Phytochemical constituents and bioassay-guided isolation of an anticandidal compound from albizia myrophylla benth
Albizia myriophylla Benth is used as a remedy for cough, as an antidiabetic agent and as a starter culture in the preparation of rice beer. This study used a bioassay guided approach to investigate the anti-candidal properties of A. myriophylla and identify compound(s) responsible for the anti-candi...
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| Format: | Thesis |
| Language: | English |
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2015
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| Online Access: | http://psasir.upm.edu.my/id/eprint/57054/ http://psasir.upm.edu.my/id/eprint/57054/1/FS%202015%201.pdf |
| _version_ | 1848853257078702080 |
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| author | Adegoke, Damilola Samuel |
| author_facet | Adegoke, Damilola Samuel |
| author_sort | Adegoke, Damilola Samuel |
| building | UPM Institutional Repository |
| collection | Online Access |
| description | Albizia myriophylla Benth is used as a remedy for cough, as an antidiabetic agent and as a starter culture in the preparation of rice beer. This study used a bioassay guided approach to investigate the anti-candidal properties of A. myriophylla and identify compound(s) responsible for the anti-candidal activity. In addition, otherphytoc hemical constituents of the plant were also investigated. Wood extract of A. myriophylla was screened for anti-candidal activity against four Candida species human pathogens: C. albicans, C. krussei, C. parapsilosis, and C.glabrata. Solvent fractionation technique was used to achieve a partition of the extract into four different fractions. Disc diffusion assay was used to determine the presence of anti-candidal activity in the fractions. Bioassay-guided column chromatography separation was used to retain anti-candidal fractions while separating out non-active fractions. Thin layer chromatography (TLC) bioautographic assay was used in an attempt to directly localize the anti-candidal compound(s) in the active fractions. Following this, separation and purification using preparative thin layer chromatography of the active fraction led to the isolation of an anti-candidal compound. Nuclear magnetic resonance spectroscopy and mass spectroscopy were used for the characterization of the isolated compounds. The result showed that an anti-candidal compound was isolated from the chloroform fraction of the aqueous methanol extract of A. myriophylla. The compound, identified to be 4-hydroxy-3,5-dimethoxybenzaldehyde or syringaldehyde, had MIC and MFC values of 0.000056 and 0.020000μg/μL respectively on C. parapsilosis- which was themost susceptible species. Meanwhile, chromatographic work up of the ethyl acetate fraction afforded five flavonoids, three of which were stereoisomeric flavans identified as (2R,3R,4R)-2-(3,5-dihydroxyphenyl)-3,4-dihydro-2H-chromene-3,4,7-triol,(2R,3S,4S)-2-(3,5-dihydroxyphenyl)-3,4-dihydro-2H-chromene-3,4,7-triol and (2R,3R,4R)-2-(3,4-dihydroxyphenyl)-3,4-dihydro-2H-chromene-3,4,7-triol; a flavanone, 2,3-dihydro-7-hydroxy-2-(3,5-dihydroxyphenyl)-4H-1-benzopyran-4-one;and a flavone, 7-hydroxy-3-methoxy-2-(3,4-ihydroxyphenyl)-4H-1-benzopyran-4-one. |
| first_indexed | 2025-11-15T10:51:06Z |
| format | Thesis |
| id | upm-57054 |
| institution | Universiti Putra Malaysia |
| institution_category | Local University |
| language | English |
| last_indexed | 2025-11-15T10:51:06Z |
| publishDate | 2015 |
| recordtype | eprints |
| repository_type | Digital Repository |
| spelling | upm-570542017-12-28T03:23:48Z http://psasir.upm.edu.my/id/eprint/57054/ Phytochemical constituents and bioassay-guided isolation of an anticandidal compound from albizia myrophylla benth Adegoke, Damilola Samuel Albizia myriophylla Benth is used as a remedy for cough, as an antidiabetic agent and as a starter culture in the preparation of rice beer. This study used a bioassay guided approach to investigate the anti-candidal properties of A. myriophylla and identify compound(s) responsible for the anti-candidal activity. In addition, otherphytoc hemical constituents of the plant were also investigated. Wood extract of A. myriophylla was screened for anti-candidal activity against four Candida species human pathogens: C. albicans, C. krussei, C. parapsilosis, and C.glabrata. Solvent fractionation technique was used to achieve a partition of the extract into four different fractions. Disc diffusion assay was used to determine the presence of anti-candidal activity in the fractions. Bioassay-guided column chromatography separation was used to retain anti-candidal fractions while separating out non-active fractions. Thin layer chromatography (TLC) bioautographic assay was used in an attempt to directly localize the anti-candidal compound(s) in the active fractions. Following this, separation and purification using preparative thin layer chromatography of the active fraction led to the isolation of an anti-candidal compound. Nuclear magnetic resonance spectroscopy and mass spectroscopy were used for the characterization of the isolated compounds. The result showed that an anti-candidal compound was isolated from the chloroform fraction of the aqueous methanol extract of A. myriophylla. The compound, identified to be 4-hydroxy-3,5-dimethoxybenzaldehyde or syringaldehyde, had MIC and MFC values of 0.000056 and 0.020000μg/μL respectively on C. parapsilosis- which was themost susceptible species. Meanwhile, chromatographic work up of the ethyl acetate fraction afforded five flavonoids, three of which were stereoisomeric flavans identified as (2R,3R,4R)-2-(3,5-dihydroxyphenyl)-3,4-dihydro-2H-chromene-3,4,7-triol,(2R,3S,4S)-2-(3,5-dihydroxyphenyl)-3,4-dihydro-2H-chromene-3,4,7-triol and (2R,3R,4R)-2-(3,4-dihydroxyphenyl)-3,4-dihydro-2H-chromene-3,4,7-triol; a flavanone, 2,3-dihydro-7-hydroxy-2-(3,5-dihydroxyphenyl)-4H-1-benzopyran-4-one;and a flavone, 7-hydroxy-3-methoxy-2-(3,4-ihydroxyphenyl)-4H-1-benzopyran-4-one. 2015-07 Thesis NonPeerReviewed application/pdf en http://psasir.upm.edu.my/id/eprint/57054/1/FS%202015%201.pdf Adegoke, Damilola Samuel (2015) Phytochemical constituents and bioassay-guided isolation of an anticandidal compound from albizia myrophylla benth. Masters thesis, Universiti Putra Malaysia. |
| spellingShingle | Adegoke, Damilola Samuel Phytochemical constituents and bioassay-guided isolation of an anticandidal compound from albizia myrophylla benth |
| title | Phytochemical constituents and bioassay-guided isolation of an anticandidal compound from albizia myrophylla benth |
| title_full | Phytochemical constituents and bioassay-guided isolation of an anticandidal compound from albizia myrophylla benth |
| title_fullStr | Phytochemical constituents and bioassay-guided isolation of an anticandidal compound from albizia myrophylla benth |
| title_full_unstemmed | Phytochemical constituents and bioassay-guided isolation of an anticandidal compound from albizia myrophylla benth |
| title_short | Phytochemical constituents and bioassay-guided isolation of an anticandidal compound from albizia myrophylla benth |
| title_sort | phytochemical constituents and bioassay-guided isolation of an anticandidal compound from albizia myrophylla benth |
| url | http://psasir.upm.edu.my/id/eprint/57054/ http://psasir.upm.edu.my/id/eprint/57054/1/FS%202015%201.pdf |