Isolation and characterization of cyclo-(tryptophanyl-prolyl) and chloramphenicol from streptomyces sp. SUK 25 with antimethicillin-resistant staphylococcus aureus activity

Muhanna M. Alshaibani, Juriyati Jalil, Nik Marzuki Sidik, Ruangelie Edrada-Ebel, Noraziah Mohamad Zin

Research output: Contribution to journalArticle

7 Citations (Scopus)

Abstract

Background: Zingiber spectabile, commonly known as Beehive Ginger, is used as an ethnobotanical plant in many countries as an appetizer or to treat stomachache, toothache, muscle sprain, and as a cure for swelling, sores and cuts. This is the first report of isolation of Streptomyces strain from the root of this plant. Strain Universiti Kebangsaan 25 (SUK 25) has a very high activity to produce secondary metabolites against methicillin-resistant Staphylococcus aureus (MRSA), which is associated with high morbidity and mortality rates due to acquired multidrug resistance genes and causes medication failure in some clinical cases worldwide. Phylogenetic analysis based on the 16S ribosomal RNA gene sequence exhibited that the most closely related strain was Streptomyces omiyaensis NBRC 13449T (99.0% similarity). Aim: This study was conducted to carry out the extraction, identification, and biological evaluation of active metabolites isolated from SUK 25 against three MRSA strains, namely, MRSA ATCC 43300, MRSA ATCC 33591, and MRSA ATCC 49476. Materials and methods: The production of secondary metabolites by this strain was optimized through Thronton’s media. Isolation, purification, and identification of the bioactive compounds were carried out using reversed-phase high-performance liquid chromatography, high-resolution mass spectrometry, Fourier transform infrared, and one-dimensional and twodimensional nuclear magnetic resonance. Results: During screening procedure, SUK 25 exhibited good antimicrobial potential against several strains of MRSA. The best biological activity was shown from fraction number VII and its subfractions F2 and F3 with minimum inhibitory concentration values at 16 µg/mL and 8 µg/mL, respectively. These two subfractions were identified as diketopiperazine cyclo(tryptophanyl-prolyl) and chloramphenicol. Conclusion: On the basis of obtained results, SUK 25 isolated from Z. spectabile can be regarded as a new valuable source to produce secondary metabolites against bacteria, especially MRSA.

Original languageEnglish
Pages (from-to)1817-1827
Number of pages11
JournalDrug Design, Development and Therapy
Volume10
DOIs
Publication statusPublished - 31 May 2016

Fingerprint

Streptomyces
Chloramphenicol
Methicillin-Resistant Staphylococcus aureus
Staphylococcus aureus
Diketopiperazines
Toothache
16S Ribosomal RNA
MDR Genes
Ginger
Sprains and Strains
Plant Roots
Microbial Sensitivity Tests
Fourier Analysis
Reverse-Phase Chromatography
rRNA Genes
Mass Spectrometry
Magnetic Resonance Spectroscopy
High Pressure Liquid Chromatography
Morbidity
Bacteria

Keywords

  • Chloramphenicol
  • Cyclo-(tryptophanyl-prolyl)
  • HR-MS
  • MRSA
  • NMR
  • SUK 25
  • Zingiber spectabile

ASJC Scopus subject areas

  • Pharmaceutical Science
  • Pharmacology
  • Drug Discovery

Cite this

@article{32fccb675088493899057a09ea263f69,
title = "Isolation and characterization of cyclo-(tryptophanyl-prolyl) and chloramphenicol from streptomyces sp. SUK 25 with antimethicillin-resistant staphylococcus aureus activity",
abstract = "Background: Zingiber spectabile, commonly known as Beehive Ginger, is used as an ethnobotanical plant in many countries as an appetizer or to treat stomachache, toothache, muscle sprain, and as a cure for swelling, sores and cuts. This is the first report of isolation of Streptomyces strain from the root of this plant. Strain Universiti Kebangsaan 25 (SUK 25) has a very high activity to produce secondary metabolites against methicillin-resistant Staphylococcus aureus (MRSA), which is associated with high morbidity and mortality rates due to acquired multidrug resistance genes and causes medication failure in some clinical cases worldwide. Phylogenetic analysis based on the 16S ribosomal RNA gene sequence exhibited that the most closely related strain was Streptomyces omiyaensis NBRC 13449T (99.0{\%} similarity). Aim: This study was conducted to carry out the extraction, identification, and biological evaluation of active metabolites isolated from SUK 25 against three MRSA strains, namely, MRSA ATCC 43300, MRSA ATCC 33591, and MRSA ATCC 49476. Materials and methods: The production of secondary metabolites by this strain was optimized through Thronton’s media. Isolation, purification, and identification of the bioactive compounds were carried out using reversed-phase high-performance liquid chromatography, high-resolution mass spectrometry, Fourier transform infrared, and one-dimensional and twodimensional nuclear magnetic resonance. Results: During screening procedure, SUK 25 exhibited good antimicrobial potential against several strains of MRSA. The best biological activity was shown from fraction number VII and its subfractions F2 and F3 with minimum inhibitory concentration values at 16 µg/mL and 8 µg/mL, respectively. These two subfractions were identified as diketopiperazine cyclo(tryptophanyl-prolyl) and chloramphenicol. Conclusion: On the basis of obtained results, SUK 25 isolated from Z. spectabile can be regarded as a new valuable source to produce secondary metabolites against bacteria, especially MRSA.",
keywords = "Chloramphenicol, Cyclo-(tryptophanyl-prolyl), HR-MS, MRSA, NMR, SUK 25, Zingiber spectabile",
author = "Alshaibani, {Muhanna M.} and Juriyati Jalil and Sidik, {Nik Marzuki} and Ruangelie Edrada-Ebel and {Mohamad Zin}, Noraziah",
year = "2016",
month = "5",
day = "31",
doi = "10.2147/DDDT.S101212",
language = "English",
volume = "10",
pages = "1817--1827",
journal = "Drug Design, Development and Therapy",
issn = "1177-8881",
publisher = "Dove Medical Press Ltd.",

