Active Amines Research Articles

Ultraviolet Light Responsive N-Nitroso Polymers for Antibacterial Nitric Oxide Delivery.

This study investigates the incorporation of active secondary amine moieties into the polymer backbone by co-polymerizing 2,4,6-tris(chloromethyl)-mesitylene with three diamines, namely 1,4-diaminobutane, m-phenylenediamine, and p-phenylenediamine. This process results in the stabilization of the amine moieties and the subsequently introduced nitroso groups. Charging bioactive nitric oxide (NO) into the polymers is accomplished by converting the amine moieties into N-nitroso groups. The ability of the polymers to store and release NO depends on their structures, particularly the amount of incorporated active secondary amines. With grafting photosensitive N-nitroso groups into the polymers, the derived NO@polymers exhibit photoresponsivity. NO release is completely regulated by adjusting UV light irradiation. These resulting polymeric NO donors demonstrate remarkable bactericidal and bacteriostatic activity, effectively eradicating E. coli bacteria and inhibiting their growth. The findings from this study hold promising implications for combining NO delivery with phototherapy in various medical applications.

Study and Characterization of Tribofilm based on Activated Carbon-Nanochitosan Modified with Silicone Oil for Application of Self-Healing Coatings on Metal Surfaces

A tribofilm material based on activated carbon and nanochitosan modified with silicone oil has been prepared using the sol gel method with variations in the composition of activated carbon at a mass ratio of 40% wt – 60% wt at 5% wt intervals. Sampling was carried out in two stages. The first stage of the synthesis of activated carbon from palm shells using activation of 7% H3PO4 and nanochitosan derived from shrimp shells using the ionic gelation method. The second stage was mixing the tribofilm material of activated carbon, nanochitosan and silicone oil using the sol gel method to produce a film-forming solution which was then characterized including: physical, chemical, mechanical and thermal properties. The characterization results showed that the most optimum composition was the tribofilm material of activated carbon/nanochitosan/silicone oil in S1 with a mass ratio of 40%wt activated carbon which produced a density of 0.94 x 103 kg/m3, a viscosity of 28.42 cP, and a liquid surface tension of 63.5 mN/m. While the performance characteristics of the metal surface coating produce a surface roughness of 0.162 µm for aluminum metal and 0.156 µm for copper metal, friction coefficient 0.024, wear rate 0.19 mm, thermal conductivity 0.092 W/m.K, corrosion properties 1a (slight tarnish), rate corrosion rate of 2.34 mm/yr in 3.5% NaCl medium, 4.33 mm/yr in seawater medium and 11,476 mm/yr in 3% H2SO4 medium and has good self-healing properties for 3 days on carbon steel metal surfaces with corrosion scratch treatment on 3.5% NaCl media, namely almost all the scratches/cracks covered due to frictional force from galvanic corrosion with active carboxyl, amine and hydroxyl groups with the healing agent aminopropyl siloxane (NH2-R-NH-Si-O-R) which reacts with metal ion particles (M-OH) in the formation of polymer chains for new network layers.

Penurunan Cr6+ dari Limbah Batik dengan Menggunakan Kitosan dari Cangkang Kupang Putih

Chitosan is a biological material that has the potential as an environmentally friendly coagulant. Because based on its chemical structure, chitosan has an active amine group (NH2). The presence of a lone pair of electrons from the nitrogen atom in the amine group causes the group to be electronegative and very reactive to increase metal ions so that it is very good to be used to absorb metal ions. At the c-3 and c-6 atoms of the chitosan sugar group. This aims to reduce the levels of cr6+ in waste using an adsorption process where adsorption is a process that occurs when a fluid (liquid or gas) is bound to a solid and eventually forms a film (thin layer) on the surface of the solid. The adsorption uses chitosan media made from the white shell of mussel which has a weight of 3 grams, 5 grams, 7 grams, 9 grams and 11 grams with temperatures of 30 C, 45 C, 60 C, 75 C and 90 C. After making chitosan The weight of chitosan will be mixed with batik waste with a certain temperature and a rotation of 150 RPM. The best results are obtained at 11 grams at a temperature of 90 C, with the ability to reduce it to 94.62% with an initial concentration of 2.473 mg/l. at 11 grams with a temperature of 90 C, it is in accordance with SNI with group 2 where the cr6+ content is 0.5 mg/L.

