- Low molecular weight PEI-based fluorinated polymers for efficient gene delivery
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Fluorinated biomaterials have been reported to have promising features as non-viral gene carriers. In this study, a series of fluorinated polymeric gene carriers were synthesized via Michael addition from low molecular weight polyethyleneimine (PEI) and f
- Xiao, Ya-Ping,Zhang, Ji,Liu, Yan-Hong,Zhang, Ju-Hui,Yu, Qing-Ying,Huang, Zheng,Yu, Xiao-Qi
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- Design, preparation and evaluation of different branched biotin modified liposomes for targeting breast cancer
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A series of liposome ligands (Bio-Chol, Bio-Bio-Chol, tri-Bio-Chol and tetra-Bio-Chol) modified by different branched biotins that can recognize the SMVT receptors over-expressed in breast cancer cells were synthesized. And four liposomes (Bio-Lip, Bio-Bio-Lip, tri-Bio-Lip and tetra-Bio-Lip) modified by above mentioned ligands as well as the unmodified liposome (Lip) were prepared to study the targeting ability for breast cancer. The cytotoxicity study and apoptosis assay of paclitaxel-loaded liposomes showed that tri-Bio-Lip had the strongest anti-proliferative effect on breast cancer cells. The cellular uptake studies on mice breast cancer cells (4T1) and human breast cancer cells (MCF-7) indicated tri-Bio-Lip possessed the strongest internalization ability, which was 5.21 times of Lip, 2.60 times of Bio-Lip, 1.67 times of Bio-Bio-Lip and 1.17 times of tetra-Bio-Lip, respectively. Moreover, the 4T1 tumor-bearing BALB/c mice were used to evaluate the in vivo targeting ability. The data showed the enrichment of liposomes at tumor sites were tri-Bio-Lip > tetra-Bio-Lip > Bio-Bio-Lip > Bio-Lip > Lip, which were consistent with the results of in vitro targeting studies. In conclusion, increasing the density of targeting molecules on the surface of liposomes can effectively enhance the breast cancer targeting ability, and the branching structure and spatial distance of biotin residues may also have an important influence on the affinity to SMVT receptors. Therefore, tri-Bio-Lip could be a promising drug delivery system for targeting breast cancer.
- Guo, Li,Hai, Li,Li, Ru,Peng, Yao,Pu, Yanchi,Tang, Baolan,Wu, Yong,Yue, Qiming,Zhao, Yi
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- Low molecular weight PEI-based polycationic gene vectors via Michael addition polymerization with improved serum-tolerance
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A series of polycationic gene delivery vectors were synthesized via Michael addition from low molecular weight PEI and linking compounds with various heteroatom compositions. Agarose gel electrophoresis results reveal that these polymers can well condense plasmid DNA and can protect DNA from degradation by nuclease. The formed polyplexes, which are stable toward serum, have uniform spherical nanoparticles with appropriate sizes around 200-350 nm and zeta-potentials about +40 mV. In vitro experiments show that these polymers have lower cytotoxicity and higher transfection efficiency than 25 KDa PEI. Furthermore, the title materials exhibit excellent serum tolerance. With the present of 10% serum, up to 19 times higher transfection efficiency than PEI was obtained, and no obvious decrease of TE was observed even the serum concentration was raised to >40%. Flow cytometry and confocal microscopy studies also demonstrate the good serum tolerance of the materials.
- Xun, Miao-Miao,Xiao, Ya-Ping,Zhang, Ji,Liu, Yan-Hong,Peng, Qi,Guo, Qian,Wu, Wan-Xia,Xu, Yong,Yu, Xiao-Qi
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- 1,2,3-Triazole tethered 1,2,4-trioxanes: Studies on their synthesis and effect on osteopontin expression in MDA-MB-435 breast cancer cells
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Artemisinin and its analogs have shown potent anticancer activity in primary cancer cultures and cell lines by inhibiting cancer proliferation, metastasis, and angiogenesis. Despite its apparent compatibility to normal cells and low IC50 values
- Pasupuleti, Bala Gangadhar,Khongsti, Kitboklang,Das, Bidyadhar,Bez, Ghanashyam
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- Thermally-activated chemiluminescent squaraine rotaxane endoperoxide with green emission
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A squaraine rotaxane endoperoxide with a truncated squaraine chromophore undergoes a cycloreversion reaction and emits green light that can be transferred to red acceptor dyes. The results demonstrate that chemiluminescence emission for squaraine rotaxane endoperoxides comes from the excited squaraine inside the rotaxane.
