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New Sulfur-Containing Diketopiperazine from Marine-Derived Bacteria Streptomyces rochei sp. 81 with Potent Carbonic Anhydrase II Inhibition

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Chemistry of Natural Compounds Aims and scope

The ethyl acetate extract of the marine bacterial strain Streptomyces rochei sp. 81 was purified by silica gel column chromatography to obtain three diketopiperazines (1–3) and one straight chain fatty acid (4). The compounds were identified as cyclo(L-leu-N-ethenethiol-L-pro) (1), cyclo(L-Leu-L-Pro) (2), cyclo(L-Pro-D-Tyr) (3), and 2,4-dimethyldocasonoic acid (4) by HR-ESI-MS and NMR techniques. One new (1) and three known compounds (2–4) were screened for carbonic anhydrase-II (CA-II) inhibition and as a result 1 and 3 were found to be the most active compounds with IC50 of 9.8 ± 0.56 and 10.9 ± 0.88 μM, respectively. The results indicated that these two compounds (1 and 3) can be promising candidates for anticancer drugs.

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Acknowledgment

The project was supported by the funded project (BFP/RGP/CBS/18/011) awarded by The Oman Research Council (TRC). The study was also funded by the Gulf Cooperation Council (GCC) collaborative work between Kuwait University, Kuwait, Sultan Qaboos University, Oman and University of Nizwa, Oman.

Author information

Authors and Affiliations

  1. Natural and Medical Sciences Research Center, University of Nizwa, Birkat Al Mauz, P.O. Box 33, 616, Nizwa, Oman

    Ahmed N. Al-Rawahi, Najeeb Ur Rehman, Kashif Rafiq, Ajmal Khan, Abdul L. Khan, Majid Khan, Sobia Ahsan Halim & Ahmed Al-Harrasi

  2. Department of Biology, College of Science, Sultan Qaboos University, Muscat, Oman

    Raeid M. M. Abed

  3. Department of Chemistry, Abdul Wali Khan University Mardan, Mardan, 23200, Pakistan

    Kashif Rafiq

  4. H. E. J. Research Institute of Chemistry, International Center for Chemical and Biological Sciences, University of Karachi, Karachi, 75270, Pakistan

    Majid Khan

  5. Department of Marine Science, Kuwait University, Safat, Kuwait

    Fahad Al-Senafi & Huda Mahmoud

Authors
  1. Ahmed N. Al-Rawahi
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  2. Raeid M. M. Abed
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  3. Najeeb Ur Rehman
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  4. Kashif Rafiq
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  5. Ajmal Khan
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  6. Abdul L. Khan
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  7. Majid Khan
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  8. Sobia Ahsan Halim
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  9. Fahad Al-Senafi
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  10. Huda Mahmoud
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  11. Ahmed Al-Harrasi
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Corresponding authors

Correspondence to Najeeb Ur Rehman or Ahmed Al-Harrasi.

Additional information

Published in Khimiya Prirodnykh Soedinenii, No. 2, March–April, 2023, pp. 292–295.

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Al-Rawahi, A.N., Abed, R.M.M., Rehman, N.U. et al. New Sulfur-Containing Diketopiperazine from Marine-Derived Bacteria Streptomyces rochei sp. 81 with Potent Carbonic Anhydrase II Inhibition. Chem Nat Compd 59, 346–350 (2023). https://doi.org/10.1007/s10600-023-03990-0

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  • DOI: https://doi.org/10.1007/s10600-023-03990-0

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