Enzymatic synthesis of betulinic acid ester as an anticancer agent: optimization study

Immobilized Candida antarctica lipase, Novozym 435, was used to catalyze the esterification reaction between betulinic acid and phthalic anhydride to synthesize 3-O-phthalyl betulinic acid in n-hexane/chloroform. Response surface methodology based on a five-level, four-variable central composite rot...

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Main Authors: Ahmad @ Amat, Faujan, Moghaddam, Mansour Ghaffari, Basri, Mahiran, Abdul Rahman, Mohd Basyaruddin
Format: Article
Language:English
Published: Informa Healthcare 2010
Online Access:http://psasir.upm.edu.my/id/eprint/14540/
http://psasir.upm.edu.my/id/eprint/14540/1/Enzymatic%20synthesis%20of%20betulinic%20acid%20ester%20as%20an%20anticancer%20agent.pdf
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author Ahmad @ Amat, Faujan
Moghaddam, Mansour Ghaffari
Basri, Mahiran
Abdul Rahman, Mohd Basyaruddin
author_facet Ahmad @ Amat, Faujan
Moghaddam, Mansour Ghaffari
Basri, Mahiran
Abdul Rahman, Mohd Basyaruddin
author_sort Ahmad @ Amat, Faujan
building UPM Institutional Repository
collection Online Access
description Immobilized Candida antarctica lipase, Novozym 435, was used to catalyze the esterification reaction between betulinic acid and phthalic anhydride to synthesize 3-O-phthalyl betulinic acid in n-hexane/chloroform. Response surface methodology based on a five-level, four-variable central composite rotatable design was employed to evaluate the effects of synthesis parameters such as reaction time, reaction temperature, enzyme amount and substrate molar ratio on the yield of ester. Based on the response surface model, the optimal enzymatic synthesis conditions were predicted to be: reaction time 20.3 h, reaction temperature 53.9°C, enzyme amount 145.6 mg, betulinic acid to phthalic anhydride molar ratio 1:1.11. The predicted yield was 65.8% and the actual yield was 64.7%.
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institution Universiti Putra Malaysia
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publishDate 2010
publisher Informa Healthcare
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spelling upm-145402016-04-25T07:03:14Z http://psasir.upm.edu.my/id/eprint/14540/ Enzymatic synthesis of betulinic acid ester as an anticancer agent: optimization study Ahmad @ Amat, Faujan Moghaddam, Mansour Ghaffari Basri, Mahiran Abdul Rahman, Mohd Basyaruddin Immobilized Candida antarctica lipase, Novozym 435, was used to catalyze the esterification reaction between betulinic acid and phthalic anhydride to synthesize 3-O-phthalyl betulinic acid in n-hexane/chloroform. Response surface methodology based on a five-level, four-variable central composite rotatable design was employed to evaluate the effects of synthesis parameters such as reaction time, reaction temperature, enzyme amount and substrate molar ratio on the yield of ester. Based on the response surface model, the optimal enzymatic synthesis conditions were predicted to be: reaction time 20.3 h, reaction temperature 53.9°C, enzyme amount 145.6 mg, betulinic acid to phthalic anhydride molar ratio 1:1.11. The predicted yield was 65.8% and the actual yield was 64.7%. Informa Healthcare 2010 Article PeerReviewed application/pdf en http://psasir.upm.edu.my/id/eprint/14540/1/Enzymatic%20synthesis%20of%20betulinic%20acid%20ester%20as%20an%20anticancer%20agent.pdf Ahmad @ Amat, Faujan and Moghaddam, Mansour Ghaffari and Basri, Mahiran and Abdul Rahman, Mohd Basyaruddin (2010) Enzymatic synthesis of betulinic acid ester as an anticancer agent: optimization study. Biocatalysis and Biotransformation, 28 (3). pp. 192-200. ISSN 1024-2422; ESSN: 1029-2446 http://www.tandfonline.com/doi/abs/10.3109/10242421003753795?journalCode=ibab20 10.3109/10242421003753795
spellingShingle Ahmad @ Amat, Faujan
Moghaddam, Mansour Ghaffari
Basri, Mahiran
Abdul Rahman, Mohd Basyaruddin
Enzymatic synthesis of betulinic acid ester as an anticancer agent: optimization study
title Enzymatic synthesis of betulinic acid ester as an anticancer agent: optimization study
title_full Enzymatic synthesis of betulinic acid ester as an anticancer agent: optimization study
title_fullStr Enzymatic synthesis of betulinic acid ester as an anticancer agent: optimization study
title_full_unstemmed Enzymatic synthesis of betulinic acid ester as an anticancer agent: optimization study
title_short Enzymatic synthesis of betulinic acid ester as an anticancer agent: optimization study
title_sort enzymatic synthesis of betulinic acid ester as an anticancer agent: optimization study
url http://psasir.upm.edu.my/id/eprint/14540/
http://psasir.upm.edu.my/id/eprint/14540/
http://psasir.upm.edu.my/id/eprint/14540/
http://psasir.upm.edu.my/id/eprint/14540/1/Enzymatic%20synthesis%20of%20betulinic%20acid%20ester%20as%20an%20anticancer%20agent.pdf