Fungal transformational studies on β-Caryophyllene and biological evaluation of the resulting metabolites

Other Title(s)

الدراسات التحويلية الفطرية على β-Caryophyllene و التقييم البيولوجي للأيضات الناتجة

Dissertant

al-Dulaymi, Qutaybah Ghazi Ibrahim

Thesis advisor

al-Najdawi, Manal
Muhammad, Yasin Muhammad

University

Isra University

Faculty

Faculty of Pharmacy

University Country

Jordan

Degree

Master

Degree Date

2020

English Abstract

Microbial transformations are organic reactions, catalyzed by microorganisms such as fungi.

They are often the key steps in the synthesis of many drug molecules, and natural products and their derivatives.

This technique has also been widely employed for the synthesis of new analogues of terpenoids.

During this work, a comparative microbial transformational study of selected terpenoid (β-caryophyllene) was carried out by various fungi to produce a new metabolite with interesting biological activities.

The transformed product was purified by using chromatographic procedures, and its structure was elucidated with the help of the spectroscopic techniques.

The transformed product was also evaluated for their biological activities, such as antioxidant and β-carotene bleaching assays.

β-Caryophyllene ((1R,4E,9S)-4,11,11-trimethyl-8-methylidenebicyclo[7.2.0]undec- 4ene, C15H24) (1), a bicyclicsesquiterpeneisolatedfromtheessentialoilsofthestems and the flowers of Syzgium aromaticum (cloves), and the essential oils of Cannabis sativa and Salvia rosmarinus (rosemary), has been shown to have anti-cancer, antioxidant, anti-inflammatoryand anti-bacterial activities.

Microbial transformation of β-caryophyllene (44), by suspended cell-cultures of the plant pathogenic fungus Aspergillus niger, resulted in the production of one metabolite.

The metabolite was identified as (3a,11a,E)-9-methyl-4- methylene3a,4,7,10,11,11a-hexahydro-2H-furo[3,2-c]oxecine2,6(3H)-dione (45), by differentspectroscopicmethods.Compound2wasfoundtobenew.

The antioxidant activity of β-caryophyllene (44), metabolite 45 and the standard was also studied on the basis of the radical scavenging effect of the stable DPPH free radical.

Compound 45 showed appreciable antioxidant activity.

Main Topic

Pharmacology

No. of Pages

65

Table of Contents

Table of contents.

Abstract.

Abstract in Arabic.

[Chapter One] : Introduction.

[Chapter Two] : Experimental.

[Chapter Three] : Results and discussion.

[Chapter Four] : Conclusion.

[Chapter Five] : Future work.

References.

American Psychological Association (APA)

al-Dulaymi, Qutaybah Ghazi Ibrahim. (2020). Fungal transformational studies on β-Caryophyllene and biological evaluation of the resulting metabolites. (Master's theses Theses and Dissertations Master). Isra University, Jordan
https://search.emarefa.net/detail/BIM-985113

Modern Language Association (MLA)

al-Dulaymi, Qutaybah Ghazi Ibrahim. Fungal transformational studies on β-Caryophyllene and biological evaluation of the resulting metabolites. (Master's theses Theses and Dissertations Master). Isra University. (2020).
https://search.emarefa.net/detail/BIM-985113

American Medical Association (AMA)

al-Dulaymi, Qutaybah Ghazi Ibrahim. (2020). Fungal transformational studies on β-Caryophyllene and biological evaluation of the resulting metabolites. (Master's theses Theses and Dissertations Master). Isra University, Jordan
https://search.emarefa.net/detail/BIM-985113

Language

English

Data Type

Arab Theses

Record ID

BIM-985113