Comprehensive analyses of the metabolite spectra of sp. EGF 15-0-3 under different culture conditions revealed the presence of unique environmental-induced metabolites exclusively from the rice medium. Subsequent target isolation afforded four unprecedented indole diketopiperazine-based hybrids with a pyrano[3',2':7,8]isochromeno[4,3-]pyrazino[2,1-]indole core ( and ) or a spiro[piperazine-2,2'-pyrano[3,4,5-]chromene] scaffold ( and ). Putative biosynthetic pathways for -, with Diels-Alder cycloadditions as key steps, were proposed. - exhibited selective cytotoxicities among several human cancer cells.

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http://dx.doi.org/10.1021/acs.orglett.1c03795DOI Listing

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