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Scalable Total Synthesis, IP3R Inhibitory Activity of Desmethylxestospongin B, and Effect on Mitochondrial Function and Cancer Cell Survival
Author(s) -
Podunavac Maša,
Mailyan Artur K.,
Jackson Jeffrey J.,
Lovy Alenka,
Farias Paula,
Huerta Hernan,
Molgó Jordi,
Cardenas Cesar,
Zakarian Armen
Publication year - 2021
Publication title -
angewandte chemie international edition
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 5.831
H-Index - 550
eISSN - 1521-3773
pISSN - 1433-7851
DOI - 10.1002/anie.202102259
Subject(s) - mitochondrion , natural product , function (biology) , cancer cell , inhibitory postsynaptic potential , cell , programmed cell death , cancer , biology , microbiology and biotechnology , chemistry , biochemistry , apoptosis , genetics , neuroscience
The scalable synthesis of the oxaquinolizidine marine natural product desmethylxestospongin B is based on the early application of Ireland–Claisen rearrangement, macrolactamization, and a late‐stage installation of the oxaquinolizidine units by lactam reduction. The synthesis serves as the source of material to investigate calcium signaling and its effect on mitochondrial metabolism in various cell types, including cancer cells.