Actinide Ion (Americium-241 and Uranium-232) Interaction with Hybrid Silica-Hyperbranched Poly(ethylene imine) Nanoparticles and Xerogels.

The binding of actinide ions (Am(III) and U(VI)) in aqueous solutions by hybrid silica-hyperbranched poly(ethylene imine) nanoparticles (NPs) and xerogels (XGs) has been studied by means of batch experiments at different pH values (4, 7, and 9) under ambient atmospheric conditions. Both materials present relatively high removal efficiency at pH 4 and pH 7 (>70%) for Am(III) and U(VI). The lower removal efficiency for the nanoparticles is basically associated with the compact structure of the nanoparticles and the lower permeability and access to active amine groups compared to xerogels, and the negative charge of the radionuclide species is formed under alkaline conditions (e.g., UO2(CO3)34- and Am(CO3)2-). Generally, the adsorption process is relatively slow due to the very low radionuclide concentrations used in the study and is basically governed by the actinide diffusion from the aqueous phase to the solid surface. On the other hand, adsorption is favored with increasing temperature, assuming that the reaction is endothermic and entropy-driven, which is associated with increasing randomness at the solid-liquid interphase upon actinide adsorption. To the best of our knowledge, this is the first study on hybrid silica-hyperbranched poly(ethylene imine) nanoparticle and xerogel materials used as adsorbents for americium and uranium at ultra-trace levels. Compared to other adsorbent materials used for binding americium and uranium ions, both materials show far higher binding efficiency. Xerogels could remove both actinides even from seawater by almost 90%, whereas nanoparticles could remove uranium by 80% and americium by 70%. The above, along with their simple derivatization to increase the selectivity towards a specific radionuclide and their easy processing to be included in separation technologies, could make these materials attractive candidates for the treatment of radionuclide/actinide-contaminated water.

Hypoxia-Responsive T2-to-T1 Dynamically Switchable Extremely Small Iron Oxide Nanoparticles for Sensitive Tumor Imaging In Vivo.

To realize the accurate diagnosis of tumors by magnetic resonance imaging (MRI), switchable magnetic resonance contrast agents (CAs) between T1 and T2 contrast enhancement that are constructed based on extremely small iron oxide nanoparticles (ESIONPs) have been developed in recent years. We herein report, for the first time, a novel ESIONP-based nanocluster (named EAmP), which exhibited hypoxia responsiveness to the tumor microenvironment and offered a T2-to-T1-switchable contrast enhancement function, effectively distinguishing between the normal tissue and tumor tissue. In detail, active perfluorophenyl ester-modified ESIONPs with a diameter of approximately 3.6 nm were initially synthesized, and then 4,4'-azodianiline was used as a cross-linker to facilitate the formation of nanoclusters from ESIONPs through the reaction between the active ester and amine. Finally, poly(ethylene glycol) was further modified onto nanoclusters by utilizing the remaining active ester residues. The resulting EAmP demonstrated satisfactory colloidal stability and favorable biosafety and exhibited a desired T2-to-T1-switchable function, as evidenced by conversion from nanocluster to the dispersed state and a significant decrease in the r2/r1 ratio from 14.86 to 1.61 when exposed to a mimical hypoxic environment in the solution. Moreover, EAmP could decompose into dispersed ESIONPs at the tumor region, resulting in a switch from T2 to T1 contrast enhancement. This T2-to-T1-switchable contrast agent offers high sensitivity and signal-to-noise ratio to realize the accurate diagnosis of tumors. In conclusion, hypoxia-responsive EAmP is a potential MRI nanoprobe for improving the diagnostic accuracy of solid tumors.

Highly active primary amine ligated Ru(II)-arene complexes as selective catalysts for solvent-free N-alkylation of Anilines

Efficient Ru(II) catalysts with substituted aniline based ligands were synthesized having chemical formula [Ru(η6-p-cymene)Cl2(L1)] [Ru-1] and [Ru(η6-p-cymene)Cl2(L2)] [Ru-2] (where, L1 = 3,5-bis(trifluoromethyl)aniline and L2 = 3,4,5- trimethoxy aniline). The structural features of both the complexes were authenticated by ESI-MS, 1H and 13C NMR, FT-IR, elemental analyses, and single-crystal X-ray diffraction studies. Catalytic performance of both [Ru-1] and [Ru-2] was investigated for conversion of primary amine to secondary amine using alcohols under milder and solvent-free conditions and compared with the reported aniline-based Ru(II)-arene complex [Ru-3]. Among them, [Ru-1] could achieve 100% selectivity towards mono N-alkylated amines with > 99% conversion without formation of any imine derivatives. The results suggested that the lone pair of electrons of benzyl alcohol binds easily to the electron-deficient Ru(II) center of [Ru-1] catalyst making it more effective compared to electron-rich [Ru-2] and [Ru-3] catalysts. The catalytic performance of [Ru-1] demonstrates that it is one of the most active primary amine ligated Ru(II) based catalytic systems for N-alkylation of anilines under milder and solvent-free conditions.

