• Title/Summary/Keyword: cyclo(prolyl-leucyl)

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Structures and Antioxidant Activity of Diketopiperazines Isolated from the Mushroom Sarcodon aspratus (능이버섯(Sarcodon aspratus)으로부터 분리한 diketopiperazine계 화합물의 화학구조 및 항산화활성)

  • Kim, Jin-Woo;Moon, Byung-Sik;Park, Young-Min;Yoo, Nam-Hee;Ryoo, In-Ja;Chinh, Nguyen Thi;Yoo, Ick-Dong;Kim, Jong-Pyung
    • Applied Biological Chemistry
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    • v.48 no.1
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    • pp.93-97
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    • 2005
  • Three antioxidants, Sa-1, Sa-2 and Sa-3, were isolated from the MeOH extract of the mushroom Sarcodon aspratus through EtOAc extraction, silica gel and Sephadex LH-20 column chromatography, and $C_{18}$ HPLC. The structures of the compounds were determined mainly by NMR and mass spectroscopic data analyses. Sa-1, Sa-2 and Sa-3 were identified as diketopiperazines, and their structures were determined to be cyclo(prolyl-valyl), cyclo(prolyl-leucyl) and cyclo(prolyl-isoleucyl), respectively. This is the first time that these compounds were isolated from this mushroom. They showed antioxidant activity by scavenging DPPH radical $(EC_{50}\;0.15{\sim}0.18\;mM)$ and superoxide radical $(EC_{50}\;0.21{\sim}0.24\;mM)$.

Purification and Identification of an Antifungal Agent from Streptomyces sp. KH-614 Antagonistic to Rice Blast Fungus, Pyricularia oryzae

  • Rhee, Ki-Hyeong
    • Journal of Microbiology and Biotechnology
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    • v.13 no.6
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    • pp.984-988
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    • 2003
  • The actinomycete strain KH-6l4 possessed strong antifungal activity, especially antagonistic to the rice blast fungus, Pyricularia oryzae. Diaminopimelic acid (DAP) type and morphological and physiological characteristics, examined by scanning electron microscopy (SEM), indicated that KH-614 belonged to the genus Streptomyces. Antifungal agent produced by this strain was found to be most active, when the strain was cultured in the presence of glucose, polypeptone, and yeast extract (PY) medium for 6 days at $27^{\circ}C$. Based on the spectral report data, MS and NMR, the antifungal agent was identified as cyclo(L-leucyl-L-prolyl). According to the antimicrobial activity test measured by minimal inhibitory concentration (MIC), the cyclo(1eu-pro) exhibited the activity against Candida albicans IAM 4905, Mucor ramannianus IAM6218, Rhizoctonia solani IFO 6218, Aspergilus fumigatus ATCC 42202, Glomerella cingulata IFO 9767, Trichophton mentagrophytes ATCC 18749, and Trichophyton rubrum ATCC 44766, the order of MIC values were 50, 12.5, 5, 50, 25, 5, $5\;\mu\textrm{g}/ml$, respectively. Specifically, cyclo(1eu-pro) was one of the most effective elements against Pyricularia oryzae IFO 5994 with the MIC value of $2.5\;\mu\textrm{g}/ml$, thus indicating that cyclo(leu-pro) is a potential antifungal agent.