- Collins, Carleton G.,Baumes, Jeffrey M.,Smith, Bradley D.
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- Linear cyclen-based polyamine as a novel and efficient reagent in gene delivery
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Linear cyclen-based polyamine (LCPA, Mw = 7392, M w/Mn = 1.19) as a novel non-viral gene vector was designed and synthesized from 1,7-diprotected 1,4,7,10-tetraazacyclododecane (cyclen), bis(β-hydroxylethyl)amine and epichlorohydrin. Agarose gel retardation and fluorescent titration using ethidium bromide showed the good DNA-binding ability of LCPA. It could retard pDNA at an N/P ratio of 4 and form polyplexes with sizes around 250-300 nm from an N/P ratio of 10 to 60 and relatively lower zeta-potential values ( +3 mV) even at the N/P ratio of 60. The cytotoxicity of LCPA assayed by MTT is much lower than that of 25 kDa PEI. In vitro transfection against A549 and 293 cells showed that the transfection efficiency of LCPA/DNA polyplexes is close to that of 25 kDa PEI at an N/P ratio of 10-15, indicating that the new material could be a promising non-viral polycationic reagent for gene delivery.
- Xiang, Yong-Zhe,Feng, Zhi-Hua,Zhang, Ji,Liao, Yi-Le,Yu, Chuan-Jiang,Yi, Wen-Jing,Zhu, Wen,Yu, Xiao-Qi
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- SYNTHESE D'α-AMINODIALDEHYDES
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The first N-protected aminodialdehydes have been syntesized by oxidation of N-protected aminodiols or from aminodiacids by reduction of N-Boc di (N-metoxy N-methyl) amides.
- Garrigues, Bernard,Lazraq Et, Mohamed
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- Design, Synthesis, and Evaluation of Diazeniumdiolate-Based DNA Cross-Linking Agents Activatable by Glutathione S-Transferase
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A novel class of O2-(2,4-dinitrophenyl)-1-[N,N-bis(2-substituted ethyl)amino]diazen-1-ium-1,2-diolates 4-6 were designed, synthesized, and biologically evaluated. The most active compound 6 caused significant DNA damage by releasing N,N-bis(2-T
- Xue, Rongfang,Wu, Jianbing,Luo, Xiaojun,Gong, Yan,Huang, Yun,Shen, Xinxin,Zhang, Honghua,Zhang, Yihua,Huang, Zhangjian
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- Dual polyrotaxane: One-pot synthesis of topological polymer by using metathesis reaction
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The topological polyrotaxane was built from an ammonium salt as an axle component bearing one olefin and one bulky unit at the end of chain and the derivative of dibenzo-24-crown-8 (DB24C8) as a wheel component having one terminal olefin. In this system, two kinds of reactions work at the same time as a driving force of the polymer construction. One is the inclusion reaction between the ammonium salt part of axle and the wheel, another is metathesis reaction between olefins of the axle and olefins of the wheel. Copyright
- Yamabuki, Kazuhiro,Isobe, Yukio,Onimura, Kenjiro,Oishi, Tsutomu
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- Preparation and application of multi-branch biotin modified breast cancer targeted liposomes
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The invention discloses novel lipid materials for realizing the delivery of breast cancer targeted drugs. According to the novel lipid materials, through a branch framework, one end is connected to cholesterol extended by polyethylene glycol, and the other end is connected to a different number of biotins with a breast cancer targeting function; and affinity between the novel lipid materials and areceptor can be used to realize stronger tumor targeting and play a more effective role in breast cancer treatment. The novel lipid materials can be used in different dosage forms such as liposomes,nanoparticles and micelles, and the prepared paclitaxel-loaded liposomes have obvious breast cancer targeting and broad application prospects.
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Paragraph 0022
(2020/04/09)
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- Assisted enzyme replacement therapy
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Reagents and methods useful for the synthesis of conjugates comprising guanidinylated cyclic acetals are provided. Also provided are methods for increasing the cellular uptake of various therapeutic compounds and treatment modalities using these conjugates.
