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Biotransformation of Zerumbone and Goniothalamin by Aspergillus Niger (Ftcc 5003) and Sclerotium Rolfsii (Local Isolated): Structural Elucidation and Biological Activities

Microbial transformation was carried out on three natural product compounds, namely zerumbone, goniothalamin and cardamonin, using the fungi Aspergillus niger and Sclerotium rolfsii. Aspergillus niger and Sclerotium rolfsii have successfully converted zerumbone into two products, namely 2,3-dihydroz...

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Main Author: Chia, Poh Wai
Format: Thesis
Language:English
English
Published: 2008
Online Access:http://psasir.upm.edu.my/id/eprint/5390/1/IB_2008_2a.pdf
http://psasir.upm.edu.my/id/eprint/5390/
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spelling my.upm.eprints.53902013-05-27T07:22:29Z http://psasir.upm.edu.my/id/eprint/5390/ Biotransformation of Zerumbone and Goniothalamin by Aspergillus Niger (Ftcc 5003) and Sclerotium Rolfsii (Local Isolated): Structural Elucidation and Biological Activities Chia, Poh Wai Microbial transformation was carried out on three natural product compounds, namely zerumbone, goniothalamin and cardamonin, using the fungi Aspergillus niger and Sclerotium rolfsii. Aspergillus niger and Sclerotium rolfsii have successfully converted zerumbone into two products, namely 2,3-dihydrozerumbone and 6,7-epoxyzerumbone. Aspergillus niger and Sclerotium rolfsii also successfully biotransformed goniothalamin into 2,3-dihydrogoniothalamin. The trial carried out on cardamonin was unsuccessful due to the antimicrobial activity of the compound that inhibited the growth of the fungi. Sclerotium rolfsii is a newly discovered biotransformer able to carry out hydrogenation and epoxidation. Two microbial toxins, namely gliotoxin and bisdethiobis(methylthio)gliotoxin were isolated in the course of biotransformation of goniothalamin using A. niger and S. rolfsii cultured on PKC (Palm Kernel Cake) media. The toxins were not produced when the biotransformation was repeated using fungi cultured on standard glucose media. Thus, PKC was deduced to be conducive to the production of the toxins by the two fungi. In an attempt to isolate and purify marchantin A as a candidate for biotransformation studies, several compounds which included marchantin A, apigenin, luteolin and a mixture of stigmasterol and β-sitosterol were found.. A preliminary antiinflammatory and anticholinesterase activities screening of the isolated compounds (zerumbone, 2,3-dihydrozerumbone, 6,7-epoxyzerumbone, goniothalamin, 2,3-dihydrogoniothalamin, gliotoxin, bisdethiobis(methylthio)gliotoxin, apigenin, luteolin, marchantin A and mixture of β-sitosterol and stigmasterol, were also conducted. Luteolin exhibited strong inhibition of soybean lipoxygenase with an IC50 value of 6.25 μg/ml while zerumbone showed moderate inhibition against soybean lipoxygenase with an IC50 value of 22.83 μg/ml. The other compounds were inactive towards the enzyme. In the anticholinesterase inhibitory assay, zerumbone, 6,7-epoxyzerumbone, marchantin A, goniothalamin, apigenin and luteolin, as well as a mixture of β-sitosterol and stigmasterol were found to inhibit the enzyme. 2008 Thesis NonPeerReviewed application/pdf en http://psasir.upm.edu.my/id/eprint/5390/1/IB_2008_2a.pdf Chia, Poh Wai (2008) Biotransformation of Zerumbone and Goniothalamin by Aspergillus Niger (Ftcc 5003) and Sclerotium Rolfsii (Local Isolated): Structural Elucidation and Biological Activities. Masters thesis, Universiti Putra Malaysia. English
institution Universiti Putra Malaysia
building UPM Library
collection Institutional Repository
continent Asia
country Malaysia
content_provider Universiti Putra Malaysia
content_source UPM Institutional Repository
