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

Paper Details

Research Paper 01/08/2013
Views (674)
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 (19) 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, 11231127. 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-Op-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

Sensory evaluation of horn snail (Telescopium telescopium) patty

Ma. Isabel P. Lanzaderas, Gilbert P. Panimdim, Proceso C. Valleser Jr.*, Int. J. Biosci. 28(2), 7-16, February 2026.

Two years evolution of deltamethrin, malathion and pirimiphos-methyl resistance in Aedes aegypti from urban in peri urban sites of Ouagadougou, Burkina Faso

Hyacinthe K. Toe*, Moussa W. Guelbeogo, Soumananaba Zongo, Aboubacar Sombie, Athanase Badolo, Int. J. Biosci. 28(2), 1-6, February 2026.

Physicochemical characterization of annatto seeds (Bixa orellana) sold in Ouagadougou and their oils extracted using chemical processes

Mah Alima Esther Traoré*, Adama Lodoun, Pingdwindé Marie Judith Samadoulougou-Kafando, Nestor Beker Dembélé, Kiswendsida Sandrine Léticia Dayamba, Charles Parkouda, Int. J. Biosci. 28(1), 169-178, January 2026.

Inventory of african yam bean (Sphenostylis stenocarpa (Hochst. ex A. Rich.) Harms) diversity in some Yoruba areas of Benin

Orobiyi Azize*, Faton Manhognon Oscar Euloge, Zongo Élisabeth Aboubié, Sossou Kpèdé Nicodème, Houngbo Marcel, Dossou Pierre Fourier, Ogoudjobi Ladékpo Sylvain, Balogoun Ibouraïman, Dansi Alexandre, Lokoyêyinou Laura Estelle, Int. J. Biosci. 28(1), 161-168, January 2026.

A severe case of human hepatic fascioliasis mimicking an oncological disease in Azerbaijan

Aygun A. Azizova*, Int. J. Biosci. 28(1), 155-160, January 2026.

Combined effect of irrigation frequency and leaf harvesting intensity on soil water content and productivity of baobab (Adansonia digitata) seedlings in vegetable production

Sissou Zakari, Imorou F. Ouorou Barrè, Mouiz W. I. A. Yessoufou*, Colombe E. A. E. Elegbe, Amamath S. Boukari, P. B. Irénikatché Akponikpè, Int. J. Biosci. 28(1), 143-154, January 2026.

Develop sustainable coffee-based farming model using cash crops production

Maribel L. Fernandez, Roje Marie C. Rosqueta*, Diosa G. Alasaas, Boyet C. Pattung, Jaylord Dalapo, Janette Empleo, Int. J. Biosci. 28(1), 134-142, January 2026.

Animal anthrax in northern Tanzania (2015-2025): Epidemiological trends and frontline response capacity

Yohana Michael Kiwone*, Beatus Lyimo, Rowenya Mushi, Joram Buza, Int. J. Biosci. 28(1), 123-133, January 2026.