Skip to main content

Thank you for visiting nature.com. You are using a browser version with limited support for CSS. To obtain the best experience, we recommend you use a more up to date browser (or turn off compatibility mode in Internet Explorer). In the meantime, to ensure continued support, we are displaying the site without styles and JavaScript.

  • Brief Communication
  • Published:

Okichromanone, a new antiviral chromanone from a marine-derived Microbispora

Abstract

Okichromanone (1), a new chromanone, was isolated from the culture extract of a sponge-derived actinomycete Microbispora, along with known 1-hydroxyphenazine (2). Compound 1 was elucidated to exist as a mixture of two isomeric structures (1a and 1b) at a ratio of nearly 3:2. Compounds 1 and 2 showed anti HSV-I activity with IC50 values 40 and 86 μM, respectively, and anti HSV-II activity with IC50 values 59 and 123 μM, respectively.

This is a preview of subscription content, access via your institution

Access options

Buy this article

Prices may be subject to local taxes which are calculated during checkout

Fig. 1
Fig. 2

References

  1. Newman DJ, Cragg GM. Natural products as sources of new drugs from 1981 to 2014. J Nat Prod. 2016;79:629–61.

    Article  CAS  PubMed  Google Scholar 

  2. Abdel-Razek AS, El-Naggar ME, Allam A, Morsy OM, Othman SI. Microbial natural products in drug discovery. Processes. 2020;8:470.

    Article  CAS  Google Scholar 

  3. Demain AL, Sanchez S. Microbial drug discovery: 80 years of progress. J Antibiot. 2009;62:5–16.

    Article  CAS  Google Scholar 

  4. De La Hoz-Romo MC, Díaz L, Villamil L. Marine Actinobacteria a New Source of Antibacterial Metabolites to Treat Acne Vulgaris Disease-A Systematic Literature Review. Antibiot. 2022;11:965.

    Article  Google Scholar 

  5. Dhakal D, Pokhrel AR, Shrestha B, Sohng JK. Marine rare actinobacteria: isolation, characterization, and strategies for harnessing bioactive compounds. Front Microbiol. 2017;8:1106.

    Article  PubMed  PubMed Central  Google Scholar 

  6. Majithiya VR, Gohel SD. Actinobacteria associated with marine invertebrates: diversity and biological significance. In: Actinobacteria-Diversity, Applications and Medical Aspects. IntechOpen; 2022. https://www.intechopen.com/chapters/83288.

  7. Liu T, Wu S, Zhang R, Wang D, Chen J, Zhao J. Diversity and antimicrobial potential of Actinobacteria isolated from diverse marine sponges along the Beibu Gulf of the South China Sea. FEMS Microbiol Ecol. 2019;95:fiz089.

    Article  CAS  PubMed  Google Scholar 

  8. Miyadoh S, Amano S, Tohyama H, Shomura T. A taxonomic review of the genus Microbispora and a proposal to transfer two species to the genus Actinomadura and to combine ten species into Microbispora rosea. Microbiol. 1990;136:1905–13.

    CAS  Google Scholar 

  9. Nakajima Y, Kitpreechavanich V, Suzuki K-i, Kudo T. Microbispora corallina sp. nov., a new species of the genus Microbispora isolated from Thai soil. Int J Syst Evol Microbiol. 1999;49:1761–7.

    Article  CAS  Google Scholar 

  10. Kittisrisopit S, Bunbamrung N, Thawai C, Tadtong S, Niemhom N, Komwijit S, et al. Neuroprotective potential of new chromones isolated from the soil actinomycete Microbispora sp. TBRC6027. Nat Prod Res. 2021;35:2881–6.

    Article  CAS  PubMed  Google Scholar 

  11. Savi DC, Shaaban KA, Vargas N, Ponomareva LV, Possiede YM, Thorson JS, et al. Microbispora sp. LGMB259 endophytic actinomycete isolated from Vochysia divergens (Pantanal, Brazil) producing β-carbolines and indoles with biological activity. Curr Microbiol. 2015;70:345–54.

    Article  CAS  PubMed  Google Scholar 

  12. Han C, Liu C, Zhao J, Guo L, Lu C, Li J, et al. Microbispora camponoti sp. nov., a novel actinomycete isolated from the cuticle of Camponotus japonicus Mayr. Anton Leeuw. 2016;109:215–23.

    Article  CAS  Google Scholar 

  13. Thawai C, Bunbamrung N, Pittayakhajonwut P, Chongruchiroj S, Pratuangdejkul J, He Y-W, et al. A novel diterpene agent isolated from Microbispora hainanensis strain CSR-4 and its in vitro and in silico inhibition effects on acetylcholine esterase enzyme. Sci Rep. 2020;10:11058.

    Article  CAS  PubMed  PubMed Central  Google Scholar 

  14. Carrano L, Abbondi M, Turconi P, Candiani G, Marinelli F. A novel microbisporicin producer identified by early dereplication during lantibiotic screening. BioMed Res Int. 2015;2015:419383.

    Article  PubMed  PubMed Central  Google Scholar 

  15. Lamyt YT, Williams DL, Sigmund JM, Sanchez M, Genilloud O, Kong YL, et al. Cochinmicins, novel and potent cyclodepsipeptide endothelin antagonists from a Microbispora sp. I. Production, isolation, and characterization. J Antibiot. 1992;45:1709–16.

    Article  Google Scholar 

  16. Isaka M, Haritakun R, Supothina S, Choowong W, Mongkolsamrit S. N-Hydroxypyridone alkaloids, chromone derivatives, and tetrahydroxanthones from the scale-insect pathogenic fungus Orbiocrella sp. BCC 33248. Tetrahedron. 2014;70:9198–203.

    Article  CAS  Google Scholar 

  17. Hu M, Yang X-Q, Zhou Q-Y, Li S-Q, Wang B-Y, Ruan B-H, et al. Benzopyran derivatives from endophytic Daldinia eschscholzii JC-15 in Dendrobium chrysotoxum and their bioactivities. Nat Prod Res. 2019;33:1431–5.

    Article  CAS  PubMed  Google Scholar 

  18. Tsui W-Y, Brown GD. Chromones and chromanones from Baeckea frutescens. Phytochem. 1996;43:871–6.

    Article  CAS  Google Scholar 

  19. Rattanaburi S, Mahabusarakam W, Phongpaichit S, Carroll AR. A new chromone from the leaves of Melaleuca cajuputi Powell. Nat Prod Res. 2013;27:221–5.

    Article  CAS  PubMed  Google Scholar 

  20. Takeuchi H, Baba M, Shigeta S. An application of tetrazolium (MTT) colorimetric assay for the screening of anti-herpes simplex virus compounds. J Virol Methods. 1991;33:61–71.

    Article  CAS  PubMed  Google Scholar 

Download references

Author information

Authors and Affiliations

Authors

Corresponding author

Correspondence to Marwa Elsbaey.

Ethics declarations

Conflict of interest

The authors declare no competing interests.

Additional information

Publisher’s note Springer Nature remains neutral with regard to jurisdictional claims in published maps and institutional affiliations.

Supplementary information

Rights and permissions

Reprints and permissions

About this article

Check for updates. Verify currency and authenticity via CrossMark

Cite this article

Elsbaey, M., Jomori, T., Tanaka, J. et al. Okichromanone, a new antiviral chromanone from a marine-derived Microbispora. J Antibiot 77, 389–392 (2024). https://doi.org/10.1038/s41429-024-00718-2

Download citation

  • Received:

  • Revised:

  • Accepted:

  • Published:

  • Issue Date:

  • DOI: https://doi.org/10.1038/s41429-024-00718-2

Search

Quick links