An Updated Review Summarizing the Anticancer Efficacy of Melittin from Bee Venom in Several Models of Human Cancers.

Apitherapy (using bee products) has gained broad recognition in cancer therapeutics globally. Honeybee venom has a broad range of biological potential, and its utilization is rapidly emerging in apitherapy. Bee products have significant potential to strengthen the immune system and improve human health. Thus, this review is targeted toward recapitulating the chemo-preventive potential of melittin (MEL), which constitutes a substantial portion of honeybee venom. Honeybee venom (apitoxin) is produced in the venom gland of the honeybee abdomen, and adult bees utilize it as a primary colony defense mechanism. Apitoxin comprises numerous biologically active compounds, including peptides, enzymes, amines, amino acids, phospholipids, minerals, carbohydrates, and volatile components. We are mainly focused on exploring the potential of melittin (a peptide component) of bee venom that has shown promising potential in the treatment of several human cancers, including breast, stomach, lung, prostate, ovary, kidney, colon, gastric, esophageal, cervical cancers, melanoma, osteosarcoma, and hepatocellular carcinoma. This review has summarized all potential studies related to the anticancerous efficacy of melittin (apitoxin), its formulations, conjugates, and nano-formulations against several human carcinomas, which would further pave the way for future researchers in developing potent drugs for cancer management.

A High-Efficient DOPO-Based Flame Retardant as a Co-Curing Agent for Simultaneously Enhancing the Fire Safety and Mechanical Properties of Epoxy Resin.

Simultaneously enhancing the fire safety and mechanical properties of epoxy resin (EP) remains a persistent challenge. Herein, a high-efficient phosphaphenanthrene-based flame retardant (FNP) is synthesized using 3,5-diamino-1,2,4-triazole, 4-formylbenzoic acid, and 9,10-dihydro-9-oxa-10-phosphaphenanthrene-10-oxide. Due to the presence of active amine groups, FNP is employed as a co-curing agent for fabricating EP composites with outstanding fire safety and mechanical properties. EP containing 8 wt% FNP (EP/8FNP) achieves a vertical burning (UL-94)V-0 rating with a limiting oxygen index of 31%. Meanwhile, FNP declines the peak heat release rate, total heat release, and total smoke release of EP/8FNP by 41.1%, 31.8%, and 16.0%, respectively, compared to those of unmodified EP. The increased fire safety of EP/FNP composites is because FNP promotes the formation of an intumescent, compact, and cross-linking char layer for EP/FNP composites, and releases P-containing substances and noncombustible gases in the gas phase during combustion. In addition, EP/8FNP exhibits 20.3% and 5.4% increase in the flexural strength and modulus compared with those of pure EP. Furthermore, FNP enhances the glass transition temperature of EP/FNP composites from 141.6 °C for pure EP to 147.3 °C for EP/8FNP. Therefore, this work is conducive to the future development of fabricating fire-safe EP composites with enhanced mechanical properties.

W-Phos Ligand Enables Copper-Catalyzed Enantioselective Alkylation of N-Sulfonyl Ketimines with Grignard Reagents

Catalytic asymmetric addition of reactive Grignard reagents to ketimines poses a considerable challenge. Herein, a PNP-type W-Phos ligand developed recently by our group showed a unique effect toward this end, paving the way to a Cu(I)-catalyzed asymmetric alkylation reaction of N-sulfonyl ketimines, delivering optically active α-tertiary amines in high enantioselectivities. This catalytic protocol shows an unprecedented substrate scope with more than 80 examples, not only compatible with benzo five- and six-membered cyclic N-sulfonyl ketimines but also suitable for geometrically unstable (E or Z) acyclic N-sulfonyl ketimines. The application potential of the protocol is featured by the extensive presence of α-tertiary amines in natural products and pharmaceutical compounds and also demonstrated by downstream transformations with maintenance of the enantioselectivity.

