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Anchulee Pengsook. Chemical constituents and insecticidal activity of the Rhizomes of Alpinia galanga and synthesis of Phenylpropanoids. Doctoral Degraee(Chemistry). Kasetsart University. Office of the University Library. : Kasetsart University, 2019.
Chemical constituents and insecticidal activity of the Rhizomes of Alpinia galanga and synthesis of Phenylpropanoids
Name: Anchulee Pengsook
keyword:
Phenylpropanoids
Classification :.LCCS: QK495.Z65
LCSH:
Alpinia
LCSH:
Phenylalanine
LCSH:
Insecticidal plants
LCSH:
Botanical insecticides
Abstract:
Botanical insecticides are safer than the use of synthetic insecticides. The objective of this research aimed to study the insecticidal activity of Alpinia galanga rhizome extracts and their chemical constituents against the second instar larvae of Spodoptera litura and Spodoptera exigua using topical application. The rhizomes of A. galanga were extracted using sequential extraction with hexane, ethyl acetate and ethanol, respectively. For contact toxicity, the ethyl acetate extract was the most potent with LD50 values of 1.68 and 2.44 µg/larva against S. litura and S. exigua, respectively, after 24 h posttreatment. Eleven known phenylpropanoids were successfully isolated from A. galanga rhizome extracts and found that 1ʹS-1ʹacetoxychavicol acetate (1) was identified as a major component. Interestingly, 1ʹS1ʹ-acetoxychavicol acetate (1) and p-coumaryl diacetate (2) were found to be active ingredients for the control of both insects. Furthermore, two active compounds presented the impact on carboxylesterase and glutathione S-transferase and acetylcholinesterase that involved the trends of resistance of insects. The ethyl acetate extract and compound 1 also showed high anticancer activity against two tumor cell lines (MCF-7, and NCI-H187) and anti-mycobacterium tuberculosis (anti-TB) against H37Ra strain, whereas acetylcholinesterase inhibitory, antioxidant and antibacterial activities were not observed. Phenylpropanoids are secondary metabolites in a natural product consisting of C6-C3 carbon skeleton that illustrated a wide range of biological activities. In this research, thirty-two phenylpropanoids were synthesized and evaluated their insecticidal activity for searching novel eco-friendly insecticides. The synthesis of these compounds was achieved from commercially available benzaldehyde derivatives in three steps; Knoevenagel condensation into carboxylic acids, esterification into methyl esters and reduction of methyl esters into alcohols. However, all synthesized phenylpropanoids were less toxic against S. litura than compound 1 at a concentration of 2 µg/larva. Furthermore, evaluation on the other biological activities presented that adding substituent groups of thymyl, benzoyl or cinnamoyl on the structure of phenylpropanoids could enhance inhibitory activity against acetylcholinesterase.
Kasetsart University. Office of the University Library
Address:
Bangkok
Email:
tdckulib@ku.ac.th
Name: Wanchai Pluempanupat
Role:
Thesis Advisor
Name: Pitak Chuawong
Role:
Thesis CO-Advisor
Name: Vasakorn Bullangpoti
Role:
Thesis CO-Advisor
Created:
2019
Modified:
2025-07-26
Issued:
2025-07-26
วิทยานิพนธ์/Thesis
application/pdf
URL: https://www.lib.ku.ac.th/KUthesis/2562/anchulee-pen-all.pdf
CallNumber:
QK495.Z65 .A53
eng
DegreeName: Doctor of Philosophy
Level: Doctoral Degraee
Descipline: Chemistry
Grantor: Kasetsart University
©copyrights Kasetsart University
RightsAccess:
ใช้เวลา
0.02632 วินาที
Anchulee Pengsook
| Title | Contributor | Type |
|---|---|---|
| A new method for the preparation of aryl halides from phenols bearing electron-withdrawing groups using PPh3/halogenating agent
มหาวิทยาลัยเทคโนโลยีพระจอมเกล้าพระนครเหนือ Korakot Saowalak;Parinthorn Temyarasilp;Anchulee Pengsook;Wanchai Pluempanupat | บทความ/Article | |
| An efficient method for bromination of alcohols and its application for the preparation of 2-thio-substituted benzothiazoles
มหาวิทยาลัยเทคโนโลยีพระจอมเกล้าพระนครเหนือ Anchulee Pengsook;Parinthorn Temyarasilp;Wanchai Pluempanupat | บทความ/Article | |
| Chemical constituents and insecticidal activity of the Rhizomes of Alpinia galanga and synthesis of Phenylpropanoids
มหาวิทยาลัยเกษตรศาสตร์ Anchulee Pengsook | Wanchai Pluempanupat | วิทยานิพนธ์/Thesis |
Wanchai Pluempanupat
Pitak Chuawong
Vasakorn Bullangpoti