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      KCI등재 SCIE SCOPUS

      Design, Synthesis and Evaluation of Pentacyclic Triterpenoids Similar to Glycyrrhetinic Acid Via Combination of Chemical and Microbial Modification as Glycogen Phosphorylases Inhibitor = Design, Synthesis and Evaluation of Pentacyclic Triterpenoids Similar to Glycyrrhetinic Acid Via Combination of Chemical and Microbial Modification as Glycogen Phosphorylases Inhibitor

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      https://www.riss.kr/link?id=A105884450

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      다국어 초록 (Multilingual Abstract)

      A series of pentacyclic triterpenoids similar to glycyrrhetinic acid were designed and synthesized via the combination of chemical modification and microbial catalysis. All products were screened for the glycogen phosphorylases inhibitory activities i...

      A series of pentacyclic triterpenoids similar to glycyrrhetinic acid were designed and synthesized via the combination of chemical modification and microbial catalysis. All products were screened for the glycogen phosphorylases inhibitory activities in vitro. Within this series of derivatives, compound 5 displayed good inhibitory activities with IC<sub>50</sub> value of 27.7 μM, which is better than that of the other derivatives and glycyrrhetinic acid. Structure- activity relationship (SAR) analysis of these inhibitors was also discussed.

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      참고문헌 (Reference)

      1 Honda T, "Synthetic oleanane and ursane triterpenoids with modified rings A and C: a series of highly active inhibitors of nitric oxide production in mouse macrophages" 43 : 4233-4246, 2000

      2 Jacques M., "Synthesis of unsaturated carbonyl compounds via a chromium-mediated allylic oxidation by 70% tertbutylhydroperoxide" 28 : 4665-4668, 1987

      3 René C, "Synthesis and biological activity of some antitumor active derivatives from glycyrrhetinic acid" 45 : 5718-5723, 2010

      4 Werner S., "Spectral assignments and reference data" 41 : 636-638, 2003

      5 Wu X, "Prevention of free fatty acid–induced hepatic lipotoxicity by 18β-glycyrrhetinic acid through lysosomal and mitochondrial pathways" 47 : 1905-1915, 2008

      6 Wen X, "Pentacyclic triterpenes. Part 1: The first examples of naturally occurring pentacyclic triterpenes as a new class of inhibitors of glycogen phosphorylases" 15 : 4944-4948, 2005

      7 Yuko F, "Oleanane Triterpenoids from the Cones of Liquidamber styraciflua" 69 : 142-144, 2006

      8 Zhu YY, "New approaches to the structural modification of olean-type pentacylic triterpenes via microbial oxidation and glycosylation" 67 : 4206-4211, 2011

      9 Wen X, "Naturally occurring pentacyclic triterpenes as inhibitors of glycogen phosphorylase: synthesis, structure−activity relationships, and x-ray crystallographic studies" 51 : 3540-3554, 2008

      10 Andres P, "Microbial transformation of triterpenoids" 6 : 307-320, 2009

      1 Honda T, "Synthetic oleanane and ursane triterpenoids with modified rings A and C: a series of highly active inhibitors of nitric oxide production in mouse macrophages" 43 : 4233-4246, 2000

      2 Jacques M., "Synthesis of unsaturated carbonyl compounds via a chromium-mediated allylic oxidation by 70% tertbutylhydroperoxide" 28 : 4665-4668, 1987

      3 René C, "Synthesis and biological activity of some antitumor active derivatives from glycyrrhetinic acid" 45 : 5718-5723, 2010

      4 Werner S., "Spectral assignments and reference data" 41 : 636-638, 2003

      5 Wu X, "Prevention of free fatty acid–induced hepatic lipotoxicity by 18β-glycyrrhetinic acid through lysosomal and mitochondrial pathways" 47 : 1905-1915, 2008

      6 Wen X, "Pentacyclic triterpenes. Part 1: The first examples of naturally occurring pentacyclic triterpenes as a new class of inhibitors of glycogen phosphorylases" 15 : 4944-4948, 2005

      7 Yuko F, "Oleanane Triterpenoids from the Cones of Liquidamber styraciflua" 69 : 142-144, 2006

      8 Zhu YY, "New approaches to the structural modification of olean-type pentacylic triterpenes via microbial oxidation and glycosylation" 67 : 4206-4211, 2011

      9 Wen X, "Naturally occurring pentacyclic triterpenes as inhibitors of glycogen phosphorylase: synthesis, structure−activity relationships, and x-ray crystallographic studies" 51 : 3540-3554, 2008

      10 Andres P, "Microbial transformation of triterpenoids" 6 : 307-320, 2009

      11 Martinez A, "Microbial transformation of triterpenoids" 6 : 307-320, 2009

      12 Armanini D, "History of the endocrine effects of licorice" 110 : 257-261, 2002

      13 Matsui S, "Glycyrrhizin and related compounds down-regulate production of inflammatory chemokines IL-8and eotaxin 1 in a human lung fibroblast cell line" 15 : 1633-1644, 2004

      14 Mauro S, "Glycyrrhetinic acid-induced permeability transition in rat liver mitochondria" 66 : 2375-2379, 2003

      15 Li JF, "Glycoside modification of oleanolic acid derivatives as a novel class of antiosteoclast formation agents" 344 : 599-605, 2009

      16 Oikonomakos NG., "Glycogen phosphorylase as a molecular target for type-2 diabetes therapy" 3 : 561-586, 2002

      17 Ramesh NP., "Enzymatic synthesis of chiral intermediates for drug development" 343 : 6-7, 2001

      18 Qian LW, "Direct microbialcatalyzed asymmetric α-hydroxylation of betulonic acid by Nocardia sp. NRRL 5646" 50 : 2193-2195, 2009

      19 Anthony PG, "Chiral amine synthesis using w-Transaminases: an amine donor that displaces equilibria and enables high-throughput screening" 53 : 10714-10717, 2014

      20 Robert AH, "C. Triterpenoids" 30 : 1028-1065, 2013

      21 David JP, "Biocatalysis for pharmaceutical intermediates: the future is now" 25 : 66-73, 2006

      22 Shibata S., "A drug over the millennia: pharmacognosy, chemistry, and pharmacology of licorice" 120 : 849-862, 2000

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      학술지 이력

      학술지 이력
      연월일 이력구분 이력상세 등재구분
      2023 평가예정 해외DB학술지평가 신청대상 (해외등재 학술지 평가)
      2020-01-01 평가 등재학술지 유지 (해외등재 학술지 평가) KCI등재
      2010-01-01 평가 등재학술지 유지 (등재유지) KCI등재
      2008-01-01 평가 등재학술지 유지 (등재유지) KCI등재
      2006-04-04 학술지명변경 한글명 : -> Journal of Microbiology and Biotechnology KCI등재
      2006-03-30 학술지등록 한글명 :
      외국어명 : Journal of Microbiology and Biotechnology
      KCI등재
      2006-01-01 평가 등재학술지 유지 (등재유지) KCI등재
      2004-01-01 평가 등재학술지 유지 (등재유지) KCI등재
      2001-07-01 평가 등재학술지 선정 (등재후보2차) KCI등재
      1999-01-01 평가 등재후보학술지 선정 (신규평가) KCI등재후보
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      학술지 인용정보

      학술지 인용정보
      기준연도 WOS-KCI 통합IF(2년) KCIF(2년) KCIF(3년)
      2016 1.59 0.33 1.17
      KCIF(4년) KCIF(5년) 중심성지수(3년) 즉시성지수
      0.91 0.78 0.472 0.08
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