45172-44-9

Upstream product

• 109276-72-4 L-benzyl N-t-butoxycarbonylselenomethioninate 
• 95656-97-6 benzyl 4-bromo-2-<(tert-butyloxy)carbonylamino>butanoate 
• 109276-71-3 (S)-2-tert-Butoxycarbonylamino-pentanedioic acid 1-benzyl ester 5-(2-thioxo-2H-pyridin-1-yl) ester 
• 30924-93-7 Boc-Glu-OBn 
• 24424-99-5 di-tert-butyl dicarbonate 
• 3211-76-5 Seleno-L-methionine 

Downstream Products

• 3211-76-5 Seleno-L-methionine 

Relevant academic research and scientific papers

Preparation method and application of glycyrrhetinic acid, ferulic acid and selenomethionine ternary compound

The invention discloses a preparation method and an application of a novel glycyrrhetinic acid derivative shown in a figure 1. Ferulic acid methylester is introduced in the 30-position carboxyl position of glycyrrhetinic acid; NO.3-position hydroxyl of glycyrrhetinic acid is subjected to structure modification, and Boc-L-selenomethionine is introduced; then, after Boc protection is removed, the glycyrrhetinic acid derivative in a form of hydrochloride is obtained. A better inhibition function of the glycyrrhetinic acid derivative on two breast cancer MCF-7 and MBA-MD-231 cells is measured, and the glycyrrhetinic acid derivative can be taken as an anticancer drug for further research and development.

Synthesis and anticancer activities of glycyrrhetinic acid derivatives

A total of forty novel glycyrrhetinic acid (GA) derivatives were designed and synthesized. The cytotoxic activity of the novel compounds was tested against two human breast cancer cell lines (MCF-7, MDA-MB-231) in vitro by the MTT method. The evaluation results revealed that, in comparison with GA, compound 42 shows the most promising anticancer activity (IC50 1.88 ± 0.20 and 1.37 ± 0.18 μM for MCF-7 and MDA-MB-231, respectively) and merits further exploration as a new anticancer agent.

Synthesis and biological evaluation of novel curcuminoid derivatives

Curcuminoids have been reported to possess multiple bioactivities, such as antioxidant, anticancer and anti-inflammatory properties. Three novel series of curcuminoid derivatives (11a-h, 15a-h and 19a-d) with enhanced bioactivity have been synthesized. Among the synthesized compounds, 11b exhibited the most significant activity with an MIC of 0.5 μ M /mL against selected medically important Gram-positive cocci (S aureus and S viridans) and Gram-negative bacilli (E. coli and E. cloacae). The derivatives exhibited remarkable results in an antioxidant test with an IC50 2.4- to 9.3-folder smaller than curcuminoids. With respect to antiproliferative activity against Hep-G2, LX-2, SMMC7221 and MDA-MB-231, the derivatives exhibited an effect stronger than curcuminoids with an IC50 ranging from 0.18 to 4.25 μ M.

Novel Dipeptides incorporating selenoamino acids with enhanced bioavailability- Synthesis, pharmaceutical and cosmeceutical applications thereof

Disclosed is a novel synthetic method for isomeric peptides through an appropriate linkage of L-selenomethionine or Se-Methyl-L-selenocysteine with L-glutamic acid. The novel synthetic method produces isomeric peptides of L-selenomethionine or Se-Methyl-L-selenocysteine that exhibit (i) enhanced water solubility; (ii) enhanced rate of dissolution in water; (iii) enhanced bioavailability; (iv) excellent vascular endothelial growth factor promoting activity; (v) excellent anti-5-alpha-reductase activity; (vi) capabilities to prevent/reduce “hair fall” and promote “hair growth”, thereby maintaining a perfect homeostasis for “hair care”. Cosmeceutical and pharmaceutical compositions comprising the isomeric peptides obtained through an appropriate linkage of L-selenomethionine or Se-Methyl-L-selenocysteine with L-glutamic acid are also disclosed. Other dipeptides with several other amino acids and uses thereof are also disclosed.

CONCISE SYNTHESES OF L-SELENOMETHIONINE AND OF L-SELENOCYSTINE USING RADICAL CHAIN REACTIONS

L-Selenomethionine and L-selenocystine were prepared in high overall yields from protected L-glutamic and L-aspartic acid derivatives respectively.Irradiation of the mixed anhydrides (esters) derived from 4 (e.g. 15) in the presence of dimethyldiselenide provided the protected L-selenomethionine 16 directly.We have shown that triselenocyanide Se3(CN)2 can serve as an efficient selenocyanating agent for radicals; the selenocyanide group is a good precursor for the diselenide moiety of L-selenocystine.