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Page/Page column 98; 99; 100
(2018/03/07)
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- NOVEL TRIAZINE COMPOUND, ALL-SOLID-STATE POLYMER ELECTROLYTE COMPOSITION AND USE THEREOF
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The present invention relates to a novel triazine compound represented by chemical formula 1, an all-solid-state polymer electrolyte composition comprising the same as a cross-linking agent and uses thereof. More specifically, the triazine compound effectively inhibits crystallization of a plasticizer at a low temperature (room temperature) to show significantly improved ion conductivity, and can realize significantly improved electrochemical stability and excellent battery properties, thereby being usefully used as an all-solid-state polymer electrolyte composition such as a lithium-polymer secondary battery, a dye-sensitized solar cell, etc.COPYRIGHT KIPO 2018
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Paragraph 0231-0234
(2018/04/12)
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- COMPOUNDS, COMPOSITONS AND METHODS RELATED TO ANTIMICROBIAL APPLICATIONS
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The present disclosure is in the field of polymers and pharmaceuticals/antimicrobials. The disclosure provides compounds based on SNAP (synthetic novel antimicrobial polymer) technology, compositions and methods of managing microbial infections including surgical site infections (SSIs). The present compounds are used as a management/therapeutic strategy to target microbial infections and have advantages including excellent antimicrobial potency, biofilm disruption ability, broad spectrum activity against various organisms covering both gram negative and gram positive bacteria as well as fungal pathogens, and low toxicity profile to ensure a healthy therapeutic window for use in humans.
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Page/Page column 95-96
(2018/03/25)
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- VANADIUM INSULIN-MIMETICS, METHODS OF PREPARATION, AND METHODS FOR TREATMENT OF DIABETES
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Disclosed are vanadyl complexes of Formula 1, Formula 2, and Formula 3, wherein Ri, R2, and R are defined as in the description. The pharmaceutical compositions containing these complexes and uses of the complexes for treatment of Diabetes Mellitus, such as Diabetes Mellitus Type 2, are also disclosed.
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Paragraph 121; 124; 125
(2019/01/05)
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- Non-peptide polyguanidine micromolecule and protein transportation technology based on non-peptide polyguanidine micromolecule-protein couplet
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The invention provides a non-peptide polyguanidine organic micromolecule capable of carrying bioactive protein molecules to penetrate through cell membranes or pharmaceutically acceptable salts thereof. The non-peptide polyguanidine organic micromolecule has a structure represented by a formula I shown in the description, wherein A is CH or N; B is NH, O or S; D is NH2, COOH, NCS or SH; and X is any structure selected from the following structures shown in the description.
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Paragraph 0085; 0087; 0088
(2018/11/27)
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- NITROGENOUS HETEROCYCLIC DERIVATIVES AND THEIR APPLICATION IN DRUGS
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The invention relates to the field of medicine, discloses new nitrogen heterocyclic derivatives, preparation method thereof and as medicament in particular as the treatment and prevention of treating tissue fibrosis of the medicament. The invention also discloses a pharmaceutically acceptable compound of the present invention comprise a pharmaceutical composition and methods for using the composition for the treatment of the human or animal tissue fibrosis of diseases, in particular for treating the human or animal renal interstitial fibrosis, glomerular sclerosis, hepatic fibrosis, pulmonary fibrosis, peritoneal fibrosis, myocardial fibrosis, skin fibrosis, after the operation of adhering, benign prostate hypertrophy, bone-myocardial, scleroderma, multiple sclerosis, pancreas fibrosis, liver cirrhosis, myosarcoma, neurofibromatosis, interstitial pulmonary fibrosis, diabetic nephropathy, Alzheimer's disease or vascular fibrosis disease in use. (by machine translation)
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Page/Page column 151
(2018/06/01)
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- NOVEL DIAMINE, POLYAMIC ACID, AND POLYIMIDE
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To provide a novel diamine, and a polyimide precursor and a polyimide using it. A diamine represented by the formula (1): wherein each of X1 and X5 which are independent of each other, is a single bond or the like; each of X2 /
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Paragraph 0323; 0324
(2016/10/04)
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- Nitrogenous Heterocyclic Derivatives And Their Application In Drugs
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The present invention relates to the field of medicine, provided herein are novel nitrogenous heterocyclic compounds, their preparation methods and their uses as drugs, especially for treatment and prevention of tissue fibrosis. Also provided herein are pharmaceutically acceptable compositions comprising the nitrogenous heterocyclic compounds and the uses of the compositions in the treatment of human or animal tissue fibrosis, especially for human or animal renal interstitial fibrosis, glomerular sclerosis, liver fibrosis, pulmonary fibrosis, peritoneal fibrosis, myocardial fibrosis, dermatofibrosis, postsurgical adhesion, benign prostatic hyperplasia, skeletal muscle fibrosis, scleroderma, multiple sclerosis, pancreatic fibrosis, cirrhosis, myosarcoma, neurofibroma, pulmonary interstitial fibrosis, diabetic nephropathy, alzheimer disease or vascular fibrosis.
