Chemoenzymatic synthesis of optically active α-methylene-γ-carboxy-γ-lactams and γ-lactones

Three-component reaction of 3-(diethoxyphosphoryl)coumarin, enolizable ketones and primary amines: Simple, stereoselective synthesis of benzo[1,3]oxazocine skeletons

“…17 On the other hand a-alkylidenec-lactams, which were tested for example against HL-60 and NALM-6 human leukemia cell lines, 16 display lower cytotoxic activity but are considered as particularly promising because of their minor toxicities relative to the lactone analogs. 18 Surprisingly, to the best of our knowledge, the anticancer activity of homologous a-methylene-d-lactams has not been evaluated so far. Therefore we decided to perform screening tests on the a-methylene-d-lactams obtained to determine their cytotoxic activity against four human cancer cell linestwo human leukemia cell lines HL-60 and NALM-6 and two breast cancer cell lines, hormone-dependent MCF-7 and the more invasive estrogen receptor (ER)-negative MDA-MB-231.…”

First chemoenzymatic synthesis of (+)‐2‐carboxypyrrolidine‐3‐acetic acid, the nucleus of kainoid amino acids

“…Compounds 10 are accessible by conjugate addition of methyl nitroacetate 8 to the appropriate glutaconic diester 7 and are prone to enzymatic kinetic resolution. In fact, as reported in the literature, 52,53 the (-)-enantiomers of ethyl pyroglutamate and some 4-substituted derivatives of ethyl pyroglutamate were recognized and hydrolyzed by a-chymotrypsin (a-CT).…”

New Phenolic Glycosides and Lignans from the Roots of Lilium dauricum

“…Notably, no alkaloids with α-glucosidase inhibitory activity had been reported from the bulbs of Lilium plants. Three phenolic glycosides (1, 3, and 4), a phenolic glycer-ide (17), vanillin (25), and 2 sterols (29 and 30) also exhibited αglucosidase inhibitory activity (IC 50 : 599.2 to 988.2 µM). The other compounds exhibited no α-glucosidase inhibitory activity.…”