Synthesis and comparative antimicrobial studies of some acylated d-glucofuranose and d-glucopyranose derivatives

Paper Details

Research Paper 01/08/2013
Views (978)
current_issue_feature_image
publication_file

Synthesis and comparative antimicrobial studies of some acylated d-glucofuranose and d-glucopyranose derivatives

Mohammed M. Matin, M. M. H. Bhuiyan, Dulal C. Debnath, M. A. Manchur
Int. J. Biosci. 3(8), 279-287, August 2013.
Copyright Statement: Copyright 2013; The Author(s).
License: CC BY-NC 4.0

Abstract

Some acylated D-glucofuranose (2, 3, 5, 6) and D-glucopyranose (8, 9) derivatives were prepared by direct acylation method for comparative antimicrobial studies. All the compounds (1–9) were screened for in vitro antibacterial activity against ten human pathogenic bacteria and antifungal activity against four pathogenic fungi. The study revealed that the D-glucopyranose derivatives were more prone towards antimicrobial functionality than that of the D-glucofuranose derivatives.

Guthrie RD, Honeyman J. 1968. An Introduction to the Chemistry of Carbohydrates. 3rd ed. Oxford, UK.

Moyer BG, Pfeffer PE, Moniot JL, Shamma M, Gustine DL. 1977. Corollin, coronillin and coronarian: Three new 3-nitropropanoyl-D-glucopyranoses from Coronilla varia. Phytochemistry 16, 375-377. http://dx.doi.org/10.1016/0031-9422(77)80068-X

Tsuda Y, Haque ME, 1983. Regioselective introduction of p-coumaroyl group to a-L-arabino-pyranosides. Total synthesis of Inundoside-G and Inundoside-D1. Chemical and Pharmaceutical Bulletin (Japan) 31, 1437-1439. http://dx.doi.org/10.1248/cpb.31.1437

Andry C, Wylde R, Laffite C, Privat G, Winternitz I. 1982. Structures of verbascoside and orobanchoside, caffeic acid sugar esters from Orobanche rapumgenistae. Phytochemistry 21, 1123–1127. http://dx.doi.org/10.1016/S0031-9422(00)82429-2

Kabir AKMS, Matin MM, Ali M, Anwar MN. 2003. Comparative studies on selective acylation and antimicrobial activities of some D-glucofuranose derivatives. Journal of Bangladesh Academy of Science 27, 43-50.

Gupta R, Paul S, Gupta AK Kachroo PL, Bani 1997. Synthesis and biological activities of some 2- substituted phenyl-3-(3-alkyl/aryl-5,6-dihydro-s-triazolo[3,4-b][1,3,4]thiazolo-6-yl)-indoles. Indian Journal of Chemistry 36(B), 707-710.

Matin MM, Bhuiyan MMH, Azad AKMS. 2013. Synthesis and antimicrobial evaluation of some n-butyl a and b-D-glucopyranoside derivatives. RGUHS Journal of Pharmaceutical Science (India) 3, 53-59. http://dx.doi.10.5530/rjps.2013.1.8

Matin MM, Ibrahim M, Rahman MS. 2008. Antimicrobial evaluation of methyl 4-O-acetyl-a-L-rhamnopyranoside derivatives. Chittagong University Journal of Biological Science 3, 33-43. http://dx.doi.org/10.3329/cujbs.v3i1.13404

Furniss BS, Hannaford AJ, Smith PWG, Tatchell AR. 1996. Vogel′s Text Book of Practical Organic Chemistry. England: Addision Wesley Longman Ltd, 654.

Horton D, Jewell JS, Prihar HS. 1968. Reaction of 3-O–p-bromophenylsulfonyl-1,2:5,6-di-O-isopropylidene-α-D-glucofuranose with dimethylamine. Canadian Journal of Chemistry 46, 1580-1582. http://dx.doi.pdf/10.1139/v68-261

Gramera RE, Park A, Whistler RL.  1963.  A convenient preparation of 1,2-mono-O-isopropylidene-a-D-glucofuranose. Journal of Organic Chemistry 28, 3230-3231. http://dx.doi.10.1021/jo01046a518

Barker GR. 1963. Methods in Carbohydrate Chemistry. Whistler RL, Wolform ML, ed. Vol 2, New York: Academic Press Inc., 168.

Bauer AW, Kirby WMM, Sherris JC, Turck M. 1966. Antibiotic susceptibility testing by a standardized single disk method. American Journal of Clinical Pathology 45, 493-496.

Grover RK, Moore JD. 1962. Toximetric studies of fungicides against the brown root organisms, Sclerotinia fructicola and S. laxa. Phytopathology 52, 876-880.

Miah MAT, Ahmed HU, Sharma NR, Ali A, Miah SA. 1990. Antifungal activity of some plant extracts. Bangladesh Journal of Botany 19, 5-10.

Related Articles

Intra-population genetic diversity modeling of date palm (Phoenix dactylifera L.) population in Niger

Adamou Ibrahim Maman Laouali*, Zango Oumarou, Alio Moussa Abdourazak, Rafiou Abdoulaye, Idi Saidou Sani, Idi Garba Nana Mariama, Bakasso Yacoubou, Int. J. Biosci. 29(3), 62-70, September 2026.

Biocontrol potential of indigenous Trichoderma isolates against Fusarium wilt of cotton in Tanzania: In vitro screening and screen-house validation

Fauzia Khalid Mpiganzila*, Alfonce Leonard, Lidia Munuo, Ernest Mbega, Agatha Aloyce, Int. J. Biosci. 29(3), 44-61, September 2026.

In vitro study of antioxidant, anti-inflammatory and antihyperglycemic activity of medicinal plants

T. K. Nishath*, P. Mathavi, V. Ambikapathy, P. Prakash, A. Panneerselvam, Int. J. Biosci. 29(3), 32-43, September 2026.

Association between the IL13 rs1800925 (-1112C/T) polymorphism and Schistosoma mansoni infection intensity in a population from western Côte d’Ivoire

Bernardin Ahouty Ahouty*, Abla Edwige Sokouri, Georges Bohoussou Kassi, Innocent Allépo Abé, Martial Kassi N’djetchi, Yaya Ouangbo Ouattara, Ornella Karmelle Lydia Dago, Mathurin Yao Koffi, Thomas Konan Konan, Mathurin N’Goran Koffi, Int. J. Biosci. 29(3), 20-31, September 2026.

Abattoir-based surveillance reveals geographic clustering and risk factors for bovine tuberculosis in Tanzania

Yohana Siyajali Anatory*, Beatus Lyimo, Blandina T. Mmbaga, Joram Buza, Int. J. Biosci. 29(3), 11-19, September 2026.

In vitro assessment of the anticancer activity of quinaldic acid against human breast cancer cells (MCF-7)

N. Medhavi, S. M. Sivasankaran, K. Selvakumar, K. Harish, S. Manoharan*, Int. J. Biosci. 29(3), 1-10, September 2026.

In silico molecular docking analysis of quinaldic acid against cancer related targets

N. Medhavi, K. Harish, S. M. Sivasankaran, K. Selvakumar, B. Vidhyambigai, S. Manoharan*, Int. J. Biosci. 29(2), 129-139, August 2026.

First records of Macrogyrodactylus clarii and six species of Quadriacanthus (Monogenea) infecting Clarias gariepinus (Burchell, 1822) across four localities in Senegal

Arfang Diamanka*, Abdou Toure, Sikhou Drame, Cheikh Diop, Ngor Faye, Int. J. Biosci. 29(2), 118-128, August 2026.