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Paragraph 0682
(2015/03/31)
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- TETRACYCLIC ANTHRAQUINONE DERIVATIVES
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Disclosed are a compound represented by formula (I) and a pharmaceutically acceptable salt thereof, wherein R1, R2, R3, R4, R5, W, n are defined as in the present application.
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Paragraph 0110
(2015/02/02)
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- Tetracyclic Anthraquinone Derivatives
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Disclosed are a compound represented by formula (I) and a pharmaceutically acceptable salt thereof, wherein R1, R2, R3, R4, R5, W, n are defined as in the present application.
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Paragraph 0229
(2015/06/24)
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- Cyclen-based double-tailed lipids for DNA delivery: Synthesis and the effect of linking group structures
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The gene transfection efficiency (TE) of cationic lipids is largely influenced by the lipid structure. Six novel 1, 4, 7, 10-tetraazacyclododecane (cyclen)-based cationic lipids L1-L6, which contain double oleyl as hydrophobic tails, were designed and synthesized. The difference between these lipids is their diverse backbone. Liposomes prepared by the lipids and DOPE showed good DNA affinity, and full DNA condensation could be achieved at N/P of 4 to form lipoplexes with proper size and zeta-potentials for gene transfection. Structure-activity relationship of these lipids as non-viral gene delivery vectors was investigated. It was found that minor backbone structural variations, including linking group and the structural symmetry would affect the TE. The diethylenetriamine derived lipid L4 containing amide linking bonds gave the best TE, which was several times higher than commercially available transfection reagent lipofectamine 2000. Besides, these lipids exhibited low cytotoxicity, suggesting their good biocompatibility. Results reveal that such type of cationic lipids might be promising non-viral gene vectors, and also afford us clues for the design of novel vectors with higher TE and biocompatibility.
- Zhang, Yi-Mei,Chang, De-Chun,Zhang, Ji,Liu, Yan-Hong,Yu, Xiao-Qi
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p. 5756 - 5763
(2015/11/11)
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- NITROGENOUS HETEROCYCLIC DERIVATIVES AND THEIR APPLICATION IN DRUGS
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The present invention relates to the field of medicine, provided herein are novel nitrogenous heterocyclic compounds, their preparation methods and their uses as drugs, especially for treatment and prevention of tissue fibrosis. Also provided herein are pharmaceutically acceptable compositions comprising the nitrogenous heterocyclic compounds and the uses of the compositions in the treatment of human or animal tissue fibrosis, especially for human or animal renal interstitial fibrosis, glomerular sclerosis, liver fibrosis, pulmonary fibrosis, peritoneal fibrosis, myocardial fibrosis, dermatofibrosis, postsurgical adhesion, benign prostatic hyperplasia, skeletal muscle fibrosis, scleroderma, multiple sclerosis, pancreatic fibrosis, cirrhosis, myosarcoma, neurofibroma, pulmonary interstitial fibrosis, diabetic nephropathy, alzheimer disease or vascular fibrosis.
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Paragraph 00384
(2014/02/15)
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- Heterocycles via intramolecular platinum-catalyzed propargylic substitution
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We report a Pt(II)-catalyzed cyclization of nucleophile-tethered propargylic acetates yielding substituted heterocycles containing multiple heteroatoms including morpholines, dioxanes, and sulfamates with high cis-selectivity.
- Liang, Qiren,De Brabander, Jef K.
