Stereo‐specific inhibition of acetyl‐ and butyryl‐cholinesterases by enantiomers of cis,cis‐decahydro‐2‐naphthyl‐N‐n‐butylcarbamate

Abstract

Enantiomers of cis,cis-decahydro-2-naphthyl-N-n-butylcarbamate show stereo-specific inhibition for acetylcholinesterase and butyrylcholinesterase. For both inhibition reaction, (2S,4aR,8aS)-cis,cis-decahydro-2-naphthyl-N-n- butylcarbamate is more potent than (2R,4aS,8aR)-cis,cis-decahydro-2-naphthyl-N-n-butylcarbamate. Optically pure (2S,4aR,8aS)-(-)- and (2R,4aS,8aR)-(+)-cis,cis-decahydro-2-naphthols are resolved by the porcine pancreatic lipase-catalyzed acetylation of decahydro-2-naphthols with vinyl acetate. Absolute configurations and the enantiomeric excess values of (2S,4aR,8aS)-(-)- and (2R,4aS,8aR)-(+)-cis,cis-decahydro-2-naphthols are determined from the (19)F NMR spectra of their Mosher's ester derivatives. We fail to resolve (2S,4aR,8aR)- and (2R,4aS,8aS)-trans,cis-decahydro-2-naphthols from the porcine pancreatic lipase-catalyzed acetylation of decahydro-2-naphthols with vinyl acetate.

Litigation and regulatory governance in the age of the Anthropocene: the case of fracking in the Karoo

“…36 According to Lin, shifting from 'international law to transnational environmental law … may provide us with a more nuanced approach as we consider how we should deal with the effects of global human-induced climate change, including how we promote sustainable energy use'. 37 She goes on to argue that transnational law offers a normative framework that moves beyond the state, and embraces the possibility of multi-level and multi-actor governance. 38 This transnational approach to environmental law is consonant with the Anthropocene imagery, and an appreciation that environmental problems and their solutions are increasingly complex, requiring multifaceted responses.…”