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We accomplished the divergent total syntheses of ten pentacyclic cytochalasans (aspergillin PZ, trichodermone, trichoderones, flavipesines, and flavichalasines) from a common precursor aspochalasin D and revised the structures of trichoderone B, spicochalasin A, flavichalasine C, aspergilluchalasin based on structure network analysis of the cytochalasans biosynthetic pathways and DFT calculations. The key steps of the syntheses include transannular alkene/epoxyalkene and carbonyl‐ene cyclizations to establish the C/D ring of pentacyclic aspochalasans. Our bioinspired approach to these pentacyclic cytochalasans validate the proposed biosynthetic speculation from a chemical view and provide a platform for the synthesis of more than 400 valuable cytochalasans bearing different macrocycles and amino‐acid residues. [ABSTRACT FROM AUTHOR]

Bioinspired network analysis, biomimetic synthesis, natural products, pentacyclic cytochalasans, structure elucidation Rücktitelbild: Bioinspired Network Analysis Enabled Divergent Syntheses and Structure Revision of Pentacyclic Cytochalasans (Angew. Keywords: bioinspired network analysis; biomimetic synthesis; natural products; pentacyclic cytochalasans; structure elucidation EN bioinspired network analysis biomimetic synthesis natural products pentacyclic cytochalasans structure elucidation 16376 16376 1 07/10/21 20210712 NES 210712 B Die divergente Synthese b einer Reihe von bioaktiven pentacyclischen Cytochalasanen stellen Pema-Tenzin Puno, Jun Deng et al. in ihrem Forschungsartikel auf S. 16099 vor. [Extracted from the article]

Inspired by nature's way of synthesizing various secondary metabolites from a common precursor to maximize the number of natural products, total synthesis and structure revision of pentacyclic cytochalasans were realized from a common precursor aspochalasin D based on bioinspired structure network analysis and DFT calculations. Back Cover: Bioinspired Network Analysis Enabled Divergent Syntheses and Structure Revision of Pentacyclic Cytochalasans (Angew. Bioinspired network analysis, biomimetic synthesis, natural products, pentacyclic cytochalasans, structure elucidation. [Extracted from the article]