• 제목/요약/키워드: Biological Synthesis

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Current Status of Microbial Phenylethanoid Biosynthesis

  • Kim, Song-Yi;Song, Min Kyung;Jeon, Ju Hyun;Ahn, Joong-Hoon
    • Journal of Microbiology and Biotechnology
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    • 제28권8호
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    • pp.1225-1232
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    • 2018
  • Phenylethanoids, including 2-phenylethanol, tyrosol, and salidroside are a group of phenolic compounds with a C6-C2 carbon skeleton synthesized by plants. Phenylethanoids display a variety of biological activities, including antibacterial, anticancer, anti-inflammatory, neuroprotective, and anti-asthmatic activities. Recently, successful microbial synthesis of phenylethanoids through metabolic engineering and synthetic biology approaches has been reported and could allow phenylethanoid production from alternative microbial sources. Here, we review the recent achievements in the synthesis of phenylethanoids by microorganisms. The work done so far will contribute to the production of diverse phenylethanoids using various microbial systems and facilitate exploration of further diverse biological activities of phenylethanoids.

A Practical Synthesis of (Z)-7-Eicosen-11-one and (Z)-7-Nonadecen-11-one, the Pheromone of Peach Fruit Moth, and Its Biological Activity Test

  • Suck-Ku Kang;Jung-Min Park;Jung-Han Kim;Hyun-Gwan Goh
    • Bulletin of the Korean Chemical Society
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    • 제4권2호
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    • pp.61-63
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    • 1983
  • A new practical method is described for the synthesis of (Z)-7-eicosen-11-one (1) and (Z)-7-nonadecen-11-one (2), the active principles of the sex pheromone of the peach fruit moth. Lithium anion of 1-octyne (from acetylene and 1-bromohexane) was alkylated with 3-bromo-1-propanol tetrahydropyranyl ether and deprotected to afford 4-undecyn-1-ol, which was oxidized with pyridinium chlorochromate to 4-undecyn-1-al. 4-Undecyn-1-al was treated with 1-nonylmagnesiumbromide or 1-octylmagnesiumbromide to yield 7-eicosyn-11-ol and 7-nonadecyn-11-ol. Jones oxidation, followed by Lindlar catalytic hydrogenation afforded the target compounds. Biological activity of the synthetic pheromones as attractants for males of the peach fruit moth was tested in the field using polyethylene capsules as containers. For each vial containing about 3.0 mg of the synthetic pheromone, the number of trapped moths were counted.

Total Synthesis of Bacillariolide III

  • Suh, Young-Ger;Seo, Seung-Yong;Paek, Seung-Mann;Jung, Jae-Kyung;Han, Young-Taek;Kim, Seok-Ho
    • 대한약학회:학술대회논문집
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    • 대한약학회 2003년도 Proceedings of the Convention of the Pharmaceutical Society of Korea Vol.2-2
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    • pp.65.3-66
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    • 2003
  • Bacillariolide III was isolated from the culture medium of the marine diatom, Pseudonitzschia multi series, a causative organism of amnesic shellfish poisoning by Shimizu et al. This extracellular metabolite features bicyclic system of hydroxycyclopentane and (Z)-pentenoic acid-bearing lactone ring. Bacillariolide I is known to possess significant inhibitory activity against phospholipase A$_2$, but the biological function of bacillariolide III is still under investigation. The unique structural feature as well as the promising biological activity led us to the total synthesis of bacillariolide III. (omitted)

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Tetrahydropteridines possess antioxidant roles to guard against glucose-induced oxidative stress in Dictyostelium discoideum

  • Park, Seon-Ok;Kim, Hye-Lim;Lee, Soo-Woong;Park, Young Shik
    • BMB Reports
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    • 제46권2호
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    • pp.86-91
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    • 2013
  • Glucose effects on the vegetative growth of Dictyostelium discoideum Ax2 were studied by examining oxidative stress and tetrahydropteridine synthesis in cells cultured with different concentrations (0.5X, 7.7 g $L^{-1}$; 1X, 15.4 g $L^{-1}$; 2X, 30.8 g $L^{-1}$) of glucose. The growth rate was optimal in 1X cells (cells grown in 1X glucose) but was impaired drastically in 2X cells, below the level of 0.5X cells. There were glucose-dependent increases in reactive oxygen species (ROS) levels and mitochondrial dysfunction in parallel with the mRNA copy numbers of the enzymes catalyzing tetrahydropteridine synthesis and regeneration. On the other hand, both the specific activities of the enzymes and tetrahydropteridine levels in 2X cells were lower than those in 1X cells, but were higher than those in 0.5X cells. Given the antioxidant function of tetrahydropteridines and both the beneficial and harmful effects of ROS, the results suggest glucose-induced oxidative stress in Dictyostelium, a process that might originate from aerobic glycolysis, as well as a protective role of tetrahydropteridines against this stress.