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supporting information; experimental part
p. 5046 - 5053
(2011/08/06)
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- Novel spiropiperidine-based stearoyl-CoA desaturase-1 inhibitors: Identification of 1′-{6-[5-(pyridin-3-ylmethyl)-1,3,4-oxadiazol-2-yl]pyridazin-3-yl}-5-(trifluoromethyl)-3,4-dihydrospiro[chromene-2,4′-piperidine]
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Cyclization of the benzoylpiperidine in lead compound 2 generated a series of novel and highly potent spiropiperidine-based stearoyl-CoA desaturase (SCD)-1 inhibitors. Among them, 1′-{6-[5-(pyridin-3-ylmethyl)-1,3,4-oxadiazol-2-yl]pyridazin-3-yl}-5-(trifluoromethyl)-3,4-dihydrospiro[chromene-2,4′-piperidine] (19) demonstrated the most powerful inhibitory activity against SCD-1, not only in vitro but also in vivo (C57BL/6 J mice). With regard to the pharmacological evaluation, 19 showed powerful reduction of the desaturation index in the plasma of C57BL/6 J mice on a non-fat diet after a 7-day oral administration (q.d.) without causing notable abnormalities in the eyes or skin up to the highest dose (3 mg/kg) in our preliminary analysis.
- Uto, Yoshikazu,Kiyotsuka, Yohei,Ueno, Yuko,Miyazawa, Yuriko,Kurata, Hitoshi,Ogata, Tsuneaki,Deguchi, Tsuneo,Yamada, Makiko,Watanabe, Nobuaki,Konishi, Masahiro,Kurikawa, Nobuya,Takagi, Toshiyuki,Wakimoto, Satoko,Kono, Keita,Ohsumi, Jun
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scheme or table
p. 746 - 754
(2010/06/11)
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- Drastically decreased reactivity of thiols and disulfides complexed by cucurbit[6]uril
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(Figure Presented) The cucurbit[6]uril (CB6) host forms stable complexes with 2-aminoethanethiol (cysteamine) and a derivative that contains a bulky terminal group attached to the amine group, as well as with the related disulfide cystamine. In these comp
- Berbeci, Lidia Strimbu,Wang, Wei,Kaifer, Angel E.
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supporting information; experimental part
p. 3721 - 3724
(2009/07/09)
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- CONTROLLED RELEASE COMPOSITION
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The present invention provides a controlled release composition showing release of an active ingredient (proton pump inhibitor) controlled in two or more steps at different release rates, which contains1) a release-controlled part A capable of controlling release of the active ingredient to occur at a predetermined rate,2) a release-controlled part B capable of controlling release of the active ingredient to occur at a predetermined rate lower than the release rate of the release-controlled part A, and where necessary, 3) a release-controlled part C capable of controlling release of the active ingredient to occur at a predetermined rate faster than the release rate of the release-controlled part B, wherein the release of the active ingredient from the release-controlled part B precedes the release of the active ingredient from the release-controlled part A (when release-controlled part C is contained, the release of the active ingredient from the release-controlled part C precedes the release of the active ingredient from the release-controlled part B).
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Page/Page column 52
(2010/02/15)
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- Highly potent PDE4 inhibitors with therapeutic potential
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Synthesis and biological evaluation of piperidine derivatives is reported. The hypothesis that the dose-limiting side effects of PDE4 inhibitors could be mediated via the central nervous system prompted us to design and synthesize a hydrophilic piperidine
- Ochiai, Hiroshi,Ohtani, Tazumi,Ishida, Akiharu,Kusumi, Kensuke,Kato, Masashi,Kohno, Hiroshi,Odagaki, Yoshihiko,Kishikawa, Katuya,Yamamoto, Susumu,Takeda, Hiroshi,Obata, Takaaki,Nakai, Hisao,Toda, Masaaki
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p. 4645 - 4665
(2007/10/03)
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- Piperidine derivatives and drugs containing these derivatives as active ingredient
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Piperidine derivatives represented by formula (I) or nontoxic salts thereof (wherein symbols are defined in the description): Since the compound represented by formula (I) has a PDE4 inhibitory activity, it is useful for preventing and/or treating inflamm
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Page/Page column 15
(2008/06/13)
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- Synthesis and hybridization studies of a 5-aminopentanoic acid nucleobase (APN) dimer
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We have prepared a 5-aminopentanoic acid nucleobase (APN) dimer and investigated its hybridization capabilities to complementary DNA using both UV melting and NMR techniques.
- Donaldson, Susan F.,Bergmeier, Stephen C.,Hines, Jennifer V.,Gerdeman, Melinda S.
