4.7 Review

Structure determination, correction, and disproof of marine macrolide natural products by chemical synthesis

Journal

ORGANIC CHEMISTRY FRONTIERS
Volume 8, Issue 14, Pages 3990-4023

Publisher

ROYAL SOC CHEMISTRY
DOI: 10.1039/d1qo00481f

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Funding

  1. Chuo University personal research grant

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This review summarizes recent examples of structure determination, correction, and disproof of structurally complex marine polyketide macrolides through chemical synthesis, highlighting the scope and limitation of current NMR-based structure analysis and the crucial role of chemical synthesis in structure elucidation.
Despite significant advances in NMR spectroscopy, structure elucidation of natural products, especially stereochemically complex polyketides with limited availability, is still a challenging task for chemists. Recent examples of structure determination, correction and disproof of structurally complex marine polyketide macrolides by chemical synthesis, namely lobatamide C, reidispongiolide A, callyspongiolide, palmerolide A, muironolide A, iriomoteolide-2a, and chagosensine cases, are summarized in this review, which highlights the scope and limitation of current NMR-based structure analysis and the vital role of chemical synthesis in structure elucidation.

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