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Total Synthesis, Biological Evaluation, and 3D Structural Analysis of a Cyclodepsipeptide Natural Product

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Middle Molecular Strategy

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Abstract

Cyclodepsipeptide natural products have been widely used in the production of anticancer drugs because of their high potency and structural diversity. Therefore, it is important to obtain a comprehensive understanding of their structure and function. As such, this study presents the total synthesis of apratoxin A, which is a middle-sized cyclodepsipeptide natural product. It also describes the solid-phase synthesis of apratoxin A derivatives, chemical probe synthesis, and its protein-network analysis. Moreover, the design and synthesis of apratoxin A mimetics, their structure-activity relationships, and 3D structural analysis are presented. It is worth acknowledging that obtaining a predictable method for 3D analysis of macrocycles will facilitate the design and synthesis of biologically active macrocycles in the future.

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Acknowledgements

The author thanks all the coworkers listed in the references. This work was supported by grants from the MEXT (Nos. 23,310,145, and 26,282,208), JSPS (JP15H05837 in Middle Molecular Strategy), the Naito Foundation (2009), and Astellas Foundation for Research on Metabolic Disorders (2011).

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Authors and Affiliations

  1. Graduate School of Pharmaceutical Sciences, Tohoku University, Sendai, Japan

    Takayuki Doi

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  1. Takayuki Doi
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Correspondence to Takayuki Doi .

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Editors and Affiliations

  1. Graduate School of Science, Osaka University, Toyanaka, Osaka, Japan

    Koichi Fukase

  2. Graduate School of Pharmaceutical Sciences, Tohoku University, Sendai, Japan

    Takayuki Doi

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Doi, T. (2021). Total Synthesis, Biological Evaluation, and 3D Structural Analysis of a Cyclodepsipeptide Natural Product. In: Fukase, K., Doi, T. (eds) Middle Molecular Strategy. Springer, Singapore. https://doi.org/10.1007/978-981-16-2458-2_2

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