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Rubiflavin G, photorubiflavin G, and photorubiflavin E: Novel pluramycin derivatives from Streptomyces sp. W2061 and their anticancer activity against breast cancer cells

The Journal of Antibiotics volume 76, pages 585–591 (2023)Cite this article

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Abstract

The pluramycin family of antibiotics comprises angucycline compounds derived from actinomycetes that possess anticancer and antibacterial properties. Pluramycins are structurally characterized by two aminoglycosides linked by a carbon-carbon bond next to the γ-pyrone angucycline backbone. Kidamycins (3, 4) and rubiflavins (6–9) were screened through liquid chromatography–mass spectrometry analysis of the crude extracts of Streptomyces sp. W2061, which was cultured in complex media under phosphate-limiting conditions. Newly isolated rubiflavin G (7) and photoactivated compounds (8, 9) were characterized using exhaustive 1D and 2D nuclear magnetic resonance analysis. The cytotoxicity of kidamycin (3), photokidamycin (4), and photorubiflavin G (8) was determined using two human breast cancer cell lines–MCF7 and MDA-MB-231. Compared to MCF7 cells, MDA-MB-231 cells were more sensitive to the active compounds, and photokidamycin (4) considerably inhibited MCF7 and MDA-MB-231 cell growth (IC50 = 3.51 and 0.66 μM, respectively).

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Acknowledgements

This work was supported by the Basic Science Research Program (NRF 2020R1I1A206871314) of the Ministry of Education, the NRF grant and the KRIBB Research Initiative Program (KGM5292322 and KGM1222312) funded by the Ministry of Science and ICT (MSIT) of the Republic of Korea. We thank the Korea Basic Science Institute (KBSI), Ochang, Korea, for providing the NMR (Bruker).

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Authors and Affiliations

  1. Chemical Biology Research Center, Korea Research Institute of Bioscience and Biotechnology, Cheongju, 28116, Korea

    Byeongsan Lee, Gwi Ja Hwang, Kyung Taek Heo, Jae Kyoung Lee, Jun-Pil Jang, Jae-Hyuk Jang & Young-Soo Hong

  2. College of Pharmacy, Chungbuk National University, Cheongju, 28160, Korea

    Byeongsan Lee & Bang Yeon Hwang

  3. College of Pharmacy, The Catholic University of Korea, Bucheon-si, Gyeonggi-do, 14662, Korea

    Ga-Eun Lee & Yong-Yeon Cho

  4. KRIBB School of Bioscience, University of Science and Technology, Daejeon, 34141, Korea

    Jae-Hyuk Jang & Young-Soo Hong

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Lee, B., Lee, GE., Hwang, G.J. et al. Rubiflavin G, photorubiflavin G, and photorubiflavin E: Novel pluramycin derivatives from Streptomyces sp. W2061 and their anticancer activity against breast cancer cells. J Antibiot 76, 585–591 (2023). https://doi.org/10.1038/s41429-023-00643-w

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