}

TY - JOUR

T1 - Isolation and characterization of cyclo-(tryptophanyl-prolyl) and chloramphenicol from streptomyces sp. SUK 25 with antimethicillin-resistant staphylococcus aureus activity

AU - Alshaibani, Muhanna M.

AU - Jalil, Juriyati

AU - Sidik, Nik Marzuki

AU - Edrada-Ebel, Ruangelie

AU - Mohamad Zin, Noraziah

PY - 2016/5/31

Y1 - 2016/5/31

N2 - Background: Zingiber spectabile, commonly known as Beehive Ginger, is used as an ethnobotanical plant in many countries as an appetizer or to treat stomachache, toothache, muscle sprain, and as a cure for swelling, sores and cuts. This is the first report of isolation of Streptomyces strain from the root of this plant. Strain Universiti Kebangsaan 25 (SUK 25) has a very high activity to produce secondary metabolites against methicillin-resistant Staphylococcus aureus (MRSA), which is associated with high morbidity and mortality rates due to acquired multidrug resistance genes and causes medication failure in some clinical cases worldwide. Phylogenetic analysis based on the 16S ribosomal RNA gene sequence exhibited that the most closely related strain was Streptomyces omiyaensis NBRC 13449T (99.0% similarity). Aim: This study was conducted to carry out the extraction, identification, and biological evaluation of active metabolites isolated from SUK 25 against three MRSA strains, namely, MRSA ATCC 43300, MRSA ATCC 33591, and MRSA ATCC 49476. Materials and methods: The production of secondary metabolites by this strain was optimized through Thronton’s media. Isolation, purification, and identification of the bioactive compounds were carried out using reversed-phase high-performance liquid chromatography, high-resolution mass spectrometry, Fourier transform infrared, and one-dimensional and twodimensional nuclear magnetic resonance. Results: During screening procedure, SUK 25 exhibited good antimicrobial potential against several strains of MRSA. The best biological activity was shown from fraction number VII and its subfractions F2 and F3 with minimum inhibitory concentration values at 16 µg/mL and 8 µg/mL, respectively. These two subfractions were identified as diketopiperazine cyclo(tryptophanyl-prolyl) and chloramphenicol. Conclusion: On the basis of obtained results, SUK 25 isolated from Z. spectabile can be regarded as a new valuable source to produce secondary metabolites against bacteria, especially MRSA.

AB - Background: Zingiber spectabile, commonly known as Beehive Ginger, is used as an ethnobotanical plant in many countries as an appetizer or to treat stomachache, toothache, muscle sprain, and as a cure for swelling, sores and cuts. This is the first report of isolation of Streptomyces strain from the root of this plant. Strain Universiti Kebangsaan 25 (SUK 25) has a very high activity to produce secondary metabolites against methicillin-resistant Staphylococcus aureus (MRSA), which is associated with high morbidity and mortality rates due to acquired multidrug resistance genes and causes medication failure in some clinical cases worldwide. Phylogenetic analysis based on the 16S ribosomal RNA gene sequence exhibited that the most closely related strain was Streptomyces omiyaensis NBRC 13449T (99.0% similarity). Aim: This study was conducted to carry out the extraction, identification, and biological evaluation of active metabolites isolated from SUK 25 against three MRSA strains, namely, MRSA ATCC 43300, MRSA ATCC 33591, and MRSA ATCC 49476. Materials and methods: The production of secondary metabolites by this strain was optimized through Thronton’s media. Isolation, purification, and identification of the bioactive compounds were carried out using reversed-phase high-performance liquid chromatography, high-resolution mass spectrometry, Fourier transform infrared, and one-dimensional and twodimensional nuclear magnetic resonance. Results: During screening procedure, SUK 25 exhibited good antimicrobial potential against several strains of MRSA. The best biological activity was shown from fraction number VII and its subfractions F2 and F3 with minimum inhibitory concentration values at 16 µg/mL and 8 µg/mL, respectively. These two subfractions were identified as diketopiperazine cyclo(tryptophanyl-prolyl) and chloramphenicol. Conclusion: On the basis of obtained results, SUK 25 isolated from Z. spectabile can be regarded as a new valuable source to produce secondary metabolites against bacteria, especially MRSA.

KW - Chloramphenicol

KW - Cyclo-(tryptophanyl-prolyl)

KW - HR-MS

KW - MRSA

KW - NMR

KW - SUK 25

KW - Zingiber spectabile

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DO - 10.2147/DDDT.S101212

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C2 - 27330275

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JF - Drug Design, Development and Therapy

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