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Dactylides A−C, three new bioactive 22-membered macrolides produced by Dactylosporangium aurantiacum

The Journal of Antibiotics volume 76, pages 503–510 (2023)Cite this article

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Abstract

Three new 22-membered polyol macrolides, dactylides A−C (1−3), were isolated from Dactylosporangium aurantiacum ATCC 23491 employing repeated chromatographic separations, and their structures were established based on detailed analysis of NMR and MS data. The relative configurations at the stereocenters were established via vicinal 1H–1H coupling constants, NOE correlations, and by application of Kishi’s universal NMR database. In order to get insights into the biosynthetic pathway of 1−3, the genome sequence of the producer strain D. aurantiacum was obtained and the putative biosynthetic gene cluster encoding their biosynthesis was identified through bioinformatic analysis using antiSMASH. Compounds 1−3 showed significant in-vitro antimycobacterial and cytotoxic activity.

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Acknowledgements

This work was supported by Scientific and Engineering Research Board (SERB), Department of Science and Technology [ECRA/2016/000788 and EEQ/2016/000268]; and Council of Scientific and Industrial Research (CSIR), New Delhi [MLP/0027]. Yedukondalu Nalli acknowledges Scientific and Engineering Research Board (SERB) for providing National Postdoctoral Fellowship (N-PDF). Sanju Singh acknowledges Council of Scientific and Industrial Research (CSIR) for JRF and SRF fellowship. Padmaja D. Wakchaure acknowledges CSIR, New Delhi, India, for the GATE-SRF fellowship. Pankaj Kumar acknowledges Department of Biotechnology (DBT) for providing JRF and SRF fellowship. Central Instrumentation facility CSIR-CSMCRI is acknowledged for acquiring MS, FT-IR, CD, and NMR spectral data.

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Author notes

  1. These authors contributed equally: Pankaj Kumar, Yedukondalu Nalli

Authors and Affiliations

  1. Natural Products & Green Chemistry Division, CSIR-Central Salt and Marine Chemicals Research Institute (CSIR-CSMCRI), Council of Scientific and Industrial Research (CSIR), Bhavnagar, Gujarat, 364002, India

    Pankaj Kumar, Yedukondalu Nalli, Sanju Singh, Vishal A. Ghadge & Pramod B. Shinde

  2. Academy of Scientific and Innovative Research (AcSIR), Ghaziabad, 201002, India

    Pankaj Kumar, Sanju Singh, Padmaja D. Wakchaure, Vishal A. Ghadge, Bishwajit Ganguly & Pramod B. Shinde

  3. Computation and Simulation Unit, Analytical and Environmental Science Division and Centralized Instrument Facility, CSIR-Central Salt and Marine Chemicals Research Institute, Bhavnagar, Gujarat, 364002, India

    Padmaja D. Wakchaure & Bishwajit Ganguly

  4. Department of Genetic Engineering, School of Bio-Engineering, SRM Institute of Science and Technology, Kattankulathur, Tamil Nadu, 603203, India

    Ravi Gor & Satish Ramalingam

  5. Natural Products Research Institute, College of Pharmacy, Seoul National University, Seoul, 08826, Republic of Korea

    Eunji Kim & Yeo Joon Yoon

  6. Department of Bacteriology, National Institute for Research in Tuberculosis, ICMR, Sathyamoorty road, Chetpet, Chennai, 600031, Tamil Nadu, India

    V. N. Azger Dusthackeer

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  1. Pankaj Kumar
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Correspondence to Pramod B. Shinde.

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Kumar, P., Nalli, Y., Singh, S. et al. Dactylides A−C, three new bioactive 22-membered macrolides produced by Dactylosporangium aurantiacum. J Antibiot 76, 503–510 (2023). https://doi.org/10.1038/s41429-023-00632-z

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