PREPARASI DAN MODIFIKASI KIMIA STRUKTUR KITOOLIGOSAKARIDA-2,5-ANHIDRO-D-MANNOFURANOSA (KOSAMF) DARI KITOSAN SERTA UJI ANTIBAKTERI TERHADAP Staphylococcus aureus DAN Escherichia coli

Authors

  • Emil Salim Department of Chemistry, Faculty of Mathematics and Natural Sciences, Universitas Andalas, Padang 25163, Indonesia, Indonesia
  • Hasnirwan - Department of Chemistry, Faculty of Mathematics and Natural Sciences, Universitas Andalas, Padang 25163, Indonesia
  • Sanusi Ibrahim Department of Chemistry, Faculty of Mathematics and Natural Sciences, Universitas Andalas, Padang 25163, Indonesia
  • Afrizal - Department of Chemistry, Faculty of Mathematics and Natural Sciences, Universitas Andalas, Padang 25163, Indonesia

DOI:

https://doi.org/10.25077/jrk.v9i2.279

Keywords:

kitosan, kitooligosakarida-2, 5-anhidro-D-mannofuranosa, aminasi reduktif, antibakteri

Abstract

Kitooligosakarida-2,5-anhidro-D-mannofuranosa (KOSamf) dipersiapkan dengan derajat polimerisasi tertentu melalui reaksi nitrous deaminasi dari kitosan parsial N-deasetilasi. KOSamf kemudian diubah menjadi turunan KOSamf dengan mengkopling gugus aldehid yang terdapat pada unit 2,5-anhidro-D-mannofuranosa (amf). KOSamf dengan 3,5-dikloroanilin dan NaBH3CN dalam pelarut buffer ammonium asetat direaksikan melalui metoda one-pot aminasi reduktif untuk menghasilkan turunan KOSamf yang berpotensi sebagai senyawa antibakteri dan antijamur. Struktur kimia dari turunan KOSamf yang telah disintesis dikarakterisasi dengan Spektroskopi FT-IR dan NMR. Senyawa turunan KOSamf memiliki aktivitas sebagai antibakteri terhadap bakteri Staphylococcus aureus dengan zona inhibisi 12,5 mm dan bakteri E. coli dengan zona inhibisi 10,5 mm.

References

Chitooligosaccharide with a 2,5-anhydro-D-mannofuranose unit at the reducing end (COSamf) was prepared in certain degree of polymerization by nitrous deamination of a partial N-deacetylated chitosan. COSamf was then modified into COSamf derivative by functionalizing its 2,5-anhydro-D-mannofuranose (amf) unit. Therefore, one-pot reductive amination of COSamf in ammonium acetate buffer by 2,5-dichloroaniline and NaBH3CN was applied. This route was effective to generate antibacterial COSamf derivative in high yield. The structure of synthesized COSamf derivative was characterized by FT-IR and NMR spectroscopies. COSamf derivative has antibacterial activity against Staphylococcus aureus and Escherichia coli with diameter zone of inhibition 12.5 mm and 10.5 mm, respectively.

Vollume 9 No.2 2016

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Published

2016-04-03

How to Cite

Salim, E., -, H., Ibrahim, S., & -, A. (2016). PREPARASI DAN MODIFIKASI KIMIA STRUKTUR KITOOLIGOSAKARIDA-2,5-ANHIDRO-D-MANNOFURANOSA (KOSAMF) DARI KITOSAN SERTA UJI ANTIBAKTERI TERHADAP Staphylococcus aureus DAN Escherichia coli. Jurnal Riset Kimia, 9(2), 15. https://doi.org/10.25077/jrk.v9i2.279

Issue

Vol. 9 No. 2 (2016): March

Section

Articles

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