Computational design and molecular modeling of morphine derivatives for preferential binding in inflamed tissue.

The opioid epidemic has impacted over 10million Americans in 2019. Opioids, like morphine, bind non-selectively in both peripheral tissue, leading to effective pain relief, and central tissue, resulting in dangerous side effects and addiction. The inflamed conditions of injured tissues have a lower pH (pH=6-6.5) environment than healthy tissue (pH=7.4). We aim to design a morphine derivative that binds selectively within inflamed tissue using molecular extension and dissection techniques. Morphine binds to the μ-opioid receptor (MOR) when the biochemically active amine group is protonated. Fluorination of a β-carbon from the tertiary amine group led to a reduced pKa of the derivative through induction. Through a decrease in the pKa, protonation is still statistically favored in lower pH environments of inflamed tissue but primarily deprotonated in healthy tissue. The cyclohexenol and N-methyl-piperidine rings of morphine are removed to increase conformational flexibility when binding while still maintaining the interactions required for analgesia. Electronic structure calculations were performed with Gaussian16 using the Keck Computational Research Cluster at Chapman University to determine the pKa. The theoretical pKa values are determined at the M06-2X(SMD)/aug-cc-pVDZ level of theory to calculate the ΔG°aq values for the amine deprotonation reactions. Fluoromorphine β-C2 was designed computationally and modeled within the MOR using Maestro: Schrödinger. This derivative exhibits a pKa reduction and enhanced ligand-protein interactions within the MOR. β-fluorination decreased the overall pKa values of the morphine derivatives (pKa: 6.1-7.83) relative to morphine, reducing binding within healthy, central tissue.

Novel phenolic modified acrylates: Synthesis, characterization and application in 3D printing

Three phenolic modified acrylate derivatives were synthesized by the reaction of nonylphenol (NP), 2-aminoethanol (AE) and paraformaldehyde (PA) with neopentyl glycol diacrylate (NPGDA), trimethylolpropane triacrylate (TMPTA) and 1,6-hexanediol diacrylate (HDDA), respectively. The molecular structures of the products were characterized by 1H NMR and electrospray ionization high resolution mass spectrometry (ESI-HRMS). The photopolymerization kinetics of phenolic modified acrylate was investigated by interval infrared spectroscopy. The results show that the phenolic modified acrylate with 1 wt% of 2-isopropylthioxanthone (ITX) can be cured to form a transparent film under UV irradiation. The UV curing speed of phenolic modified acrylate with 1 wt% of ITX was better than that of NPGDA with 1 wt% of ITX and 3 wt% of ethyl 4-(dimethylamino) benzoate (EDB) as co-initiator. The modified acrylate has high UV curing activity and low shrinkage of cured product due to the existence of active amine, aromatic rigid ring and flexible alkyl long chain structure. Based on DFT theoretical calculation, the hydrogen abstraction site of phenolic-modified acrylate was discussed, and the plausible photopolymerization mechanism was proposed. The composition of phenolic-modified acrylate and RJ313 resin can be 3D printed into various models with smooth surface, good precision and 99.7% of gel content.

