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.1c03795 | DOI Listing |
Org Lett
January 2022
School of Pharmaceutical Sciences, Guangzhou University of Chinese Medicine, Guangzhou 510006, P. R. China.
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 ).
View Article and Find Full Text PDFMolecules
February 2021
Biological and Chemical Research Centre, University of Warsaw, Żwirki i Wigury 101, 02-089 Warsaw, Poland.
Phosphodiesterase 5 (PDE5) is one of the most extensively studied phosphodiesterases that is highly specific for cyclic-GMP hydrolysis. PDE5 became a target for drug development based on its efficacy for treatment of erectile dysfunction. In the present study, we synthesized four novel analogues of the phosphodiesterase type 5 (PDE5) inhibitor-tadalafil, which differs in (i) ligand flexibility (rigid structure of tadalafil vs.
View Article and Find Full Text PDFBioorg Med Chem Lett
June 2008
Department of Chemistry and Physics, University of New England, Biddeford, ME 04005, USA.
Starting from d- or l-tryptophan, we have synthesized and characterized six compounds 2.29-2.31a and b that belong to a class of nitrogen heterocycles: the carboline-based homodimers.
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