Syntheses of a library of molecules on the marine natural product ianthelliformisamines platform and their biological evaluation was written by Khan, Faiz Ahmed;Ahmad, Saeed;Kodipelli, Naveena;Shivange, Gururaj;Anindya, Roy. And the article was included in Organic & Biomolecular Chemistry in 2014.Electric Literature of C20H34N4O4 The following contents are mentioned in the article:
Ianthelliformisamines A (I), B (II), and C (III) are a novel class of bromotyrosine-derived antibacterial agents isolated recently from the marine sponge Suberea ianthelliformis. We have synthesized ianthelliformisamines A-C straightforwardly by the condensation of (E)-3-(3,5-dibromo-4-methoxyphenyl)acrylic acid and the corresponding Boc-protected polyamine followed by Boc-deprotection with TFA. Further, using this reaction protocol, a library of their analogs (39 analogs) has been synthesized by employing 3-phenylacrylic acid derivatives and Boc-protected polyamine chains through various combinations of these two fragments differing in Ph ring substitution, double bond geometry or chain length of the central spacer of the polyamine chain. All the synthesized compounds (ianthelliformisamines A-C and their analogs) were screened for antibacterial activity against both Gram-neg. (Escherichia coli) and Gram-pos. (Staphylococcus aureus) strains. All synthetic analogs of ianthelliformisamine A showed bacterial growth inhibition against both strains (Escherichia coli and Staphylococcus aureus), having MIC values in the range of 117.8-0.10 μM, while none of the synthetic analogs of ianthelliformisamine C as well as the parent compound showed any detectable antibacterial activity. Interestingly, some of the synthetic analogs of ianthelliformisamines A and B exerted a bactericidal effect against both E. coli and S. aureus strains, decreasing viable bacterial count by 99% at concentrations as low as 2 × MIC. This study involved multiple reactions and reactants, such as Di-tert-butyl butane-1,4-diylbis((2-cyanoethyl)carbamatE) (cas: 194808-59-8Electric Literature of C20H34N4O4).
Di-tert-butyl butane-1,4-diylbis((2-cyanoethyl)carbamatE) (cas: 194808-59-8) belongs to nitriles. Nitrile compounds can be prepared by the incorporation of a cyanide source through C–C bond formation or by dehydration of primary carboxamides. Alkyl nitriles are sufficiently acidic to undergo deprotonation of the C-H bond adjacent to the CN group.Strong bases are required, such as lithium diisopropylamide and butyl lithium. The product is referred to as a nitrile anion. Electric Literature of C20H34N4O4
Referemce:
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts