Mass spectrometry (LC-MS-MS) as a tool in the maillard reaction optimisation and characterisation of new 6-methoxy-tetrahydro-β-carboline derivatives

Four new 6-methoxy-tetrahydro-β-carboline derivatives (1-6- methoxy-1-phenyl-2,3,4,9-tetrahydro-1H-pyrido[3,4-b]indole, 2-6-methoxy-1-(4-methoxyphenyl)-2,3,4,9-tetrahydro-1H-pyrido[3,4-b]indole, 3-6-methoxy-1-methyl-2,3,4,9-tetrahydro-1H-pyrido[3,4-b]indole and 4-2-methoxy-4-(6-methoxy-2,3,4,9-tetra...

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Main Authors: Goh, T.B., Mordi, M.M., Mansor, S.M.
Format: Article
Language:English
Published: Universiti Kebangsaan Malaysia 2015
Online Access:http://journalarticle.ukm.my/8244/
http://journalarticle.ukm.my/8244/
http://journalarticle.ukm.my/8244/1/18_T.B._Goh.pdf
id ukm-8244
recordtype eprints
spelling ukm-82442016-12-14T06:46:39Z http://journalarticle.ukm.my/8244/ Mass spectrometry (LC-MS-MS) as a tool in the maillard reaction optimisation and characterisation of new 6-methoxy-tetrahydro-β-carboline derivatives Goh, T.B. Mordi, M.M. Mansor, S.M. Four new 6-methoxy-tetrahydro-β-carboline derivatives (1-6- methoxy-1-phenyl-2,3,4,9-tetrahydro-1H-pyrido[3,4-b]indole, 2-6-methoxy-1-(4-methoxyphenyl)-2,3,4,9-tetrahydro-1H-pyrido[3,4-b]indole, 3-6-methoxy-1-methyl-2,3,4,9-tetrahydro-1H-pyrido[3,4-b]indole and 4-2-methoxy-4-(6-methoxy-2,3,4,9-tetrahydro-1H-pyrido[3,4-b]indol-1-yl)phenol) were prepared via the Maillard reaction using 5-methoxytryptamine and various aldehydes in water. The synthesis reaction conditions were optimised in catalyst loading, temperature and time using LC-MS for optimum yields. Surface response methodology and contour plot was selected as an approach for optimisation. The optimum yield could be achieved below 50oC within 5 h at 7 mole % catalyst loading at yields > 70%. The β-carboline compounds produced were characterised using electrospray ionization mass spectrometry (ESI-MS) and electrospray tandem mass (ESI-MS/MS). The mass fragmentation patterns of this group of heterocyclic tetrahydro-ß-carboline compounds are described herein. Universiti Kebangsaan Malaysia 2015-01 Article PeerReviewed application/pdf en http://journalarticle.ukm.my/8244/1/18_T.B._Goh.pdf Goh, T.B. and Mordi, M.M. and Mansor, S.M. (2015) Mass spectrometry (LC-MS-MS) as a tool in the maillard reaction optimisation and characterisation of new 6-methoxy-tetrahydro-β-carboline derivatives. Sains Malaysiana, 44 (1). pp. 127-137. ISSN 0126-6039 http://www.ukm.my/jsm/
repository_type Digital Repository
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institution Universiti Kebangasaan Malaysia
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language English
description Four new 6-methoxy-tetrahydro-β-carboline derivatives (1-6- methoxy-1-phenyl-2,3,4,9-tetrahydro-1H-pyrido[3,4-b]indole, 2-6-methoxy-1-(4-methoxyphenyl)-2,3,4,9-tetrahydro-1H-pyrido[3,4-b]indole, 3-6-methoxy-1-methyl-2,3,4,9-tetrahydro-1H-pyrido[3,4-b]indole and 4-2-methoxy-4-(6-methoxy-2,3,4,9-tetrahydro-1H-pyrido[3,4-b]indol-1-yl)phenol) were prepared via the Maillard reaction using 5-methoxytryptamine and various aldehydes in water. The synthesis reaction conditions were optimised in catalyst loading, temperature and time using LC-MS for optimum yields. Surface response methodology and contour plot was selected as an approach for optimisation. The optimum yield could be achieved below 50oC within 5 h at 7 mole % catalyst loading at yields > 70%. The β-carboline compounds produced were characterised using electrospray ionization mass spectrometry (ESI-MS) and electrospray tandem mass (ESI-MS/MS). The mass fragmentation patterns of this group of heterocyclic tetrahydro-ß-carboline compounds are described herein.
format Article
author Goh, T.B.
Mordi, M.M.
Mansor, S.M.
spellingShingle Goh, T.B.
Mordi, M.M.
Mansor, S.M.
Mass spectrometry (LC-MS-MS) as a tool in the maillard reaction optimisation and characterisation of new 6-methoxy-tetrahydro-β-carboline derivatives
author_facet Goh, T.B.
Mordi, M.M.
Mansor, S.M.
author_sort Goh, T.B.
title Mass spectrometry (LC-MS-MS) as a tool in the maillard reaction optimisation and characterisation of new 6-methoxy-tetrahydro-β-carboline derivatives
title_short Mass spectrometry (LC-MS-MS) as a tool in the maillard reaction optimisation and characterisation of new 6-methoxy-tetrahydro-β-carboline derivatives
title_full Mass spectrometry (LC-MS-MS) as a tool in the maillard reaction optimisation and characterisation of new 6-methoxy-tetrahydro-β-carboline derivatives
title_fullStr Mass spectrometry (LC-MS-MS) as a tool in the maillard reaction optimisation and characterisation of new 6-methoxy-tetrahydro-β-carboline derivatives
title_full_unstemmed Mass spectrometry (LC-MS-MS) as a tool in the maillard reaction optimisation and characterisation of new 6-methoxy-tetrahydro-β-carboline derivatives
title_sort mass spectrometry (lc-ms-ms) as a tool in the maillard reaction optimisation and characterisation of new 6-methoxy-tetrahydro-β-carboline derivatives
publisher Universiti Kebangsaan Malaysia
publishDate 2015
url http://journalarticle.ukm.my/8244/
http://journalarticle.ukm.my/8244/
http://journalarticle.ukm.my/8244/1/18_T.B._Goh.pdf
first_indexed 2023-09-18T19:51:54Z
last_indexed 2023-09-18T19:51:54Z
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