Эффективность витаминов группы В при разных нозологических формах

B vitamins deserve special attention because they take an active part in the regulation of almost all systems activity, have a neurotropic effect. Among all B vitamins, the most actively used are B1 (thiamine), B6 (pyridoxine), B12 (cobalamin), which are prescribed both in monotherapy and in combination, intramuscularly or orally. Other B vitamins are rarely used alone, only in combination with other vitamins or biologically active supplements (dietary supplements). Thiamine is responsible for the metabolism of nerve tissues, the production of acetylcholine, which participates in carbohydrate metabolism and related energy, fat, protein, water-salt metabolism, has a regulating effect on trophism and the activity of the nervous system. Different forms of vitamin B1 (thiamine disulfide, thiamine hydrochloride, benfotiamine) have an analgesic effect, exhibit an antitumor effect. Pyridoxine exhibits an antioxidant effect, its phosphorylated form (pyridoxal phosphate) participates in the decarboxylation of amino acids, in the formation of physiologically active amines (adrenaline, serotonin, dopamine, tyramine). Polyneuropathy (PNP) of various genesis (diabetic, alcoholic, dysmetabolic) is a target for pyridoxine. Cobalamin is required as a co-factor of the cytosolic methionine synthase reaction and the mitochondrial methymalonyl-CoA mutase reaction. Vitamin B12 deficiency can be manifested by disorders in the hematopoiesis system, PNP, cognitive disorders. Other B vitamins are actively involved in metabolic processes: B2 (riboflavin) is used by the body to metabolize fats, proteins and carbohydrates into glucose for energy, participates in redox processes, the production of red blood cells, B3 (niacin) participates in the processes of anabolism and catabolism, B4 (choline) is necessary for the synthesis of acetylcholine, betaine and phospholipids, B5 (pantothenate) necessary for the synthesis of co-enzyme A, with a deficiency of which severe damage to the basal ganglia region develops, accompanied by progressive cognitive and motor disorders, B7 (biotin), B8 (inositol), B9 (folic acid), B10 (paraaminobenzoic acid) are necessary for normal body functioning. With a combined deficiency of vitamins B1, B2, B6 and B12, there is an increased risk of depression. In the treatment of diseases associated with B vitamins deficiency, a complex of vitamins should be prescribed to enhance the effect.

Distribution of the Pool of Amino Acids in The Parietal Lobe of Albino Rats

Amino acids (AA) play an important role in the metabolism and functioning of the brain. This is explained not only by their exceptional role as sources of synthesis of a large number of biologically important compounds (proteins, mediators, lipids, biologically active amines). Amino acids and their derivatives are involved in synaptic transmission as neurotransmitters and neuromodulators (glutamate, aspartate, glycine, GABA, taurine), and some AA are involved in the formation of nervous system mediators: methionine – acetylcholine, DOPA, dopamine; tyrosine – catecholamines; serine and cysteine ​​– taurine; tryptophan – serotonin; histidine – histamine; L-arginine – NO; glutamic acid – glutamate.

Characterization of the Pool of Amino Acids and Their Functional Significance in The Rat Brain

Amino acids (AA) play an important role in the metabolism and functioning of the brain. This is explained not only by their exceptional role as sources of synthesis of a large number of biologically important compounds (proteins, mediators, lipids, biologically active amines). Amino acids and their derivatives are involved in synaptic transmission as neurotransmitters and neuromodulators (glutamate, aspartate, glycine, GABA, taurine), and some AA are involved in the formation of nervous system mediators: methionine – acetylcholine, DOPA, dopamine; tyrosine – catecholamines; serine and cysteine ​​– taurine; tryptophan – serotonin; histidine – histamine; L-arginine – NO; glutamic acid – glutamate.

Lignin derived absorbent for efficient and sustainable CO2 capture

The novel and efficient lignin-based CO 2 bio-adsorbent was fabricated by Mannich reaction, which verified the synergistic absorption mechanism of CO 2 based on multiple active sites. High and cost-efficient capture of CO 2 is a prerequisite and an inevitable path of carbon emission reduction. To address the challenges ( e.g . high cost, low efficiency, less sustainability, etc .) of existing petroleum-based CO 2 absorbents, herein, a class of efficient and sustainable lignin-based absorbents were resoundingly prepared by grafting the active amine group on a lignin derived compound vanillin and alkali lignin. The results demonstrated that vanillin modified by acrylamide achieved the excellent absorption capacity among the three adsorbents, whose ability was 0.114 g CO 2 per gram of absorbent under 25 °C and 100 kPa. In addition, the absorbent retained stable absorbability of CO 2 after 6 cycles. The absorbing capacity of the absorbent formed by the coupling of vanillin and acrylamide to CO 2 was much greater than their own ( i.e. 0 g CO 2 ∙g –1 vanillin, 0.01 g CO 2 ∙g –1 acrylamide, respectively). Detailed information revealed the multi-site synergistic absorption mechanism, in which CO 2 has C and O double interactions with the amide group of the absorbent, and single interaction with the hydroxyl oxygen on the benzene ring of the absorbent. The absorption capacity of modified lignin for CO 2 is as high as 0.12 g CO 2 per gram of absorbent, which is comparable with that of model compound vanillin. This work not only provides a new idea for the design of bio-absorbents for CO 2 capture, but explores the application potential of lignin-based materials.

