Synthesis of manganese complexes of curcumin derivatives as superoxide dismutase mimics
1
Issued Date
2005
Copyright Date
2005
Resource Type
Language
eng
File Type
application/pdf
No. of Pages/File Size
xvii, 217 leaves : ill.
ISBN
9740462057
Access Rights
open access
Rights
ผลงานนี้เป็นลิขสิทธิ์ของมหาวิทยาลัยมหิดล ขอสงวนไว้สำหรับเพื่อการศึกษาเท่านั้น ต้องอ้างอิงแหล่งที่มา ห้ามดัดแปลงเนื้อหา และห้ามนำไปใช้เพื่อการค้า
Rights Holder(s)
Mahidol University
Bibliographic Citation
Thesis (M.Sc. (Pharmaceutical Chemistry and Phytochemistry))--Mahidol University, 2005
Suggested Citation
Athittaya Euaareepichit Synthesis of manganese complexes of curcumin derivatives as superoxide dismutase mimics. Thesis (M.Sc. (Pharmaceutical Chemistry and Phytochemistry))--Mahidol University, 2005. Retrieved from: https://repository.li.mahidol.ac.th/handle/123456789/106110
Title
Synthesis of manganese complexes of curcumin derivatives as superoxide dismutase mimics
Alternative Title(s)
การสังเคราะห์สารประกอบเชิงซ้อนของแมงกานิสและอนุพันธ์ของเคอร์คิวมินเพื่อเลียนแบบเอนไซม์ซุปเปอร์ออกไซด์ดิสมิวเทส
Author(s)
Advisor(s)
Abstract
The aim of this research is to develop the novel manganese-based complexes to mimic the superoxide dismutase (SOD), the specific antioxidant enzyme, which catalyzes the dismutation of superoxide anion (O2 -) into oxygen and hydrogen peroxide (H2O2). Manganese was incorporated into the structures of the ligands which were curcumin based compounds, in order to exert the SOD activity and to potentiate the radical scavenging ability. Three curcumin based ligands were designed by modification at the keto-enol function in curcumin structure by means of cyclization to obtain pyrazole ring. The introduction of nitrogen atoms as the cyclized pyrazole in the structure and the increase in lipophilicity of the modified structures enhanced the radical scavenging ability of the new ligands. The ligands were complexed with manganese to obtain the proposed complexes, Mn-cpx 1-3. The new manganese complexes were investigated for their radical scavenging properties i.e. the in vitro effects on superoxide anion (O2 -) and 1,1-diphenyl-2-picrylhydrazyl radical (DPPH), and the inhibitory action against lipid peroxidation. Mn-cpx 1-3 exibited potent SOD activity with specific activity of 1150-2096 units/mg, which were able to reduce O2 - level with IC50 of 3.17-5.40 μM. The novel complexes also scavenged DPPH radicals with IC50 of 20.53-26.14 μM. The developed curcumin based ligands as well as its manganese complexes inhibited lipid peroxidation with IC50 values of 1.08-13.74 μM and 0.85-3.82 μM, respectively. Among the prepared complexes, Mn-cpx 2 is the most potent SOD mimic and Mn-cpx 3 inhibited lipid peroxidation most. All manganese complexes were found to exert greater radical scavenging action than the corresponding ligands, the starting antioxidants and trolox (the reference antioxidant) in all investigated protocols. Hence, the increase of nitrogen atoms in form of pyrazole ring in the central bridge of the curcumin backbone and consequently increase in the lipophility and binding capability to the ma
Description
Pharmaceutical Chemistry and Phytochemistry (Mahidol University 2005)
Degree Name
Master of Science
Degree Level
Master's degree
Degree Department
Faculty of Pharmacy
Degree Discipline
Pharmaceutical Chemistry and Phytochemistry
Degree Grantor(s)
Mahidol University