{"database":"biostudies-literature","file_versions":[],"scores":null,"additional":{"omics_type":["Unknown"],"volume":["15(1)"],"submitter":["Li T"],"pubmed_abstract":["Marine cyclopianes are a family of diterpenoid with novel carbon skeleton and diverse biological activities. Herein, we report our synthetic and chemical proteomics studies of cyclopiane diterpenes which culminate in the asymmetric total synthesis of conidiogenones C, K and 12β-hydroxy conidiogenone C, and identification of Immunity-related GTPase family M protein 1 (IRGM1) as a cellular target. Our asymmetric synthesis commences from Wieland-Miescher ketone and features a sequential intramolecular Pauson-Khand reaction and gold-catalyzed Nazarov cyclization to rapidly construct the 6-5-5-5 tetracyclic skeleton. The stereocontrolled cyclopentenone construction is further investigated on complex settings to demonstrate its synthetic utility. Furthermore, using an alkyne-tagged conidiogenone"],"journal":["Nature communications"],"pagination":["10851"],"full_dataset_link":["https://www.ebi.ac.uk/biostudies/studies/S-EPMC11686375"],"repository":["biostudies-literature"],"pubmed_title":["Total synthesis and target identification of marine cyclopiane diterpenes."],"pmcid":["PMC11686375"],"pubmed_authors":["Hao HD","Li H","Shi L","Sang X","Ren L","Li T","Guo H","Jiang S","Zhou W","Wang J","Dai Y","Wu X"],"additional_accession":[]},"is_claimable":false,"name":"Total synthesis and target identification of marine cyclopiane diterpenes.","description":"Marine cyclopianes are a family of diterpenoid with novel carbon skeleton and diverse biological activities. Herein, we report our synthetic and chemical proteomics studies of cyclopiane diterpenes which culminate in the asymmetric total synthesis of conidiogenones C, K and 12β-hydroxy conidiogenone C, and identification of Immunity-related GTPase family M protein 1 (IRGM1) as a cellular target. Our asymmetric synthesis commences from Wieland-Miescher ketone and features a sequential intramolecular Pauson-Khand reaction and gold-catalyzed Nazarov cyclization to rapidly construct the 6-5-5-5 tetracyclic skeleton. The stereocontrolled cyclopentenone construction is further investigated on complex settings to demonstrate its synthetic utility. Furthermore, using an alkyne-tagged conidiogenone","dates":{"release":"2024-01-01T00:00:00Z","publication":"2024 Dec","modification":"2026-06-01T23:18:59.215Z","creation":"2025-04-04T21:49:01.714Z"},"accession":"S-EPMC11686375","cross_references":{"pubmed":["39738095"],"doi":["10.1038/s41467-024-55189-8"]}}