1643592-76-0Relevant academic research and scientific papers
Practical Asymmetric Synthesis of Amathaspiramides B, D, and F
Cai, Sen-Lin,Song, Ran,Dong, Han-Qing,Lin, Guo-Qiang,Sun, Xing-Wen
, p. 1996 - 1999 (2016)
The practical asymmetric synthesis of amathaspiramides B, D, and F has been accomplished by utilizing an aza-Barbier allylation as the key step to construct the common intermediate with two adjacent stereocenters. A kinetically controlled cyclization to build the challenging thermodynamically less stable 8R-hemiaminal moiety is also important in the synthesis of amathaspiramide D. The route is readily scalable, and gram quantity of the final product D has been prepared.
Synthesis and antibacterial activities of marine natural product ianthelliformisamines and subereamine synthetic analogues
Anindya, Roy,Jena, Tapan Kumar,Karamathulla, Shaik,Khadake, Shivaji Narayan,Khan, Faiz Ahmed,Monisha, Mohan,Tuti, Nikhil Kumar
, (2021/03/15)
Marine sponges of the genus Suberea produce variety of brominated tyrosine alkaloids which display diverse range of biological activities including antiproliferative, antimicrobial and antimalarial activities. In continuation of our search for biologicall
Syntheses of a library of molecules on the marine natural product ianthelliformisamines platform and their biological evaluation
Khan, Faiz Ahmed,Ahmad, Saeed,Kodipelli, Naveena,Shivange, Gururaj,Anindya, Roy
, p. 3847 - 3865 (2014/06/09)
Ianthelliformisamines A-C 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 analogues (39 analogues) has been synthesized by employing 3-phenylacrylic acid derivatives and Boc-protected polyamine chains through various combinations of these two fragments differing in phenyl ring substitution, double bond geometry or chain length of the central spacer of the polyamine chain (shown in red color). All the synthesized compounds (ianthelliformisamines A-C and their analogues) were screened for antibacterial activity against both Gram-negative (Escherichia coli) and Gram-positive (Staphylococcus aureus) strains. All synthetic analogues 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 analogues of ianthelliformisamine C as well as the parent compound showed any detectable antibacterial activity. Interestingly, some of the synthetic analogues 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 journal is the Partner Organisations 2014.
