Microbial biotransformation of male specific pheromone α-copaene with cunninghamella elegans and antibacterial activity of its transformed products / Syed Adnan Ali Shah ... [et al.]

Pharmaceutical industries are increasingly turning to microbial transformation instead of chemical methods. This is because microbial biotransformation is a more effective way to produce pharmacologically active molecules with high specificity and efficient yield. Additionally, it is a step towards...

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Main Authors: Ali Shah, Syed Adnan, Atif, Muhammad, Sultan, Sadia, Erum, Saira, Hussain, Samreen
Format: Article
Language:en
Published: Faculty of Pharmacy 2023
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Online Access:https://ir.uitm.edu.my/id/eprint/86721/1/86721.pdf
https://ir.uitm.edu.my/id/eprint/86721/
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author Ali Shah, Syed Adnan
Atif, Muhammad
Sultan, Sadia
Erum, Saira
Hussain, Samreen
author_facet Ali Shah, Syed Adnan
Atif, Muhammad
Sultan, Sadia
Erum, Saira
Hussain, Samreen
author_sort Ali Shah, Syed Adnan
building Tun Abdul Razak Library
collection Institutional Repository
content_provider Universiti Teknologi Mara
content_source UiTM Institutional Repository
continent Asia
country Malaysia
description Pharmaceutical industries are increasingly turning to microbial transformation instead of chemical methods. This is because microbial biotransformation is a more effective way to produce pharmacologically active molecules with high specificity and efficient yield. Additionally, it is a step towards eco-friendly synthesis. α-Copaene (1), a tricyclic sesquiterpene, is a potent attractant of the male Mediterranean fruit fly Ceratitis capitata. This paper presents the utilization of the filamentous fungus Cunninghamella elegans TSY 0865 for large-scale biotransformation of 1. α-Copaene (1) has been incubated with Cunninghamella elegans for 11 days and extracted with CH 2 Cl 2 . Four new hydroxylated metabolites 10,13-dihydroxycopaene (2); 11,13-dihydroxycopaene (3); 11-hydroxycopaen-5-one (4); and 11-hydroxy-13-copaenic acid (5) were afforded. The structures of the new metabolites were elucidated by 1D ( 1 H, 13 C) and 2D NMR (COSY, HMBC, HMQC, and NOESY) techniques and MS analyses. Metabolite 5 exhibited significant antibacterial activity against Bacillus subtilis and Pseudomonas aeruginosa.
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spelling my.uitm.ir-867212024-05-23T04:05:15Z https://ir.uitm.edu.my/id/eprint/86721/ Microbial biotransformation of male specific pheromone α-copaene with cunninghamella elegans and antibacterial activity of its transformed products / Syed Adnan Ali Shah ... [et al.] ijpnacs Ali Shah, Syed Adnan Atif, Muhammad Sultan, Sadia Erum, Saira Hussain, Samreen QR Microbiology Bacteria Pharmaceutical industries are increasingly turning to microbial transformation instead of chemical methods. This is because microbial biotransformation is a more effective way to produce pharmacologically active molecules with high specificity and efficient yield. Additionally, it is a step towards eco-friendly synthesis. α-Copaene (1), a tricyclic sesquiterpene, is a potent attractant of the male Mediterranean fruit fly Ceratitis capitata. This paper presents the utilization of the filamentous fungus Cunninghamella elegans TSY 0865 for large-scale biotransformation of 1. α-Copaene (1) has been incubated with Cunninghamella elegans for 11 days and extracted with CH 2 Cl 2 . Four new hydroxylated metabolites 10,13-dihydroxycopaene (2); 11,13-dihydroxycopaene (3); 11-hydroxycopaen-5-one (4); and 11-hydroxy-13-copaenic acid (5) were afforded. The structures of the new metabolites were elucidated by 1D ( 1 H, 13 C) and 2D NMR (COSY, HMBC, HMQC, and NOESY) techniques and MS analyses. Metabolite 5 exhibited significant antibacterial activity against Bacillus subtilis and Pseudomonas aeruginosa. Faculty of Pharmacy 2023 Article PeerReviewed text en https://ir.uitm.edu.my/id/eprint/86721/1/86721.pdf Microbial biotransformation of male specific pheromone α-copaene with cunninghamella elegans and antibacterial activity of its transformed products / Syed Adnan Ali Shah ... [et al.]. (2023) International Journal of Pharmaceuticals, Nutraceuticals and Cosmetic Science (IJPNaCS) <https://ir.uitm.edu.my/view/publication/International_Journal_of_Pharmaceuticals,_Nutraceuticals_and_Cosmetic_Science_=28IJPNaCS=29/>, 6 (1). pp. 39-48. ISSN 2682-8146
spellingShingle QR Microbiology
Bacteria
Ali Shah, Syed Adnan
Atif, Muhammad
Sultan, Sadia
Erum, Saira
Hussain, Samreen
Microbial biotransformation of male specific pheromone α-copaene with cunninghamella elegans and antibacterial activity of its transformed products / Syed Adnan Ali Shah ... [et al.]
title Microbial biotransformation of male specific pheromone α-copaene with cunninghamella elegans and antibacterial activity of its transformed products / Syed Adnan Ali Shah ... [et al.]
title_full Microbial biotransformation of male specific pheromone α-copaene with cunninghamella elegans and antibacterial activity of its transformed products / Syed Adnan Ali Shah ... [et al.]
title_fullStr Microbial biotransformation of male specific pheromone α-copaene with cunninghamella elegans and antibacterial activity of its transformed products / Syed Adnan Ali Shah ... [et al.]
title_full_unstemmed Microbial biotransformation of male specific pheromone α-copaene with cunninghamella elegans and antibacterial activity of its transformed products / Syed Adnan Ali Shah ... [et al.]
title_short Microbial biotransformation of male specific pheromone α-copaene with cunninghamella elegans and antibacterial activity of its transformed products / Syed Adnan Ali Shah ... [et al.]
title_sort microbial biotransformation of male specific pheromone α-copaene with cunninghamella elegans and antibacterial activity of its transformed products / syed adnan ali shah ... [et al.]
topic QR Microbiology
Bacteria
url https://ir.uitm.edu.my/id/eprint/86721/1/86721.pdf
https://ir.uitm.edu.my/id/eprint/86721/
url_provider http://ir.uitm.edu.my/