Asymmetric Synthesis of a New Monocyclic β-Lactam as a potential biological active compound

Molbank ◽  
10.3390/m439 ◽  
2005 ◽  
Vol 2005 (4) ◽  
pp. M439 ◽  
Author(s):  
A. A. Jarrahpour ◽  
A. R. Jahaniani
Catalysts ◽  
2021 ◽  
Vol 11 (1) ◽  
pp. 140
Author(s):  
Ferdinando Zaccone ◽  
Valentina Venturi ◽  
Pier Paolo Giovannini ◽  
Claudio Trapella ◽  
Marco Narducci ◽  
...  

Recent studies have highlighted the therapeutic and ergogenic potential of the ketone body ester, (R)-3-hydroxybutyl-(R)-3-hydroxybutyrate. In the present work, the enzymatic synthesis of this biological active compound is reported. The (R)-3-hydroxybutyl-(R)-3-hydroxybutyrate has been produced through the transesterification of racemic ethyl 3-hydroxybutyrate with (R)-1,3-butanediol by exploiting the selectivity of Candida antarctica lipase B (CAL-B). The needed (R)-1,3-butanediol was in turn obtained from the kinetic resolution of the racemate achieved by acetylation with vinyl acetate, also in this case, thanks to the enantioselectivity of the CAL-B used as catalyst. Finally, the stereochemical inversion of the unreacted (S) enantiomers of the ethyl 3-hydroxybutyate and 1,3-butanediol accomplished by known procedure allowed to increase the overall yield of the synthetic pathway by incorporating up to 70% of the starting racemic reagents into the final product.


Marine Drugs ◽  
2018 ◽  
Vol 17 (1) ◽  
pp. 3 ◽  
Author(s):  
Takehiro Matsubara ◽  
Masashi Yokoya ◽  
Natchanun Sirimangkalakitti ◽  
Naoki Saito

A general protocol for the asymmetric synthesis of 3-N-arylmethylated right-half model compounds of renieramycins was developed, which enabled structure–activity relationship (SAR) study of several 3-N-arylmethyl derivatives. The most active compound (6a) showed significant cytotoxic activity against human prostate cancer DU145 and colorectal cancer HCT116 cell lines (IC50 = 11.9, and 12.5 nM, respectively).


2019 ◽  
Vol 43 (46) ◽  
pp. 18072-18078 ◽  
Author(s):  
Yuvraj A. Kolekar ◽  
Bhalchandra M. Bhanage

Palladium-catalyzed oxidative cross double carbonylation reaction between tertiary amines and alcohols using oxidant O2 and KI as the additive affords oxamates. Oxamate are as a intermediate in biological active compound and glycol synthesis.


Planta Medica ◽  
2015 ◽  
Vol 81 (11) ◽  
Author(s):  
EM Grzelak ◽  
Y Liu ◽  
JW Nam ◽  
JB Friesen ◽  
SN Chen ◽  
...  

Planta Medica ◽  
2016 ◽  
Vol 81 (S 01) ◽  
pp. S1-S381
Author(s):  
KH Jegal ◽  
EH Jung ◽  
SM Park ◽  
IJ Cho ◽  
SC Kim

Sign in / Sign up

Export Citation Format

Share Document