scholarly journals NIR responsive tumor vaccine in situ for photothermal ablation and chemotherapy to trigger robust antitumor immune responses

2021 ◽  
Vol 19 (1) ◽  
Author(s):  
Lirong Zhang ◽  
Jingjing Zhang ◽  
Lixia Xu ◽  
Zijian Zhuang ◽  
Jingjin Liu ◽  
...  

Abstract Background Therapeutic tumor vaccine (TTV) that induces tumor-specific immunity has enormous potentials in tumor treatment, but high heterogeneity and poor immunogenicity of tumor seriously impair its clinical efficacy. Herein, a novel NIR responsive tumor vaccine in situ (HA-PDA@IQ/DOX HG) was prepared by integrating hyaluronic acid functionalized polydopamine nanoparticles (HA-PDA NPs) with immune adjuvants (Imiquimod, IQ) and doxorubicin (DOX) into thermal-sensitive hydrogel. Results HA-PDA@IQ NPs with high photothermal conversion efficiency (41.2%) and T1-relaxation efficiency were using HA as stabilizer by the one-pot oxidative polymerization. Then, HA-PDA@IQ loaded DOX via π-π stacking and mixed with thermal-sensitive hydrogel to form the HA-PDA@IQ/DOX HG. The hydrogel-confined delivery mode endowed HA-PDA@IQ/DOX NPs with multiple photothermal ablation performance once injection upon NIR irradiation due to the prolonged retention in tumor site. More importantly, this mode enabled HA-PDA@IQ/DOX NPs to promote the DC maturation, memory T cells in lymphatic node as well as cytotoxic T lymphocytes in spleen. Conclusion Taken together, the HA-PDA@IQ/DOX HG could be served as a theranostic tumor vaccine for complete photothermal ablation to trigger robust antitumor immune responses.

2021 ◽  
Author(s):  
Lirong Zhang ◽  
Jingjing Zhang ◽  
Lixia Xu ◽  
Zijian Zhuang ◽  
Jinajin Liu ◽  
...  

Abstract Background: Therapeutic tumor vaccine (TTV) that induces tumor-specific immunity has enormous potentials in tumor treatment, but high heterogeneity and poor immunogenicity of tumor seriously impaires its clinical efficacy. Herein, a novel NIR responsive tumor vaccine in situ (HA-PDA@IQ/DOX HG) was prepared by integrating hyaluronic acid functionalized polydopamine nanoparticles (HA-PDA NPs) with immune adjuvants (Imiquimod, IQ) and doxorubicin (DOX) into thermal-sensitive hydrogel. Results: HA-PDA@IQ NPs with high photothermal conversion efficiency (41.2%) and T1-relaxation efficiency were using HA as stabilizer by the one-pot oxidative polymerization. Then, HA-PDA@IQ loaded DOX via π-π stacking and mixed with thermal-sensitive hydrogel to form the HA-PDA@IQ/DOX HG. The hydrogel-confined delivery mode endowed HA-PDA@IQ/DOX NPs with multiple photothermal ablation performance once injection upon NIR irradiation due to the prolonged retention in tumor site. More importantly, this mode enabled HA-PDA@IQ/DOX NPs to promote the DC maturation, memory T cells in lymphatic node as well as cytotoxic T lymphocytes in spleen. Conclusion: Taken together, the HA-PDA@IQ/DOX HG could be served as a theranostic tumor vaccine for complete photothermal ablation to trigger robust antitumor immune responses.


Synthesis ◽  
2021 ◽  
Author(s):  
Santanu Ghora ◽  
Chinnabattigalla Sreenivasulu ◽  
Gedu Satyanarayana

AbstractAn efficient, one-pot, domino synthesis of quinolines via the coupling of iodoanilines with allylic alcohols facilitated by palladium catalysis is described. The overall synthetic process involves an intermolecular Heck coupling between 2-iodoanilines and allylic alcohols, intramolecular condensation of in situ generated ketones with an internal amine functional group, and a dehydrogenation sequence. Notably, this protocol occurs in water as a green solvent. Significantly, the method exhibits broad substrate scope and is applied for the synthesis of deuterated quinolines through a deuterium-exchange process.


Polymers ◽  
2020 ◽  
Vol 12 (2) ◽  
pp. 440 ◽  
Author(s):  
Qi-Yuan Chen ◽  
Sheng-Ling Xiao ◽  
Sheldon Q. Shi ◽  
Li-Ping Cai

Using N,N-dimethylacetamide (DMAc) as a reducing agent in the presence of PVP-K30, the stable silver nanoparticles (Ag-NPs) solution was prepared by a convenient method for the in situ reduction of silver nitrate. The cellulose–Ag-NPs composite film (CANF) was cast in the same container using lithium chloride (LiCl) giving the Ag-NPs-PVP/DMAc solution cellulose solubility as well as γ-mercaptopropyltrimethoxysilane (MPTS) to couple Ag-NPs and cellulose. The results showed that the Ag-NPs were uniformly dispersed in solution, and the solution had strong antibacterial activities. It was found that the one-pot synthesis allowed the growth of and cross-linking with cellulose processes of Ag-NPs conducted simultaneously. Approximately 61% of Ag-NPs was successfully loaded in CANF, and Ag-NPs were uniformly dispersed in the surface and internal of the composite film. The composite film exhibited good tensile properties (tensile strength could reach up to 86.4 MPa), transparency (light transmittance exceeds 70%), thermal stability, and remarkable antibacterial activities. The sterilization effect of CANF0.04 against Staphylococcus aureus and Escherichia coli exceed 99.9%. Due to low residual LiCl/DMAc and low diffusion of Ag-NPs, the composite film may have potential for applications in food packaging and bacterial barrier.


