138772-72-2Relevant academic research and scientific papers
Aurantiamide acetate and fluorinated derivatives thereof as well as preparation method and application thereof
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, (2021/03/18)
The invention belongs to the technical field of medicines, and discloses aurantiamide acetate and fluorinated derivatives thereof, and a preparation method and application thereof. The general formulaof the aurantiamide acetate, the aurantiamide acetate fluorinated derivatives or pharmaceutically acceptable salts of the aurantiamide acetate and the aurantiamide acetate fluorinated derivatives isshown in the specification, wherein R1 represents OH, CH2OH or OCOCH3, and R2, R3 and R4 each independently represent H, an alkyl group or F. The aurantiamide acetate and the fluorinated derivatives or the pharmaceutically acceptable salts thereof have a good effect of preventing or treating influenza viruses, especially infection caused by influenza A viruses. The aurantiamide acetate is subjected to fluorination modification, so that the biological activity of the aurantiamide acetate is stronger. The aurantiamide acetate and the fluorinated derivative thereof act on a target to aim at viruses and also aim at host cells, so that drug resistance is not easy to generate.
Structure-Based Rationale Design and Synthesis of Aurantiamide Acetate Analogues - Towards a New Class of Potent Analgesic and Anti-inflammatory Agents
Suhas, Ramesh,Channe Gowda, Dase
, p. 850 - 862 (2012/06/04)
A series of new aurantiamide acetate analogues were synthesized by modifying its N-terminal substitution and the amino acid residue. The structure of all these compounds was established on the basis of analytical and spectral studies. All the new derivatives were evaluated in vivo for their analgesic activity by tail flick method in mice and anti-inflammatory activity against carrageenan-induced oedema in albino rats at different doses (25, 50 and 100mg/kg body weight). All the compounds exhibited significant pharmacological activity with no ulcerogenic liability. In particular, pentapeptides and tricosamers (30 amino acids) containing analogues have demonstrated high potency than the reference standards. These compounds hold promise for further development.
Design and synthesis of new N-(fluorenyl-9-methoxycarbonyl) (Fmoc)-dipeptides as anti-inflammatory agents
Yen, Chiao-Ting,Hwang, Tsong-Long,Wu, Yang-Chang,Hsieh, Pei-Wen
scheme or table, p. 1933 - 1940 (2009/09/27)
Twenty-four new dipeptide analogs (1-24) of aurantiamide acetate were designed, synthesized, and assayed for effects on superoxide anion generation and elastase release by human neutrophils in response to fMLP/CB. Among them, seven N-(fluorenyl-9-methoxycarbonyl) (Fmoc)-dipeptides (6, 9, 12, 14, 17, 18 and 20) showed potent inhibitory effects. Compounds 9 and 18 showed the most selective effects against human neutrophil elastase release, with IC50 values of 0.8 ± 0.1 and 1.7 ± 0.6 μM, respectively, and were 130-fold more potent than phenylmethylsulfonyl fluoride (PMSF), the positive control, in this anti-inflammatory assay. These two compounds could be developed as new lead anti-inflammatory agents.
A DIPEPTIDE DERIVATIVE FROM HYPERICUM JAPONICUM
Ishiguro, Kyoko,Nagata, Satoko,Fukumoto, Hisae,Yamaki, Masae,Takagi, Shuzo,Isoi, Koichiro
, p. 3639 - 3642 (2007/10/02)
The structure of a novel peptide analogue saropeptate, N-benzoyl-L-phenylalanyl-L-phenylalaninol acetate, isolated from the whole plant of H. japonicum was elucidated by spectroscopic analysis and its absolute configuration determined by comparison with four synthetic diastereoisomers.Key Word Index - Hypericum japonicum; Guttiferae; dipeptide derivative; N-benzoyl-L-phenylalanyl-L-phenylalaninol acetate.
