1282523-16-3

Upstream product

• 2033-24-1 cycl-isopropylidene malonate 
• 18942-49-9 Boc-D-Phe-OH 

Downstream Products

• 1282523-17-4 C₁₁H₁₁NO₂ 
• 1282523-18-5 (2'R,5R)-2',5-dibenzyl-4-hydroxy-1H,1'H-[3,3'-bipyrrole]-2,5'(2'H,5H)-dione 
• 112700-42-2 (5R)-5-Benzyl-1-tert-butyloxycarbonyl-4-hydroxy-1,5-dihydropyrrol-2-one 

Relevant academic research and scientific papers

Cytotoxic tetramic acid derivative produced by a plant type-III polyketide synthase

The tetramic acid (2,4-pyrrolidinedione) scaffold has been recognized as an important structural feature because of its mycotoxic, antibacterial, antiviral, and antioxidant activities. This important class of natural products is reportedly produced by the type-I polyketide synthase/nonribosomal peptide synthetase (PKS/NRPS) hybrid megaenzyme systems. In contrast, the benzalacetone synthase (BAS) from Rheum palmatum is a structurally simple, plant-specific type-III PKS that catalyzes the one-step decarboxylative condensation of malonyl-CoA with 4-coumaroyl-CoA. The type-III PKS exhibits unusually broad substrate specificity and notable catalytic versatility. Here we report that R. palmatum BAS efficiently produces a series of unnatural, novel tetramic acid derivatives by the condensation of malonyl-CoA with aminoacyl-CoA thioesters chemically synthesized from l- and d-amino acids. Remarkably, the novel tetramic acid dimer d-5 formed from d-phenylalanoyl-CoA showed moderate antiproliferative activity against murine leukemia P388 cells.