To investigate the structural form of gossypol and gossypolone Schiff's bases, seven relevant Schiff's bases were synthesized and the electrospray ionization-tandem mass spectrometry (ESI-MS/MS) with low-energy co...To investigate the structural form of gossypol and gossypolone Schiff's bases, seven relevant Schiff's bases were synthesized and the electrospray ionization-tandem mass spectrometry (ESI-MS/MS) with low-energy collision-induced dissociation was used to analyze their fragmentations. A common fragmentation pathway with the loss of RNH2 from those schiff's bases quasi-molecular ions was observed and proposed on the basis of their MS/MS spectra data. This common pathway indicated that those Schiff's bases existed mainly as the enamine form not the imine form previously showed in most reports.展开更多
Three kinds of fluorinated Schiff's base esters, 4-allyloxy-2-X-6-X-benzoic acid 4-[(2, 3, 4-trifluorophenylimino)methyl]phenyl ester, where X=H or F, were synthesized and characterized. Their chemical structures w...Three kinds of fluorinated Schiff's base esters, 4-allyloxy-2-X-6-X-benzoic acid 4-[(2, 3, 4-trifluorophenylimino)methyl]phenyl ester, where X=H or F, were synthesized and characterized. Their chemical structures were identified by Fourier transform infrared spectroscopy (FTIR) and ^1H nuclear magnetic resonance (^1H NMR). Their mesomorphic properties were studied by polarized optical microscopy (POM) and differential scanning calorimetry (DSC). It was found that all the three compounds exhibited enantiotropic nematic phases only. And their cleating point temperature and thermal range of mesophase decreased with the number of fluorine atoms on the rigid core of the compounds; while their melting point temperature showed no distinct regularity.展开更多
Sodium alginate and carboxymethyl chitosan have been extensively applied in tissue engineering and other relative fields due to their low price and excellent biocompatibility. In this paper, we oxidized sodium alginat...Sodium alginate and carboxymethyl chitosan have been extensively applied in tissue engineering and other relative fields due to their low price and excellent biocompatibility. In this paper, we oxidized sodium alginate with sodium periodate to convert 1,2-hydroxyl groups into aldehyde groups to get aldehyde-sodium alginate (A- SA). Carboxymethyl chitosan was modified with ethylenediamine (ED) in the presence of water-soluble N-(3-Dimethylaminopropyl)-N'-ethylcarbodiimide hydrochloride (EDC) to introduce additional amino groups to get amino-carboxymethyl chitosan (A-CS). Upon mixing the A-SA and A-CS aqueous solutions together, a gel rapidly formed based on the Schiff's base reaction between aldehyde groups in A-SA and amino groups in A-CS. FTIR analysis confirmed the characteristic peak of Schiff's base group in the hydrogel. It was confirmed that the gelation time be dependent on the aldehyde group content in A-SA and amino group content in A-CS. The fasted hydrogel formation takes place within 10 min. The data of bonding strength and cytotoxicity measurement also showed that the hydrogel had good adhesion and biocompatibility. All these results support that this gel has the potential as soft tissue adhesive.展开更多
In this study, natural materials (sodium alginate, dextran, gelatin and carboxymethyl chitosan) were modified to get aldehyde components and amino components. Upon mixing the two-component solutions together, four k...In this study, natural materials (sodium alginate, dextran, gelatin and carboxymethyl chitosan) were modified to get aldehyde components and amino components. Upon mixing the two-component solutions together, four kinds of Schiff base hydrogels formed successfully within 5-300 s and could seal the wound tissue. The cytotoxicity tests of hydrogel extraction solution confirmed that the hydrogels are nontoxic materials. The adhesive ability was evaluated in vivo by measuring the adhesive strength after sealing the skin incisions on the back of rats. All the hydrogels showed higher adhesive strength than that of commercial fibrin glue and the blank control. The histological staining observation by hematoxylin and eosin staining (HE) and Masson's trichrome staining (MTC) methods suggested that the hydrogels had good biocompatibility and biodegradation in vivo. They have only normal initial inflammation to skin tissue and could improve the formation of new collagen in the incision section. So, the prepared hydrogels were both safe and effective tissue adhesive, which had the great potentials to be used as skin tissue adhesive.展开更多
文摘To investigate the structural form of gossypol and gossypolone Schiff's bases, seven relevant Schiff's bases were synthesized and the electrospray ionization-tandem mass spectrometry (ESI-MS/MS) with low-energy collision-induced dissociation was used to analyze their fragmentations. A common fragmentation pathway with the loss of RNH2 from those schiff's bases quasi-molecular ions was observed and proposed on the basis of their MS/MS spectra data. This common pathway indicated that those Schiff's bases existed mainly as the enamine form not the imine form previously showed in most reports.
