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논문 기본 정보
- 자료유형
- 학술저널
- 저자정보
- 저널정보
- 한국미생물생명공학회 Journal of Microbiology and Biotechnology Journal of Microbiology and Biotechnology 제27권 제9호
- 발행연도
- 2017.1
- 수록면
- 1,639 - 1,648 (10page)
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초록· 키워드
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Curcumin is a natural polyphenolic compound, widely acclaimed for its antioxidant, antiinflammatory, antibacterial, and anticancerous properties. However, its use has been limited due to its low-aqueous solubility and poor bioavailability, rapid clearance, and low cellular uptake. In order to assess the effect of glycosylation on the pharmacological properties of curcumin, one-pot multienzyme (OPME) chemoenzymatic glycosylation reactions with UDP- α-D-glucose or UDP-α-D-2-deoxyglucose as donor substrate were employed. The result indicated significant conversion of curcumin to its glycosylated derivatives: curcumin 4’-O-β- glucoside, curcumin 4’,4’’-di-O-β-glucoside, curcumin 4’-O-β-2-deoxyglucoside, and curcumin 4’,4’’-di-O-β-2-deoxyglucoside. The products were characterized by ultra-fast performance liquid chromatography, high-resolution quadruple-time-of-flight electrospray ionization-mass spectrometry, and NMR analyses. All the products showed improved water solubility and comparable antibacterial activities. Additionally, the curcumin 4’-O-β-glucoside and curcumin 4’-O-β-2-deoxyglucoside showed enhanced anticancer activities compared with the parent aglycone and diglycoside derivatives. This result indicates that glycosylation can be an effective approach for enhancing the pharmaceutical properties of different natural products, such as curcumin.
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참고문헌 (59)
참고문헌 신청
Gupta SC / 2013 / Multitargetting by tumeric, the golden spice: from kitchen to clinic / Mol. Food Res 57:1510~1528
Ak T / 2008 / Antioxidant and radical scavenging properties of curcumin / Chem. Biol. Interact 174:27~37
Lal J / 2012 / Design, synthesis, synergistic antimicrobial activity and cytotoxicity of 4-aryl substituted 3,4-dihydropyrimidinones of curcumin / Bioorg. Med. Chem. Lett 22:2872~2876
Mishra S / 2008 / Synthesis and exploration of novel curcumin analogues as anti-malarial agents / Bioorg. Med. Chem 16:2894~2902
Chainani-Wu N. / 2003 / Safety and anti-inflammatory activity of curcumin: a component of turmeric (Curcuma longa) / Altern. Complement. Med 9:161~168
Ak T / 2008 / Antioxidant and radical scavenging properties of curcumin / Chem. Biol. Interact 174:27~37
Lal J / 2012 / Design, synthesis, synergistic antimicrobial activity and cytotoxicity of 4-aryl substituted 3,4-dihydropyrimidinones of curcumin / Bioorg. Med. Chem. Lett 22:2872~2876
Mishra S / 2008 / Synthesis and exploration of novel curcumin analogues as anti-malarial agents / Bioorg. Med. Chem 16:2894~2902
Chainani-Wu N. / 2003 / Safety and anti-inflammatory activity of curcumin: a component of turmeric (Curcuma longa) / Altern. Complement. Med 9:161~168
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