Organics ◽  
2021 ◽  
Vol 2 (4) ◽  
pp. 404-414
Author(s):  
Tomas Opsomer ◽  
Kaat Valkeneers ◽  
Ana Ratković ◽  
Wim Dehaen

1,2,3-Triazole-4-carbaldehydes are useful synthetic intermediates which may play an important role in the discovery of novel applications of the 1,2,3-triazole moiety. In this work, a one-step multigram scale synthesis of 4-formyl-1-(4-nitrophenyl)-1H-1,2,3-triazole (FNPT) as a preferred reagent for the synthesis of 1-alkyl-4-formyltriazoles is described, making use of the commercially available 3-dimethylaminoacrolein and 4-nitrophenyl azide. Next, the earlier reported reaction of FNPT with alkylamines is further explored, and for hexylamine, the one-pot sequential cycloaddition and Cornforth rearrangement is demonstrated. In addition, a useful protocol for the in situ diazotization of 4-nitroaniline is provided. This facilitated the complete hydrolysis of rearranged 4-iminomethyl-1,2,3-triazoles and allowed for the recycling of 4-nitrophenyl azide.


2020 ◽  
Vol 17 (2) ◽  
pp. 131-135
Author(s):  
Zohreh Shahnavaz ◽  
Lia Zaharani ◽  
Mohd Rafie Johan ◽  
Nader Ghaffari Khaligh

Background: In continuation of our previous work and the applications of saccharin, we encouraged to investigate the one-pot synthesis of the aryl iodides by the diazotization of the arene diazonium saccharin salts. Objective: Arene diazonium salts play an important role in organic synthesis as intermediate and a wide variety of aromatic compounds have been prepared using them. A serious drawback of arene diazonium salts is their instability in a dry state; therefore, they must be stored and handled carefully to avoid spontaneous explosion and other hazard events. Methods: The arene diazonium saccharin salts were prepared as active intermediates in situ through the reaction of various aryl amines with tert-butyl nitrite (TBN) in the presence of saccharin (Sac–H). Then, in situ obtained intermediates were used into the diazotization step without separation and purification in the current protocol. Results: A variety of aryl iodides were synthesized at a greener and low-cost method in the presence of TBN, Sac–H, glacial acetic acid, and TEAI. Conclusion: In summary, a telescopic reaction is developed for the synthesis of aryl iodides. The current methodology is safe, cost-effective, broad substrate scope, and metal-free. All used reagents are commercially available and inert to moisture and air. Also, the saccharine and tetraethylammonium cation could be partially recovered from the reaction residue, which reduces waste generation, energy consumption, raw material, and waste disposal costs.


2010 ◽  
Vol 83 (3) ◽  
pp. 621-631 ◽  
Author(s):  
Camille Le Floch ◽  
Erwan Le Gall ◽  
Eric Léonel

The one-pot, three-component synthesis of 2,3-di- and 2,2,3-trisubstituted-3-methoxycarbonyl-γ-butyrolactones starting from aryl bromides, dimethyl itaconate, and aldehydes or ketones is described. The cobalt-catalyzed domino process formally involves the in situ metallation of an aromatic bromide, a conjugate addition onto dimethyl itaconate, an aldolization reaction with a carbonyl compound, and a final cyclization into a five-membered ring lactone. This procedure is applied to the concise synthesis of a range of polyfunctionalized γ-butyrolactones displaying a paraconic acid methyl ester subunit.


2019 ◽  
Vol 118 ◽  
pp. 01059
Author(s):  
Xiaoyang Li ◽  
Genwang Zhang ◽  
Binwei Wang ◽  
Tan Lin ◽  
Guo Wang ◽  
...  

One-pot synthesis of polyaniline/Fe3O4 nanocomposite in 1-methyl-3-alkylcarboxylic acid imidazolium chloride ([CMMIm]Cl) ionic liquid (IL) was introduced for the first time in this work. Transmission electron microscopy (TEM), X-ray diffraction (XRD), four probes method and vibrating sample magnetometer (VSM) were used to explore the influence of IL on the structure, conductivity and magnetic properties of polyaniline/Fe3O4 composite. Compared with Fe3O4 particles prepared in water, the results show that Fe3O4 particles prepare in imidazolium-based ionic liquid were more regular in shape and dispersed uniformly. So the Fe3O4 nanoparticles prepared in IL can easier serve as cores to form the polyaniline/Fe3O4 nanocomposite via in situ chemical oxidative polymerization of aniline molecule. The saturation magnetization of polyaniline/Fe3O4 nanocomposite prepared in ionic liquid shows about 2 times higher than polyaniline/Fe3O4 composite prepared in water. And the conductivities of PANI/Fe3O4 composite prepared in IL decreased and the saturated magnetization increased with the increasing amount of Fe3O4.


Synlett ◽  
2019 ◽  
Vol 30 (19) ◽  
pp. 2136-2142 ◽  
Author(s):  
Dariush Khalili ◽  
Leila Kavoosi ◽  
Ali Khalafi-Nezhad

An expeditious protocol for the one-pot synthesis of 1,4-disubstituted (β-hydroxy)-1,2,3-triazoles in an aqueous medium has been developed using copper aluminate nanoparticles. This heterogeneous catalytic system was found to drive a multicomponent click reaction between organic azides (generated in situ from epoxides or halides) and terminal aliphatic or aromatic alkynes in up to 96% yield without the need for a reducing agent. Structurally diverse 1,2,3-triazoles were synthesized in good to excellent yields, and the catalyst could be easily separated by simple filtration, recycled, and reused in six subsequent cycles.


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