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p. 111 - 123
(2007/10/03)
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- Terminally-branched polymeric linkers and polymeric conjugates containing the same
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The present invention is directed to polymeric-prodrug transport forms of the formula: wherein: E1-4are independently selected from the group consisting of hydrogen, C1-6alkyls, C3-12branched alkyls, C3-8cycloalkyls, C1-6substituted alkyls, C3-8substituted cycloalkyls, aryls, substituted aryls, aralkyls, C1-6heteroalkyls, substituted C1-6heteroalkyls, C1-6alkoxy, phenoxy, C1-6heteroalkoxy, and at least one of E1-4includes a B moiety, wherein B is a leaving group, OH, a residue of a hydroxyl-or amino-containing moiety or wherein J1is the same as J, or another member of the group defining J and E5is the same as E1-4, or another member of the group defining E1-4; Y1-2are independently O, S or NR9; M is a heteroatom selected from either X or Q; wherein X is an electron withdrawing group and Q is a moiety containing a free electron pair positioned three to six atoms from C(=Y2); R2-5and R7-9are independently selected from the group consisting of hydrogen, C1-6alkyls, C3-12branched alkyls, C3-8cycloalkyls, C1-6substituted alkyls, C3-8substituted cycloalkyls, aryls, substituted aryls, aralkyls, C1-16heteroalkyls, substituted C1-6heteroalkyls, C1-6alkoxy, phenoxy and C1-6heteroalkoxy; (m1) and (m2) are independently zero or one; (n1), (n2), (p1), (p2) and (q) are independently zero or a positive integer, Z is an electron withdrawing group; and R1is a polymeric residue. which is optionally capped with a moiety of the formula:
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- Terminally-branched polymeric linkers and polymeric conjugates containing the same
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The present invention is directed to polymeric- prodrug transport forms of the formula: wherein: B is a leaving group, OH, a residue of a hydroxyl-containing moiety or wherein B1 is a leaving group, OH or a residue of a hydroxyl-containing moiety; Y1-2 are independently O or S; M is selected from either X or Q; wherein X is an electron withdrawing group and Q is a moiety containing a free electron pair positioned three to six atoms from C(=Y2); R2-5 are independently selected from the group consisting of hydrogen, C1-6 alkyls, C3-12 branched alkyls, C3-8 cycloalkyls, C1-6 substituted alkyls, C3-8 substituted cycloalkyls, aryls, substituted aryls, aralkyls, C1-6 heteroalkyls and substituted C1-6 heteroalkyls; (m) is zero or one; (n) is a positive integer; (p) is zero or a positive integer; Z is an electron withdrawing group; and R1 is a polymeric residue which is optionally capped with a moiety of the Formula (v)
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- Synthesis and antiviral activity of novel aza-acyclonucleosides
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We have prepared a series of novel aza-acyclonucleosides as potential antiviral agents. These compounds were prepared from diethanolamine and the desired purine or pyrimidine base via a Mitsunobu coupling. No antiviral activity was observed against either
- Bergmeier, Stephen C.,Fundy, Susan L.,Drach, John C.
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p. 227 - 238
(2007/10/03)
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- Synthesis of oligo(5-aminopentanoic acid)-nucleobases (APN): Potential antisense agents
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Oligomers of 5-amino pentanoic acid nucleobases have been prepared for use as antisense agents. The synthesis of the 5'-end starter unit and the 3'-end monomer unit, as well as the coupling procedures used for oligomer formation are described.
- Bergmeier, Stephen C.,Fundy, Susan L.
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p. 3135 - 3138
(2007/10/03)
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- Substituted amine derivatives, their production and use
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Substituted amino derivatives represented by the formula: STR1 wherein R1 and R2 each stand for an acyclic hydrocarbon residue or an alicyclic hydrocarbon residue; R3 and R4 each stand for hydrogen or a hydrocarbon residue optionally containing hetero-atom(s); A stands for a carbon chain having two or more carbon atoms optionally containing ether linkage or sulfide linkage, which may be substituted and which may per se form a ring; X1 and X2 each stand for oxygen atom or sulfur atom; and Y stands for amino group or an organic residue bonded through nitrogen atom, which may form a ring by combining with a carbon atom constituting A; and their salts have anti-arrhythmic activity and are useful for prevention and treatment of a variety of arrhythmias.
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