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Lumazine Peptides from the Marine-Derived Fungus Aspergillus terreus : 해양 유래 진균에서 분리한 신규 Lumazine Peptides

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Authors

유민정

Advisor
신종헌
Major
약학대학 약학과
Issue Date
2015-02
Publisher
서울대학교 대학원
Keywords
lumazinepeptideAspergillus terreusmarine fungiinsulin sensitivity
Description
학위논문 (석사)-- 서울대학교 대학원 : 약학과, 2015. 2. 신종헌.
Abstract
2012년 제주도에서 채집된 해양 퇴적물로부터 분리된 균주인 Aspergillus terreus의 배양물을 추출 후, 정제하여 2개의 신규 peptides와 19개의 기지 물질들을 분리하였다.
다양한 분광학적 기법과 화학적 분석법을 이용하여 신규 peptides의 구조는 1-methyllumazine-6-carboxylic acid, 아미노산, 그리고 anthranilic acid methyl ester가 선형의 아미드 결합으로 연결된 것임을 규명하였다. 신규 물질들의 입체 구조는 Advanced Marfeys method를 이용하여 각각 L-Threonine과 L-Serine임을 결정하였다.
다양한 생리 활성을 검정해본 결과, 신규 물질은 인간 골수 중간엽 줄기세포의 adipogenesis model에서 인슐린 감수성을 개선시키는 약리 효과를 가지고 있음을 확인하였고, 그 효과는 glibenclamide보다 약하고 aspirin보다 강하게 나타났다.
The marine-derived fungi are the prolific source of the novel compounds among the natural products. A number of fungal strains were isolated from the marine-related samples, and evaluated by combined spectroscopic analyses of their metabolites.
A marine-derived fungal strain, Aspergillus terreus, was isolated from the off-shore sediment in Jeju, Korea. It was cultivated for 6 weeks in YMM static condition, and extracted with organic solvent. The organic extracts were separated with various chromatographic methods and analyzed with combined spectroscopic methods.
In total, 2 new compounds and 17 known compounds were structurally determined and identified as 3 peptides, 1 pyridione containing compound, 2 alkaloids, 5 terpenoids, 7 amino acid derived compounds, 1 polyene compound. The new compounds were structurally elucidated to be linear assemblies of 1-methyllumazine-6-carboxylic acid, an amino acid residue and anthranilic acid methyl ester connected by peptide bonds. The absolute stereochemistry were determined by advanced Marfeys analysis.
The new compounds have a pharmacological activity to improve the insulin sensitivity, which was evaluated in the adipogenesis model in human bone marrow mesenchymal stem cells.
Language
English
URI
https://hdl.handle.net/10371/133574
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