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Chemical constituents and antiplasmodial activity of indole alkaloids from ochrosia oppositifolia / Mehran Fadaei Nasab

The chemical constituents of Ochrosia oppositifolia have been studied. The compounds were extracted from the bark and leaves of this plant by using n-hexane,dichloromethane and methanol as solvents. The crudes were subjected to extensive chromatographic techniques like preparative thin layer chromat...

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Main Author: Nasab, Mehran Fadaei
Format: Thesis
Published: 2012
Subjects:
QD Chemistry
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spelling my.um.stud.35972013-09-03T07:49:11Z Chemical constituents and antiplasmodial activity of indole alkaloids from ochrosia oppositifolia / Mehran Fadaei Nasab Nasab, Mehran Fadaei QD Chemistry The chemical constituents of Ochrosia oppositifolia have been studied. The compounds were extracted from the bark and leaves of this plant by using n-hexane,dichloromethane and methanol as solvents. The crudes were subjected to extensive chromatographic techniques like preparative thin layer chromatography, column chromatography and high performance liquid chromatography (HPLC). A total of six compounds were obtained. Structural elucidation was established through several spectroscopic methods, such as 1D-NMR (1H, 13C, DEPT, NOE), 2D-NMR (COSY,NOESY, HMQC, and HMBC), UV, IR, and MS (GCMS, LCMS and HRMS) and comparison with the published data. Three compounds were isolated from the bark of Ochrosia oppositifolia, one indole alkaloid which is isoreserpiline 1 and two ferulic acid ester namely 2-propenoic acid, 3-(4-hydroxy3,5-dimethoxyphenyl) -,methylester E 73 and 17-methoxy-carbonyl-14- heptadecaenyl- 4-hydroxy-3-methoxy cinnamate F 74. Isolation and purification of alkaloids from the leaves of Ochrosia oppositifolia afforded three indole alkaloids namely neisosposinine 2, reserpinine 3 and alkaloid D 72. All crude extracts and pure compounds were tested for anti plasmodial activity, and the hexane crude of bark showed the highest activity with an IC50 of 0.0505 μg/mL. Among the alkaloids tested, alkaloid D 72 is the most potent compound with an IC50of 0.0123 μmol L-1 2012-08-10 Thesis NonPeerReviewed application/pdf http://studentsrepo.um.edu.my/3597/4/TITLE_PAGE%2C_ABSTRACT%2C_CONTENT.pdf application/pdf http://studentsrepo.um.edu.my/3597/5/FULL_TEXT.pdf application/pdf http://studentsrepo.um.edu.my/3597/6/REFERENCES.pdf http://pendeta.um.edu.my/client/default/search/results?qu=Chemical+constituents+and+antiplasmodial+activity+of+indole+alkaloids+from+ochrosia+oppositifolia&te= Nasab, Mehran Fadaei (2012) Chemical constituents and antiplasmodial activity of indole alkaloids from ochrosia oppositifolia / Mehran Fadaei Nasab. Masters thesis, University of Malaya. http://studentsrepo.um.edu.my/3597/
institution Universiti Malaya
building UM Library
collection Institutional Repository
continent Asia
country Malaysia
content_provider Universiti Malaya
content_source UM Student Repository
url_provider http://studentsrepo.um.edu.my/
topic QD Chemistry
spellingShingle QD Chemistry
Nasab, Mehran Fadaei
Chemical constituents and antiplasmodial activity of indole alkaloids from ochrosia oppositifolia / Mehran Fadaei Nasab
description The chemical constituents of Ochrosia oppositifolia have been studied. The compounds were extracted from the bark and leaves of this plant by using n-hexane,dichloromethane and methanol as solvents. The crudes were subjected to extensive chromatographic techniques like preparative thin layer chromatography, column chromatography and high performance liquid chromatography (HPLC). A total of six compounds were obtained. Structural elucidation was established through several spectroscopic methods, such as 1D-NMR (1H, 13C, DEPT, NOE), 2D-NMR (COSY,NOESY, HMQC, and HMBC), UV, IR, and MS (GCMS, LCMS and HRMS) and comparison with the published data. Three compounds were isolated from the bark of Ochrosia oppositifolia, one indole alkaloid which is isoreserpiline 1 and two ferulic acid ester namely 2-propenoic acid, 3-(4-hydroxy3,5-dimethoxyphenyl) -,methylester E 73 and 17-methoxy-carbonyl-14- heptadecaenyl- 4-hydroxy-3-methoxy cinnamate F 74. Isolation and purification of alkaloids from the leaves of Ochrosia oppositifolia afforded three indole alkaloids namely neisosposinine 2, reserpinine 3 and alkaloid D 72. All crude extracts and pure compounds were tested for anti plasmodial activity, and the hexane crude of bark showed the highest activity with an IC50 of 0.0505 μg/mL. Among the alkaloids tested, alkaloid D 72 is the most potent compound with an IC50of 0.0123 μmol L-1
format Thesis
author Nasab, Mehran Fadaei
author_facet Nasab, Mehran Fadaei
author_sort Nasab, Mehran Fadaei
title Chemical constituents and antiplasmodial activity of indole alkaloids from ochrosia oppositifolia / Mehran Fadaei Nasab
title_short Chemical constituents and antiplasmodial activity of indole alkaloids from ochrosia oppositifolia / Mehran Fadaei Nasab
title_full Chemical constituents and antiplasmodial activity of indole alkaloids from ochrosia oppositifolia / Mehran Fadaei Nasab
title_fullStr Chemical constituents and antiplasmodial activity of indole alkaloids from ochrosia oppositifolia / Mehran Fadaei Nasab
title_full_unstemmed Chemical constituents and antiplasmodial activity of indole alkaloids from ochrosia oppositifolia / Mehran Fadaei Nasab
title_sort chemical constituents and antiplasmodial activity of indole alkaloids from ochrosia oppositifolia / mehran fadaei nasab
publishDate 2012
url http://studentsrepo.um.edu.my/3597/4/TITLE_PAGE%2C_ABSTRACT%2C_CONTENT.pdf
http://studentsrepo.um.edu.my/3597/5/FULL_TEXT.pdf
http://studentsrepo.um.edu.my/3597/6/REFERENCES.pdf
http://pendeta.um.edu.my/client/default/search/results?qu=Chemical+constituents+and+antiplasmodial+activity+of+indole+alkaloids+from+ochrosia+oppositifolia&te=
http://studentsrepo.um.edu.my/3597/
_version_ 1738505586876612608
score 13.211869

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