106128-88-5Relevant articles and documents
Synthesis and SAR investigation of natural phenylpropene-derived methoxylated cinnamaldehydes and their novel Schiff bases as potent antimicrobial and antioxidant agents
Sharma, Upendra K.,Sood, Swati,Sharma, Nandini,Rahi, Praveen,Kumar, Rakesh,Sinha, Arun K.,Gulati, Arvind
, p. 5129 - 5140 (2013)
A series of cinnamyl compounds were synthesized from abundantly available methoxylated phenylpropenes and evaluated for their antimicrobial activity by the broth microdilution method against fourteen opportunistic bacterial and fungal human pathogens. Structure-activity relationship studies indicated that methylenedioxy cinnamaldehyde exhibited promising broad-spectrum activity against the tested microorganisms and hence was used as a lead structure to synthesize novel Schiff bases/heterocyclic compounds (23-33) under microwave irradiation. Out of these, thiazole-based Schiff bases have shown promising antibacterial activity against B. subtilis (26; MIC 0.12 mM), M. luteus (27; MIC 0.20 mM), and S. aureus (27; MIC 0.20 mM). Also, the compounds 23-33 were investigated for in vitro antioxidant activity using DPPH? assay where compound 28 showed a maximum of 80.71 % inhibition.
Synthesis of 2,3-syn-diarylpent-4-enamides via acyl-Claisen rearrangements of substituted cinnamyl morpholines: Application to the synthesis of magnosalicin
Dickson, Benjamin D.,Dittrich, Nora,Barker, David
, p. 4464 - 4468 (2012/09/25)
The acyl-Claisen rearrangement of substituted phenylacetyl chlorides and cinnamyl morpholines gives 2,3-syn-diarylpent-4-enamides. Electron-rich cinnamyl morpholines containing alkoxy substituents only reacted with phenylacetyl chlorides; replacement of t
Tandem allylic oxidation-condensation/esterification catalyzed by silica gel: An expeditious approach towards antimalarial diaryldienones and enones from natural methoxylated phenylpropenes
Sharma, Abhishek,Sharma, Naina,Shard, Amit,Kumar, Rakesh,Mohanakrishnan, Dinesh,Saima,Sinha, Arun K.,Sahal, Dinkar
supporting information; experimental part, p. 5211 - 5219 (2011/08/07)
A new one-pot strategy has been developed, wherein abundantly available methoxylated phenylpropenes are directly transformed into corresponding dienones (1,5-diarylpenta-2,4-dien-1-ones) and enones (chalcones and cinnamic esters) via allylic oxidation-condensation or allylic oxidation-esterification sequences. Preliminary antimalarial activity studies of the above synthesized diaryldienones and enones against Plasmodium falciparum (Pf3D7) have shown them to be promising lead candidates for developing newer and economical antimalarial agents. In particular, two enones (12b and 13b) were found to possess comparatively better activity (IC50 = 4.0 and 3.4 μM, respectively) than licochalcone (IC50 = 4.1 μM), a well known natural antimalarial compound. The Royal Society of Chemistry 2011.