1,2:3,4-Di-O-isopropylidene-a-D-galacturonic acid hydrazide - CAS 262856-80-4
Category:
Carbohydrates
Product Name:
1,2:3,4-Di-O-isopropylidene-a-D-galacturonic acid hydrazide
CAS Number:
262856-80-4
Molecular Weight:
288.3
Molecular Formula:
C12H20N2O6
COA:
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MSDS:
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Structure:
Monosaccharides
Chemical Structure
CAS 262856-80-4 1,2:3,4-Di-O-isopropylidene-a-D-galacturonic acid hydrazide

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Reference Reading


1.Total synthesis of mambalgin-1/2/3 by two-segment hydrazide-based native chemical ligation.
Lan H1,2, Wu K3,4, Zheng Y5, Pan M1, Huang YC2, Gao S1,2, Zheng QY2, Zheng JS5, Li YM6,7, Xiao B3,4, Liu L1,2. J Pept Sci. 2016 Mar 15. doi: 10.1002/psc.2868. [Epub ahead of print]
Mambalgins are a class of 57-residue polypeptide toxins isolated from the venom of the African mamba. They exhibit potent analgesic effects by inhibiting the acid-sensing ion channels. Classified as members of the family of three-finger toxins, mambalgins contain four pairs of disulfide bridges that help to stabilize the three-finger scaffold. Here, we report the chemical synthesis of functional mambalgin-1/2/3 by using one-step two-segment hydrazide-based native chemical ligation. The two-segment ligation approach reported here may enable efficient production of mambalgin toxins. These synthetic mambalgins are useful compounds for development of diagnostic or therapeutic reagents. Copyright © 2016 European Peptide Society and John Wiley & Sons, Ltd.
2.Design and Synthesis of Substituted Pyridazinone-1-Acetylhydrazones as Novel Phosphodiesterase 4 Inhibitors.
Abdel-Rahman HM1, Abdel-Aziz M2, Tinsley HN3, Gary BD4, Canzoneri JC4, Piazza GA4. Arch Pharm (Weinheim). 2016 Feb;349(2):104-11. doi: 10.1002/ardp.201500363. Epub 2015 Dec 20.
A series of novel pyridazin-6-one-1-acetylhydrazone hybrids were rationally designed to inhibit phosphodiesterase 4 (PDE4B). The prepared compounds were evaluated for their in vitro ability to inhibit the PDE4B enzyme; several of these compounds showed moderate activity compared to the reference drug, rolipram. Compounds 6, 12, and 14 emerged as the most potent inhibitors in this series. The [3-(4-methoxyphenyl)-6-oxo-5,6-dihydro-4H-pyridazin-1-yl]acetic acid [1-(3,4,5-trimethoxyphenyl)ethylidene]hydrazide (12) showed an IC50 value of 13 μM against PDE4B. Docking of 6, 12, and 14 into the active site of PDE4B illustrates their possible binding mode and provides insights for further optimization of this drug scaffold.
3.SYNTHESIS AND IN VITRO ANTIPROLIFERATIVE SCREENING OF NEW 2,7-NAPHTHYRIDINE-3-CARBOXYLIC ACID HYDRAZIDE DERIVATIVES.
Wójcicka A, Becan L. Acta Pol Pharm. 2015 Mar-Apr;72(2):297-305.
The new pyrrolo[3,4-c]pyridines and 2,7-naphthyridine derivatives have been synthesized. 4-Hydroxy-8-methyl-l-oxo-6-phenyl-1,2-dihydro-2,7-naphthyridine-3-carboxylic acid hydrazide (4) was the key intermediate for the synthesis of the novel derivatives of various chemical structures: Schiff bases, 1,3,4-oxadiazoles, pyrazoles, carbohydrazides, semi- and thiosemicarbazides. The structures of these new compounds were confirmed by elemental analysis and IR, NMR and MS spectra. The antitumor activities of the obtained derivatives were examined. Eight of the twenty one newly synthesized compounds were qualified by the NCI (Bethesda, MD, USA) for in vito screening against 60 different human tumor cell lines. The most active proved to be the Schiff bases.
4.Hyaluronic acid based hydroxamate and conjugates with biologically active amines: In vitro effect on matrix metalloproteinase-2.
Ponedel'kina IY1, Gaskarova AR2, Khaybrakhmanova EA2, Lukina ES2, Odinokov VN2. Carbohydr Polym. 2016 Jun 25;144:17-24. doi: 10.1016/j.carbpol.2016.02.022. Epub 2016 Feb 9.
In this study, water soluble hyaluronic acid (HA) based hydroxamate and conjugates with biologically active amines and hydrazides such as p- and o-aminophenols, anthranilic, 4- and 5-aminosalicylic acids, nicotinic, N-benzylnicotinic and isonicotinic hydrazides, p-aminobenzenesulfonamide (Streptocide), p-aminobenzoic acid diethylaminoethyl ester (Procaine), and 4-amino-2,3-dimethyl-1-phenyl-3-pyrazolin-5-one (4-aminoantipyrene) were examined as matrix metalloproteinase-2 inhibitors (MMPIs). In a dose of 0.27-270μM, the most efficient MMPIs were HA conjugates with o-aminophenol=4-aminoantipyrine>4-aminosalicylic acid>5-aminosalicylic acid. Conjugates with Streptocide, Procaine and HA hydroxamate showed 40-50% inhibitory effect at all used concentrations. Conjugates with anthranilic acid and isonicotinic hydrazide (Isoniazid) in a dose of 0.27μM inhibited enzyme activity by ∼70%, but with the concentration increase their inhibitory effect was decreased.