%0 Journal Article
%T Novel spirooxindole alkaloid derivatives from the medicinal insect Blaps japanensis and their biological evaluation.
%A Yan YM
%A Luo Q
%A Li JJ
%A Tu ZC
%A Cheng YX
%J Bioorg Chem
%V 141
%N 0
%D 2023 12 29
%M 37797453
%F 5.307
%R 10.1016/j.bioorg.2023.106845
%X Blapspirooxindoles A-C (1-3), three novel spirooxindole alkaloids with a unique spiro[chromane-4,3'-indoline]-2,2'-dione motif, blapcumaranons A and B (4 and 5), two new 2-cumaranon derivatives, blapoxindoles A-J (6-15), ten new oxindole alkaloid derivatives, along with one known compound (16), were isolated from the whole bodies of Blaps japanensis. Their structures including absolute configurations were determined by using spectroscopic, X-ray crystallographic, and computational methods. Compounds 1-11 and 13 exist as racemic mixtures in nature, and their (-)- and (+)-antipodes were separated by chiral HPLC. Biological evaluations of these compounds were determined with multiple assays including anti-tumor, anti-inflammatory, and renal protection activities in vitro. Several compounds displayed effective activity in one or more assays.