url_provider http://psasir.upm.edu.my/
language English
English
description Microbial transformation was carried out on three natural product compounds, namely zerumbone, goniothalamin and cardamonin, using the fungi Aspergillus niger and Sclerotium rolfsii. Aspergillus niger and Sclerotium rolfsii have successfully converted zerumbone into two products, namely 2,3-dihydrozerumbone and 6,7-epoxyzerumbone. Aspergillus niger and Sclerotium rolfsii also successfully biotransformed goniothalamin into 2,3-dihydrogoniothalamin. The trial carried out on cardamonin was unsuccessful due to the antimicrobial activity of the compound that inhibited the growth of the fungi. Sclerotium rolfsii is a newly discovered biotransformer able to carry out hydrogenation and epoxidation. Two microbial toxins, namely gliotoxin and bisdethiobis(methylthio)gliotoxin were isolated in the course of biotransformation of goniothalamin using A. niger and S. rolfsii cultured on PKC (Palm Kernel Cake) media. The toxins were not produced when the biotransformation was repeated using fungi cultured on standard glucose media. Thus, PKC was deduced to be conducive to the production of the toxins by the two fungi. In an attempt to isolate and purify marchantin A as a candidate for biotransformation studies, several compounds which included marchantin A, apigenin, luteolin and a mixture of stigmasterol and β-sitosterol were found.. A preliminary antiinflammatory and anticholinesterase activities screening of the isolated compounds (zerumbone, 2,3-dihydrozerumbone, 6,7-epoxyzerumbone, goniothalamin, 2,3-dihydrogoniothalamin, gliotoxin, bisdethiobis(methylthio)gliotoxin, apigenin, luteolin, marchantin A and mixture of β-sitosterol and stigmasterol, were also conducted. Luteolin exhibited strong inhibition of soybean lipoxygenase with an IC50 value of 6.25 μg/ml while zerumbone showed moderate inhibition against soybean lipoxygenase with an IC50 value of 22.83 μg/ml. The other compounds were inactive towards the enzyme. In the anticholinesterase inhibitory assay, zerumbone, 6,7-epoxyzerumbone, marchantin A, goniothalamin, apigenin and luteolin, as well as a mixture of β-sitosterol and stigmasterol were found to inhibit the enzyme.
format Thesis
author Chia, Poh Wai
spellingShingle Chia, Poh Wai
Biotransformation of Zerumbone and Goniothalamin by Aspergillus Niger (Ftcc 5003) and Sclerotium Rolfsii (Local Isolated): Structural Elucidation and Biological Activities
author_facet Chia, Poh Wai
author_sort Chia, Poh Wai
title Biotransformation of Zerumbone and Goniothalamin by Aspergillus Niger (Ftcc 5003) and Sclerotium Rolfsii (Local Isolated): Structural Elucidation and Biological Activities
title_short Biotransformation of Zerumbone and Goniothalamin by Aspergillus Niger (Ftcc 5003) and Sclerotium Rolfsii (Local Isolated): Structural Elucidation and Biological Activities
title_full Biotransformation of Zerumbone and Goniothalamin by Aspergillus Niger (Ftcc 5003) and Sclerotium Rolfsii (Local Isolated): Structural Elucidation and Biological Activities
title_fullStr Biotransformation of Zerumbone and Goniothalamin by Aspergillus Niger (Ftcc 5003) and Sclerotium Rolfsii (Local Isolated): Structural Elucidation and Biological Activities
title_full_unstemmed Biotransformation of Zerumbone and Goniothalamin by Aspergillus Niger (Ftcc 5003) and Sclerotium Rolfsii (Local Isolated): Structural Elucidation and Biological Activities
title_sort biotransformation of zerumbone and goniothalamin by aspergillus niger (ftcc 5003) and sclerotium rolfsii (local isolated): structural elucidation and biological activities
publishDate 2008
url http://psasir.upm.edu.my/id/eprint/5390/1/IB_2008_2a.pdf
http://psasir.upm.edu.my/id/eprint/5390/
_version_ 1643823177229402112
score 13.211869

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