_view.php?paper_id=768
TI - Tosyl ester(s) of α-hydroxy acid(s) – Synthesis and antimicrobial studies
T2 - International Journal of Scientific Research in Biological Sciences
AU - R. Kavitha , S. Ananthalakshmi
PY - 2018
DA - 2018/08/31
PB - IJCSE, Indore, INDIA
SP - 61-65
IS - 4
VL - 5
SN - 2347-2693
ER -

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Abstract :
Tosyl ester(s) of α-hydroxy acid(s) were prepared by treating the acid with p-toluenesulfonyl chloride (TsCl) in the presence of pyridine. The products were isolated, identified by TLC and characterized by IR, 1H-NMR and 13C-NMR spectral techniques. Anti microbial activity of the synthesized compounds were studied by Agar well diffusion method against two bacterial (Escherichia Coli and Staphylococus Aureus) and two fungal (Candida albicans and Aspergillus Niger) species using Ciprofloxacin against the bacterial strains, Nystatin against Candida albicans and Amphotericin against Aspergillus niger as standard antibiotics. The results infer that the tosyl ester(s) of α- hydroxy acid(s) are potentially active against bacterial and fungal strains.

Key-Words / Index Term :
Tosyl esters, α-hydroxy acids, Sulfonyl sulfur, TLC technique, Antimicrobial activity, Agar well diffusion method

References :
[1] R. Ding, Y. He, X. Wang, J. Xu, Y. Chen, M. Feng and C. Qi, “Treatment of Alcohols with Tosyl Chloride Does Not always Lead to the Formation of Tosylates”, Molecules, Vol. 16, pp. 5665 – 5673, 2011.
[2] G.W. Kabalka, M. Varma, R.S. Varma, P.C. Srivastava, F.F. Knapp Jr., “The tosylation of alcohols”, J. Org. Chem, Vol. 51, Issue 12, pp. 2386-2388, 1986.
[3] R. J. Cremlyn, ‘An Introduction to organo Sulfur Chemistry”, John Wiley & Sons; Chichester, pp-3, 219, 220, 222, 227, 233, 1996
[4] G. L. Patrick, “An introduction to medicinal Chemistry”, Oxford University Press, 2nd edition, pp -256, 2003.
[5] W.H. Baarsche, “Reactions of organolithium compounds with sulfonate esters. A novel sulfone synthesis”, Can. J. Chem., Vol. 54, pp. 3056, 1976
[6] R. S. Tipson, “On Esters of p-toluenesulfonic acid”, J. Org. Chem, Vol. 09, Issue 3, pp. 235 – 241, 1944.
[7] C.H. Lee, S. D. Yoh, D. Y. Cheong, S. h. Kim and J.H. Park, “Product analysis in the reaction of substituted 1 – phenylethyl alcohols with p-toluenesulfonyl chloride”, Bull. Korean. Chem. Soc, Vol. 21, Issue 10, pp. 1049, 2000.
[8] H. Gilman and N. J. Beaber, “The preparation of hydrocarbons by the reaction between alkyl sulfonates and organomagnesium halides”, J. Am. Chem. Soc, Vol. 47, Issue 2, pp.518 – 525, 1925.
[9] S. Ozturk, H. Kutuk,“The Synthesis of Arylsulfonylphthalimides and Their Reactions with Several Amines in Acetonitrile”, International Journal of Organic Chemistry, Vol.1, pp. 202-206, 2011
[10] N. Vignola, S. Dahmen, D. Enders and S. Bra¨se, “Synthesis of alkyl sulfonates from sulfonic acids or sodium sulfonates using solid-phase bound reagents”, Tetrahedron Letters, Vol. 42 , pp. 7833–7836, 2001.
[11] Y. A. Yusof & A. Ariffin, “Synthesis, Characterization and Antibacterial Activity of mono-, di- and tri-tosylate of Glycerol”, Sains Malaysiana, Vol. 45, Issue 4,pp. 621–625, 2016.
[12] J. W. Corcoran and F. E. Hahn, “Antibiotics, Volume III, Mechanism of Action of Antimicrobial and Antitumor Agents”, Springer – Verlag Berlin. Heidelberg, New York, pp. 668 – 698, 1975.
[13] M. E Wolff, “Burger’s Medicinal Chemistry, Drug Discovery and Development, Therapeutic agents”, V edn., John Wiley & Sons, New York, 1996.
[14] J. Therese Punitha, S. Ananthalakshmi, M. Gowri and M. Anu, “Biological activity study on Indole acetic acid and its Cobalt(II), Nickel(II) and Copper(II) complexes”, Int. J. of Pharm. & Life Sci, Vol.4, Issue 6, pp. 2746 – 2750, 2013.
[15] S. Ananthalakshmi, R. Kavitha, A. Kiruthika, and S. Kalaivani, “Synthesis, Characterization and antimicrobial studies of tosyl esters of carboxylic acid”, Internetional Journal of Scientific research Publications”, Vol.4, Issue 5, pp. 1 – 4, 2014.
[16] A. I. Vogel, “A Text Book of Practical Organic Chemistry”, 4th ed; ELBS; London, pp. 647, 1978.
[17] D. D. Perrin & W. L. F. Armarego, “Purification of Laboratory Chemicals”, 3rd edn., Pergamon Press, New York, pp. 189,210,214,267, 1988.
[18] R. Kavitha and S. Ananthalakshmi, “Kinetic studies on the reaction of p-toluenesulfonyl chloride with α-hydroxy acids in the presence of pyridine in acetonitrile”, International Journal of Applied Research, Vol.2, Issue 11,pp. 317 – 321, 2016.
[19] B. J. Wadher and G. L. Bhoosreddy, “Manual of Diagnostic microbiology”, I Edn., Himalaya Publishing House, India, 1995.
[20] M. Gowri, S. Ananthalakshmi and J. Therese Punitha ,“In-Vitro antimicrobial screening of naphthalene acetic acid compounds”, IJPLCP, Vol. 4 , Issue 7, pp. 2780 -2784, 2013.
[21] N. Sharma, “Antibacterial Sctivity of Fresh Juices of Lemon, Onion, Bottle Gourd and Tomato against Multiple Drug Resistant Bacteria such as E. Coli, Staphylococus, Bacillus, Klebsiella and Salmonella”, International Journal of Scientific Research in Biological Sciences, Vol.2, Issue 2, pp. 16-20, 2015.
[22] R. Suresh, S. Thampiraj and A. Stephen “Antibacterial activities of wild rhizomatous plants – Curcuma aromatic, Curcuma longa (Zingiberaceae) and synergistic effects of both collected from southern western Ghats, India”, International Journal of Scientific Research in Biological Sciences, Vol.5, Issue 2, pp. 7-13, 2018.
[23] N. Pal, “Antibacterial activity of Hibiscus rosa sinensis and Calendula offcinalis flowers extract against various pathogen”, International Journal of Scientific Research in Biological Sciences, Vol.2, Issue 3, pp. 5-8, 2015.

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