TY - JOUR T1 - Bazı benziliden monosakkarit benzoatların sentezi ve karşılaştırmalı antibakteriyel çalışmaları TT - Synthesis and comparative antibacterial studies of some benzylidene monosaccharide benzoates AU - Matin, Mohammed AU - Bhuiyan, M.m.h. AU - Hossain, Md. AU - Or Roshid, Mohammad PY - 2015 DA - August DO - 10.18596/jotcsa.83708 JF - Journal of the Turkish Chemical Society Section A: Chemistry JO - JOTCSA PB - Turkish Chemical Society WT - DergiPark SN - 2149-0120 SP - 12 EP - 21 VL - 2 IS - 4 LA - tr AB - Metil a-D-glukopiranozid ve metil a-D-mannopiranozidin 4,6-O-benziliden ile korunmuş 2,3-di-O-benzoatları hazırlanmıştır. Bütün bileşikler (1-7) on adet insana karşı patojenik bakteriye karşı in vitro antibakteriyel aktivite çalışması için görüntülenmiştir. Çalışmaya göre, benzoillenmiş mannopiranozidler (5-7) glukopiranozidlere (2-3) karşı antibakteriyel işlevsellik bakımından daha narindir. N2 - Some 4,6-O-benzylidene protected 2,3-di-O-benzoates of methyl a-D-glucopyranoside and methyl a-D-mannopyranoside were prepared. All the compounds (1-7) were screened for in vitro antibacterial activity study against ten human pathogenic bacteria. The study revealed that the benzoylated mannopyranosides (5-7) are more prone towards antibacterial functionalities than that of the glucopyranosides (2-3). CR - Guthrie RD, Honeyman J. An Introduction to the Chemistry of Carbohydrates. 1968;3rd ed. Oxford (UK). CR - Moyer BG, Pfeffer PE, Moniot JL, Shamma M, Gustine DL. Corollin, coronillin and coronarian: Three new 3-nitropropanoyl-D-glucopyranoses from Coronilla varia. Phytochemistry 1977;16:375-377. doi: org/10.1016/0031-9422(77)80068-X. CR - Tsuda Y, Haque ME. Regioselective introduction of p-coumaroyl group to -L-arabinopyranosides: Total synthesis of inundoside-G and inundoside-D1. Chemical and Pharmaceutical Bulletin 1983;31:1437-1439. doi: org/10.1248/cpb.31.1437. CR - Andry C, Wylde R, Laffite C, Privat G, Winternitz I. Structures of verbascoside and orobanchoside, caffeic acid sugar esters from Orobanche rapumgenistae. Phytochemistry 1982;21:1123-1127. doi: org/10.1016/S0031-9422(00)82429-2. CR - Matin MM. Synthesis and antimicrobial study of some methyl 4-O-palmitoyl--L-rhamnopyranoside derivatives. Orbital: The Electronic Journal of Chemistry 2014;6(1):20-28. CR - Gupta R, Paul S, Gupta AK Kachroo PL, Bani S. 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 1997;36(B):707-710. CR - Matin MM, Bhuiyan MMH, Afrin A, Debnath DC. Comparative antimicrobial activities of some monosaccharide and disaccharide acetates. J. Sci. Res. 2013;5(3): 515-525. doi: org/10.3329/jsr.v5i3.15695. CR - Matin M, Bhuiyan MMH, Debnath DC, Manchur MA. Synthesis and comparative antimicrobial studies of some acylated D-glucofuranose and D-glucopyranose derivatives. International Journal of Bioscience 2013;3(8):279-287. doi: .org/10.12692/ijb/3.8.279-287. CR - Matin MM, Bhuiyan MMH, Azad AKMS. Synthesis and antimicrobial evaluation of some n-butyl - and -D-glucopyranoside derivatives. RGUHS Journal of Pharmaceutical Science 2013;3:53-59. doi: 10.5530/rjps.2013.1.8. CR - Demchenko AV, Pornsuriyasak P, de Meo C. Acetal protecting groups in the organic laboratory: Synthesis of methyl 4,6-O-benzylidene-α-D-glucopyranoside. Journal of Chemical Education 2006;83(5):782-784. doi: 10.1021/ed083p782. CR - Tusda Y, Haque ME, Yosimoto K. Regioselective monoacylation of some glycopyranosides via cyclic tin intermediates. Chemical and Pharmaceutical Bulletin 1983;31(5): 1612-1624. doi: org/10.1248/cpb.31.1612. CR - Bauer AW, Kirby WMM, Sherris JC, Turck M. Antibiotic susceptibility testing by a standardized single disk method. Am. J. Clinical Pathology. 1966;45(4): 493-496. CR - Nashed MA, Anderson L. Organotin derivatives and the selective acylation and alkylation of the equatorial hydroxy group in a vicinal, equatorial-axial pair. Tetrahedron Letters 1976;17(39):3503-3506. doi: 10.1016/S0040-4039(00)71342-6. CR - Kim YM, Farrah S, Baney RH. Structure-antimicrobial activity relationship for silanols, a new class of disinfectants, compared with alcohols and phenols. International Journal of Antimicrobial Agents 2007;29(2):217-222. doi: org/10.1016/j.ijantimicag.2006.08.036. CR - Judge V, Narasimhan B, Ahuja M, Sriram D, Yogeeswari P, Clercq ED, Pannecouque C, Balzarini J. Synthesis, antimycobacterial, antiviral, antimicrobial activity and QSAR studies of N2-acyl isonicotinic acid hydrazide derivatives. Medicinal Chemistry 2013;9(1):53-76. doi: org/10.2174/157340613804488404. UR - https://doi.org/10.18596/jotcsa.83708 L1 - https://dergipark.org.tr/en/download/article-file/178724 ER -