基金the National High-Tech Research and Development Program of China (863 Program, No. 2003AA327050) the Major Project of Ministry of Education of the People’s Republic of China (No.104187).
文摘Three kinds of fluorinated Schiff's base esters, 4-allyloxy-2-X-6-X-benzoic acid 4-[(2, 3, 4-trifluorophenylimino)methyl]phenyl ester, where X=H or F, were synthesized and characterized. Their chemical structures were identified by Fourier transform infrared spectroscopy (FTIR) and ^1H nuclear magnetic resonance (^1H NMR). Their mesomorphic properties were studied by polarized optical microscopy (POM) and differential scanning calorimetry (DSC). It was found that all the three compounds exhibited enantiotropic nematic phases only. And their cleating point temperature and thermal range of mesophase decreased with the number of fluorine atoms on the rigid core of the compounds; while their melting point temperature showed no distinct regularity.
基金Acknowledgements The authors sincerely appreciate the supports of the National Major Research Program of China (2016YFC1100202), the National Natural Science Foundation of China (Grant No. 31470941), the Yantai Double Hundred Talent Plan, and the "111 Project" Biomedical Textile Materials Science and Technology, China (Grant No. B07024).
文摘Sodium alginate and carboxymethyl chitosan have been extensively applied in tissue engineering and other relative fields due to their low price and excellent biocompatibility. In this paper, we oxidized sodium alginate with sodium periodate to convert 1,2-hydroxyl groups into aldehyde groups to get aldehyde-sodium alginate (A- SA). Carboxymethyl chitosan was modified with ethylenediamine (ED) in the presence of water-soluble N-(3-Dimethylaminopropyl)-N'-ethylcarbodiimide hydrochloride (EDC) to introduce additional amino groups to get amino-carboxymethyl chitosan (A-CS). Upon mixing the A-SA and A-CS aqueous solutions together, a gel rapidly formed based on the Schiff's base reaction between aldehyde groups in A-SA and amino groups in A-CS. FTIR analysis confirmed the characteristic peak of Schiff's base group in the hydrogel. It was confirmed that the gelation time be dependent on the aldehyde group content in A-SA and amino group content in A-CS. The fasted hydrogel formation takes place within 10 min. The data of bonding strength and cytotoxicity measurement also showed that the hydrogel had good adhesion and biocompatibility. All these results support that this gel has the potential as soft tissue adhesive.
基金This research was supported by the National Key Research Program of China (2016YFA0201702 of 2016YFA0201700), the National Natural Science Foundation of China (Grant No. 31470941), the Science and Technology Commission of Shanghai Municipality (Nos. 15JC1490100, 15441905100), Donghua University Graduate Student Innovation Fund Project (CUSF-DH-D-2015032), Yantai Double Hundred Talent Plan and "111 Project" Biomedical Textile Materials Science and Technology, China (No. B07024).
文摘In this study, natural materials (sodium alginate, dextran, gelatin and carboxymethyl chitosan) were modified to get aldehyde components and amino components. Upon mixing the two-component solutions together, four kinds of Schiff base hydrogels formed successfully within 5-300 s and could seal the wound tissue. The cytotoxicity tests of hydrogel extraction solution confirmed that the hydrogels are nontoxic materials. The adhesive ability was evaluated in vivo by measuring the adhesive strength after sealing the skin incisions on the back of rats. All the hydrogels showed higher adhesive strength than that of commercial fibrin glue and the blank control. The histological staining observation by hematoxylin and eosin staining (HE) and Masson's trichrome staining (MTC) methods suggested that the hydrogels had good biocompatibility and biodegradation in vivo. They have only normal initial inflammation to skin tissue and could improve the formation of new collagen in the incision section. So, the prepared hydrogels were both safe and effective tissue adhesive, which had the great potentials to be used as skin tissue adhesive.