Development of sulfonated and aminated poly (ethylene-vinyl alcohol) nanofibrous membrane as a solid phase extraction matrix for trace metal ions preconcentration from dairy wastewater for direct ICP-OES analyses

A robust nanofiber-based adsorbent was developed as a potential solid phase extraction matrix for adsorption and preconcentration of Al3+, Ni2+, Cu2+ and Cd2+ ions. This adsorbent was developed by amination and sulfonation of eletrospun poly (ethylene-vinyl alcohol) nanofibrous membranes (SF-EVOH NFM). Possessing porous structure, abundant active amine and sulfonate groups, the SF-EVOH NFM showed static maximum adsorption capacities of 350, 180, 140 and 125 mg.g−1 for Al3+, Cu2+, Ni2+, and Cd2+, respectively. The varied metal affinities toward the NFM are determined by the structural features of the metal ions and the NFM. More significantly, the NFM showed a dynamic column adsorption ratio of 99% with a 97% recovery of metal ions, revealing the features of efficient adsorption and release of metal ions by the unique structures of the SF-EVOH NFM. Furthermore, the SF-EVOH NFM demonstrated excellent stability and recyclability for up to 10 cycles. The NFM was applied as a solid phase extraction (SPE) filter to preconcentrate metal ions from wastewater samples collected from dairy farms in Central Valley California, USA. The preconcentrated solution released from the SF-EVOH NFM filter adsorbents could be directly tested by an ion-coupled plasma optical emission spectroscopy (ICP-OES) with a limit of detection (LOD) of 0.025 mg.L−1 and a relative standard deviation (RSD) < 5% for Al3+, highlighting the excellent performance of the NFM for enhanced instrumental monitoring applications of wastewater samples.

Asymmetric Biomimetic Transamination of Trifluoromethyl Ketones.

In the presence of chiral pyridoxamine 4b as the catalyst and 2,2-diphenylglycine (3) as the amine source, asymmetric biomimetic transamination of trifluoromethyl ketones produces optically active α-trifluoromethyl amines 6 in 81-98% yields with 88-95% ee's under mild conditions.

Utilization of methanol for condensation interrupted chemoselective transfer hydrogenation of CC, CO, and CN bonds under low catalyst loading

Selective transfer hydrogenation (TH) of unsaturated molecules using methanol is challenging as the in situ generated formaldehyde is prone to react with the active methylene (C-methylation) or amine (N-methylation) core of the desired product.

Critical Overview on Pure Chitosan-based Scaffolds for Bone Tissue Engineering: Clinical insights in Dentistry.

Bone Tissue Engineering (BTE) is a field of regenerative medicine continuously improving, thanks to the development of new biomaterials used as grafts or scaffolds for repairing bone defects. In recent years, chitosan, a natural biopolymer extracted mainly from crustacean shells, has demonstrated unique and desirable characteristics for BTE applications, such as: biocompatibility, biodegradability, and osteoconductive behavior. Additionally, the presence of numerous active amine groups in its chemical structure allows it to be easily modified. Data suggest that chitosan scaffolds are highly biomimetic, and show an interesting bioactivity, and antibacterial behavior. We have demonstrated, in a critical overview, how chitosan-based scaffolds may hold great interest for BTE applications in medical and dental applications. Future research should be focused on the use of chitosan-scaffolds combined with other biomaterials or bioactive molecules, to increase their overall regenerative potential, also in critical-sized defects. In conclusion, chitosan can be considered a promising biomaterial in BTE and clinical dentistry.

Design and synthesis of TPP+-Mitomycin C conjugate with reduced toxicity

Mitomycin C (MMC) is a class of alkylating anticancer drug, which non-specifically interacts with nuclear DNA and cross-links guanine and cytosine of DNA, thereby affecting DNA replication and synthesis. However, toxic effects largely impeded MMC’s clinical applications. In this study, triphenylphosphine groups (TPP+) were attached to MMC via the active aziridine amine with the aim to reduce its toxicity. MTT assay suggested that 5 possessed a good anticancer activity (IC50 = 1.09 μM, A549) with negligible effects on human normal cells (IC50 > 20 μM, L02 and HUVEC), while MMC exhibited IC50 values of less than 2.5 μM on the tested human normal cells. Dose range-finding experiments suggested that 5 had little effect on the body weight and tissues in mouse at a dose of 20 mg/kg, indicating significantly reduced toxicity as compared to MMC (LD50 < 2.5 mg/kg). Collectively, these data suggested that TPP+ group could be an effective vector to reduce toxicity of MMC.