{"database":"biostudies-literature","file_versions":[],"scores":null,"additional":{"submitter":["Wang RB"],"funding":["National Natural Science Foundation of China"],"pagination":["29301-29308"],"full_dataset_link":["https://www.ebi.ac.uk/biostudies/studies/S-EPMC9084470"],"repository":["biostudies-literature"],"omics_type":["Unknown"],"volume":["8(51)"],"pubmed_abstract":["CAT3, one of the (+)-deoxytylophorinine-based phenanthroindolizidine alkaloids, is a promising therapeutic agent for the treatment of hedgehog (Hh)-driven glioblastoma and is currently being evaluated in preclinical studies. In this paper, a novel and practical synthetic route for CAT3 was firstly demonstrated with 10% overall yield in 11 steps and has been successfully validated for pilot-plant scale preparation. Investigation of the substitution at the 3-position of phenanthrene revealed that the electron-donating functionality can well preserve the <i>S</i> configuration. In particular, the excellent enantiomeric excess of CAT3 (≥99% ee) was achieved by introducing the strongly electron-donating <i>tert</i>-butyldimethylsilyl (TBS) group."],"journal":["RSC advances"],"pubmed_title":["A novel and practical synthesis of CAT3: a phenanthroindolizidine alkaloid with potential in treating glioblastoma."],"pmcid":["PMC9084470"],"funding_grant_id":["81602996"],"pubmed_authors":["Qu J","Lv HN","Xu S","Ma SG","Zhu SS","Wang RB","Liu YB","Ren XD","Yu SS"],"additional_accession":[]},"is_claimable":false,"name":"A novel and practical synthesis of CAT3: a phenanthroindolizidine alkaloid with potential in treating glioblastoma.","description":"CAT3, one of the (+)-deoxytylophorinine-based phenanthroindolizidine alkaloids, is a promising therapeutic agent for the treatment of hedgehog (Hh)-driven glioblastoma and is currently being evaluated in preclinical studies. In this paper, a novel and practical synthetic route for CAT3 was firstly demonstrated with 10% overall yield in 11 steps and has been successfully validated for pilot-plant scale preparation. Investigation of the substitution at the 3-position of phenanthrene revealed that the electron-donating functionality can well preserve the <i>S</i> configuration. In particular, the excellent enantiomeric excess of CAT3 (≥99% ee) was achieved by introducing the strongly electron-donating <i>tert</i>-butyldimethylsilyl (TBS) group.","dates":{"release":"2018-01-01T00:00:00Z","publication":"2018 Aug","modification":"2025-04-06T13:56:25.129Z","creation":"2024-12-04T05:37:42.936Z"},"accession":"S-EPMC9084470","cross_references":{"pubmed":["35547992"],"doi":["10.1039/c8ra04511a"]}}