Pteridines, XCV

Pteridines ◽  
1989 ◽  
Vol 1 (4) ◽  
pp. 199-210 ◽  
Author(s):  
Ronan John Lockart ◽  
Wolfgang Pfleiderer

SummaryA series of new amino acid-tetrahydropterin-conjugates has been synthesized starting from N 2-isobutyryl-6,7- dimethyl-5,6,7,8-tetrahydropterin (7). The amino acids have been attached in form of their esters (10 - 16) via a succinyl spacer to the N-5 position (17 - 23) or directly via the carboxyl function applying CBZprotected activated esters (35, 39). Acylation of 7 with N-benzyloxycarbonylglutamic acid anhydride led to the y-glutamyl derivative 41. Selective deblocking experiments were achieved by catalytic hydrogenolysis to cleave the benzyl esters (24-28, 36, 42) and by DBU treatment to eliminate the p-nitrophenylethyl group (24, 25) respectively. Further reaction with ammonia hydrolysed the isobutyryl group to give the free tetrahydropterin-amino acid-conjugates 29 - 32, 37 and 43. Also a carbamoyl-type conjugate (45) was obtained from 7 and benzyl phenylalanine N-carbonylimidazolide (44). The newly synthesized compounds have been characterized by elemental analysis, UV and IH-NMR spectra.

2006 ◽  
Vol 2 (2) ◽  
pp. 91-97
Author(s):  
Mohamad Alajelee

2-(N-glycyl ,Alanyl , leucinyl , isoleacinyl , methionyl , phenyl alanyl,  vilinyl methyl ester) , 2-Amino and 4- Amino pyrideyl -1,3- Benzoxazine -4- one were synthesized from the reaction of the corresponding amino acids ester , Amino pyridines with methyl cyano salicylate using improved method. The resulted benzoxazine derivative were tested for their Antiplatelet inhibitory activity , their IR , NMR (1H , 13C) were also studied and checked by elemental analysis.


2018 ◽  
Vol 34 (6) ◽  
pp. 2689-2702 ◽  
Author(s):  
Figueroa-Valverde Lauro ◽  
Rosas-Nexticapa Marcela ◽  
Mateu-Armand Virginia ◽  
Diaz-Cedillo Francisco ◽  
Hau-Heredia Lenin ◽  
...  

The objective of this investigation was to develop two cyclobutadiene-steroid derivatives (compounds 6 or 7) to evaluate its theoretical interaction on µ, d, and k opioid-receptors. The synthesis of 6 or 7 was carried out using a series of reactions which involves. 1) addition/cyclization: 2) imination, 3) etherification and 4) oxy-functionalization. Chemical structure of all compounds was confirmed using elemental analysis and NMR spectra. In addition, a theoretical analysis on the interaction of compounds 6 or 7 with µ, d, and k opioid-receptors was evaluated using a docking model. The results showed that 6 or 7 may interact with different type of amino acids residues on surface of the µ, d, and k opioid-receptors. Other data, indicated that inhibition constant (Ki) involved in the interaction of compounds 6 or 7 with k receptor was less compared with the Ki present in the interaction with µ, d, receptors. These data indicated that 1) compounds 6 or 7 show a high affinity by k-receptor; 2) the cyclobutadiene analogs are particularly interesting, because these drugs may constitute a novel therapy for pain.


2008 ◽  
Vol 63 (2) ◽  
pp. 124-128 ◽  
Author(s):  
Elfriede Schuhmann ◽  
Wolfgang Beck

The N,O-chelates M(3,4-dehydro-D,L-prolinate)2 (M = Ni, Cu) have been obtained from Ni(OH)2 or Cu(OH)2 and the amino acid. The complexes (R3P)(Cl)M(α-aminoacidate) (M= Pd, Pt) have been synthesized from the chloro bridged compounds (R3P)(Cl)M(μ-Cl)2M(PR3)Cl (M = Pd, Pt; R = Et, n-Bu, Ph) and the potassium salts of the α-amino acids D,L-serine, D,L-threonine, 3,4-dehydro-D,Lproline and 4-hydroxy-L-proline. According to the 31P NMR and 13C NMR spectra the complexes with serinate and threoninate are formed as mixtures of cis/trans N-M-P isomers, whereas for the palladium complexes with 3,4-dehydroprolinate and 4-hydroxyprolinate a single isomer is observed


1967 ◽  
Vol 20 (10) ◽  
pp. 2243 ◽  
Author(s):  
FHC Stewart

The action of trifluoroacetic acid and hydrogen bromide in acetic acid, respectively, on the benzyl, p-methylbenzyl, 2,4,6-trimethylbenzyl, and penta-methylbenzyl esters of some amino acid derivatives has been investigated by thin-layer chromatography. Methyl substitution greatly enhances the lability of the ester groups. The possible bearing of the results on solid-phase peptide synthesis is discussed.


2015 ◽  
Vol 1101 ◽  
pp. 276-279
Author(s):  
Kun Sri Budiasih ◽  
Chairil Anwar ◽  
Sri Juari Santosa ◽  
Hilda Ismail

Some concepts of green chemistry were applied on the Synthesis of Chromium(III) and Mo(V) complexes with amino acids. Three concepts were used in this research were changing to safer solvent, using less energy and appliying a shorter process. The optimum pH of the complex formation of Chromium (III) is 4, whereas for Mo(V) complex, the most stable condition is at pH=1. The products were characterized by physical properties, Infrared and Uv-Vis spectrophotometer, Atomic Absorbtion Spectrophotometer, Elemental Analysis, and VSM (Vibrational Sample Magnetometer). The molecular formula of the complexes were predicted by simulation from the composition and the magnetic properties.


2000 ◽  
Vol 2000 (4) ◽  
pp. 170-171 ◽  
Author(s):  
Zhong-Ming Wang ◽  
Hua-Kuan Lin ◽  
Zhi-Fen Zhou ◽  
Shou-Rong Zhu ◽  
Tian-Fu Liu ◽  
...  

Starting from 2,9-dimethyl-1,10-phenanthroline, the syntheses of eight novel 1,10-phenanthroline-2,9-bis-α-aminoacid conjugates (α-amino acids: DL-Ala, L-Val, L-Phe, L-His, L-Ile, L-Met, L-Glu, L-Asp) are described in detail.


2009 ◽  
Vol 6 (s1) ◽  
pp. S473-S479 ◽  
Author(s):  
K. N. Shivakumara ◽  
K. C. Prakasha ◽  
D. Channe Gowda

A series of amino acid conjugated diphenylmethylpiperazine derivatives were synthesized by coupling diphenylmethylpiperazine with different Boc-amino acids using EDCI/HOBt as coupling agent and NMM as base. The synthesized compounds were characterized by1H-NMR and elemental analysis. The Boc-deblocked derivatives were tested for their antimicrobial activity. We are here reporting that Phe and Trp conjugated diphenylmethylpiperazine showed equally good antibacterial activities as that of conventional antimicrobial drugs.


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