Synthesis and Antimicrobial Study of Some Methyl 4-O-palmitoyl-α-L-rhamnopyranoside Derivatives
<p class="orbitalabstract">4-O-Palmitoylation of methyl a-L-rhamnopyranoside (<strong>2</strong>) was carried out via blocking-deblocking technique. Methyl a-L-rhamnopyranoside (<strong>2</strong>) was first converted into 2,3-O-isopropylidene derivative (<...
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doaj-7f9e90bf4b4a4c7ba150dc1d4313faad2021-07-07T19:22:35ZengUniversidade Federal de Mato Grosso do SulOrbital: The Electronic Journal of Chemistry1984-64282014-05-0161202810.17807/orbital.v6i1.553238Synthesis and Antimicrobial Study of Some Methyl 4-O-palmitoyl-α-L-rhamnopyranoside DerivativesMohammed Mahbubul Matin0Organic Research Laboratory, Department of Chemistry, University of Chittagong, Chittagong 4331,<p class="orbitalabstract">4-O-Palmitoylation of methyl a-L-rhamnopyranoside (<strong>2</strong>) was carried out via blocking-deblocking technique. Methyl a-L-rhamnopyranoside (<strong>2</strong>) was first converted into 2,3-O-isopropylidene derivative (<strong>5</strong>) which on palmitoylation followed by deacetonation gave the desired 4-O-palmitoylrhamnopyranoside (<strong>7</strong>) in good yield. A number of 2,3-di-O-acyl derivatives of <strong>7</strong> were also prepared to get newer rhamnopyranosides (<strong>8</strong>-<strong>14</strong>) of biological importance. All the rhamnopyranosides (<strong>2</strong>, <strong>5</strong>-<strong>14</strong>) were employed as test chemicals for in vitro antibacterial and antifungal functionality test against ten human pathogenic bacteria and four fungi, respectively. The study revealed that some of the tested rhamnopyranoside derivatives showed excellent antimicrobial functionalities as compared to the standard antibiotic.</p>http://orbital.ufms.br/index.php/Chemistry/article/view/553methyl α-l-rhamnopyranosidepalmitoylationantimicrobial activitiesstructure activity relationship |
collection |
DOAJ |
language |
English |
format |
Article |
sources |
DOAJ |
author |
Mohammed Mahbubul Matin |
spellingShingle |
Mohammed Mahbubul Matin Synthesis and Antimicrobial Study of Some Methyl 4-O-palmitoyl-α-L-rhamnopyranoside Derivatives Orbital: The Electronic Journal of Chemistry methyl α-l-rhamnopyranoside palmitoylation antimicrobial activities structure activity relationship |
author_facet |
Mohammed Mahbubul Matin |
author_sort |
Mohammed Mahbubul Matin |
title |
Synthesis and Antimicrobial Study of Some Methyl 4-O-palmitoyl-α-L-rhamnopyranoside Derivatives |
title_short |
Synthesis and Antimicrobial Study of Some Methyl 4-O-palmitoyl-α-L-rhamnopyranoside Derivatives |
title_full |
Synthesis and Antimicrobial Study of Some Methyl 4-O-palmitoyl-α-L-rhamnopyranoside Derivatives |
title_fullStr |
Synthesis and Antimicrobial Study of Some Methyl 4-O-palmitoyl-α-L-rhamnopyranoside Derivatives |
title_full_unstemmed |
Synthesis and Antimicrobial Study of Some Methyl 4-O-palmitoyl-α-L-rhamnopyranoside Derivatives |
title_sort |
synthesis and antimicrobial study of some methyl 4-o-palmitoyl-α-l-rhamnopyranoside derivatives |
publisher |
Universidade Federal de Mato Grosso do Sul |
series |
Orbital: The Electronic Journal of Chemistry |
issn |
1984-6428 |
publishDate |
2014-05-01 |
description |
<p class="orbitalabstract">4-O-Palmitoylation of methyl a-L-rhamnopyranoside (<strong>2</strong>) was carried out via blocking-deblocking technique. Methyl a-L-rhamnopyranoside (<strong>2</strong>) was first converted into 2,3-O-isopropylidene derivative (<strong>5</strong>) which on palmitoylation followed by deacetonation gave the desired 4-O-palmitoylrhamnopyranoside (<strong>7</strong>) in good yield. A number of 2,3-di-O-acyl derivatives of <strong>7</strong> were also prepared to get newer rhamnopyranosides (<strong>8</strong>-<strong>14</strong>) of biological importance. All the rhamnopyranosides (<strong>2</strong>, <strong>5</strong>-<strong>14</strong>) were employed as test chemicals for in vitro antibacterial and antifungal functionality test against ten human pathogenic bacteria and four fungi, respectively. The study revealed that some of the tested rhamnopyranoside derivatives showed excellent antimicrobial functionalities as compared to the standard antibiotic.</p> |
topic |
methyl α-l-rhamnopyranoside palmitoylation antimicrobial activities structure activity relationship |
url |
http://orbital.ufms.br/index.php/Chemistry/article/view/553 |
work_keys_str_mv |
AT mohammedmahbubulmatin synthesisandantimicrobialstudyofsomemethyl4opalmitoylalrhamnopyranosidederivatives |
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