Isolation and Structural Determination of the Antifouling Diketopiperazines from Marine-Derived <i>Streptomyces praecox</i> 291-11
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- CHO Ji Young
- Department of Marine Biotechnology, Soon Chun Hyang University
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- KANG Ji Young
- Department of Biotechnology, Pukyong University
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- HONG Yong Ki
- Department of Biotechnology, Pukyong University
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- BAEK Hyo Hyun
- Department of Biology, Soon Chun Hyang University
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- SHIN Hyoun Woong
- Department of Marine Biotechnology, Soon Chun Hyang University
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- KIM Myoung Sug
- Pathology Division, National Fisheries Research and Development Institute
Bibliographic Information
- Other Title
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- Isolation and Structural Determination of the Antifouling Diketopiperazines from Marine-Derived Streptomyces praecox 291-11
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Abstract
Marine derived actinomycetes constituting 185 strains were screened for their antifouling activity against the marine seaweed, Ulva pertusa, and fouling diatom, Navicula annexa. Strain 291-11 isolated from the seaweed, Undaria pinnatifida, rhizosphere showed the highest antifouling activity and was identified as Streptomyces praecox based on a 16S rDNA sequence analysis. Strain 291-11 was therefore named S. praecox 291-11. The antifouling compounds from S. praecox 291-11 were isolated, and their structures were analyzed. The chemical constituents representing the antifouling activity were identified as (6S,3S)-6-benzyl-3-methyl-2,5-diketopiperazine (bmDKP) and (6S,3S)-6-isobutyl-3-methyl-2,5-diketopiperazine (imDKP) by interpreting the nuclear magnetic resonance and high-resolution mass spectroscopy data. Approximately 4.8 mg of bmDKP and 3.1 mg of imDKP were isolated from 1.2 g of the S. praecox 291-11 crude extract. Eight different compositions of culture media were investigated for culture, the TBFeC medium being best for bmDKP and TCGC being the optimum for imDKP production. Two compounds respectively showed a 17.7 and 21 therapeutic ratio (LC50/EC50) to inhibit zoospores, and two compounds respectively showed a 263 and 120.2 therapeutic ratio to inhibit diatoms.
Journal
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- Bioscience, Biotechnology, and Biochemistry
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Bioscience, Biotechnology, and Biochemistry 76 (6), 1116-1121, 2012
Japan Society for Bioscience, Biotechnology, and Agrochemistry
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Details 詳細情報について
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- CRID
- 1390001206477976832
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- NII Article ID
- 10030817937
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- NII Book ID
- AA10824164
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- COI
- 1:STN:280:DC%2BC38jps1Ghsw%3D%3D
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- ISSN
- 13476947
- 09168451
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- NDL BIB ID
- 023768179
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- PubMed
- 22790932
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- Text Lang
- en
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- Data Source
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- JaLC
- NDL
- Crossref
- PubMed
- CiNii Articles
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- Abstract License Flag
- Disallowed