Tag: M.W=200-250

Westphal, Eduard published the artcileLiquid crystalline self-assembly of 2,5-diphenyl-1,3,4-oxadiazole based bent-core molecules and the influence of carbosilane end-groups, Recommanded Product: Ethyl 4′-hydroxy-[1,1′-biphenyl]-4-carboxylate, the publication is Journal of Materials Chemistry C: Materials for Optical and Electronic Devices (2019), 7(10), 3064-3081, database is CAplus.

Bent-core liquid crystals (BCLCs) exhibit unique properties like spontaneous breaking of the mirror symmetry and polar switching by elec. fields, forming the basis of a range of applications currently being developed. Here we report first 2,5-diphenyl-1,3,4-oxadiazole based BCLCs with carbosilane end groups. Their self-assembly in liquid crystalline (LC) phases was investigated by polarizing microscopy, differential scanning calorimetry, X-ray diffraction, electro-optical and dielec. investigations and was compared with a related non-silylated compound A transition from non-modulated via modulated synclinic SmC phases to optically almost isotropic sponge phases was observed with growing packing d. upon lowering temperature, which was investigated in the bulk state as well as in freely suspended films. In the SmC phases of both series the polar order is only local, leading to polarization randomized paraelec. and superparaelec. phases. Development of macroscopic polar order leads to the formation of polarization modulated smectic phases with oblique lattice, followed by optically isotropic LC phases with grainy and sponge-like 3d modulated layers, and finally isotropic crystalline phases. The silylated and non-silylated 1,3,4-oxadiazole based BCLCs have almost identical phase sequences differing mainly in details of the switching characteristics and in the structure of the optically isotropic low temperature LC phases, being achiral with a local SmC_sP_A structure for the silylated compounds and chiral with a local SmC_aP_A structure if non-silylated. Elongation of the bent core unit of the silylated oxadiazoles favors synpolar order, leading to a ferroelec. LC phase, while 3d layer distortion is suppressed. Overall, this work provides a general understanding of the LC phase sequences of the important class of 1,3,4-oxadiazole based BCLCs and of the nature of the distinct types of achiral and mirror-symmetry broken chiral (dark conglomerate type) isotropic LC phases in general.

Journal of Materials Chemistry C: Materials for Optical and Electronic Devices published new progress about 50670-76-3. 50670-76-3 belongs to esters-buliding-blocks, auxiliary class Benzene,Phenol,Ester, name is Ethyl 4′-hydroxy-[1,1′-biphenyl]-4-carboxylate, and the molecular formula is C15H21BO3, Recommanded Product: Ethyl 4′-hydroxy-[1,1′-biphenyl]-4-carboxylate.

Referemce:
https://en.wikipedia.org/wiki/Ester,
Ester – an overview | ScienceDirect Topics

Zurowska, Magdalena published the artcileSynthesis and properties of ferro- and antiferroelectric esters with a chiral centre based on (S)-(+)-3-octanol, HPLC of Formula: 50670-76-3, the publication is Liquid Crystals (2019), 46(2), 299-308, database is CAplus.

A homologous series of chiral three ring esters were synthesized and their properties were studied. The materials possess an antiferroelec. phase (SmCA*) or/and a ferroelec. phase (SmC*), which was confirmed by observations of microscopic textures using a polarising optical microscope. The phase transition temperatures and enthalpies were checked by differential scanning calorimetry. The helical pitch was measured by a spectrophotometry method. For all cases the helix was right-handed, in the antiferroelec. phase the helical pitch increases with temperature, and in the ferroelec. phase the helical pitch was short.

Liquid Crystals published new progress about 50670-76-3. 50670-76-3 belongs to esters-buliding-blocks, auxiliary class Benzene,Phenol,Ester, name is Ethyl 4′-hydroxy-[1,1′-biphenyl]-4-carboxylate, and the molecular formula is C10H9ClN2O, HPLC of Formula: 50670-76-3.

Referemce:
https://en.wikipedia.org/wiki/Ester,
Ester – an overview | ScienceDirect Topics

Mansour, Oula C. published the artcileNew Anthracenedione Derivatives with Improved Biological Activity by Virtue of Stable Drug-DNA Adduct Formation, Product Details of C10H18O4, the publication is Journal of Medicinal Chemistry (2010), 53(19), 6851-6866, database is CAplus and MEDLINE.

Mitoxantrone is an anticancer agent that acts as a topoisomerase II poison, however, it can also be activated by formaldehyde to form DNA adducts. Pixantrone, a 2-aza-anthracenedione with terminal primary amino groups in its side chains, forms formaldehyde-mediated adducts with DNA more efficiently than mitoxantrone. Mol. modeling studies indicated that extension of the “linker” region of anthracenedione side arms would allow the terminal primary amino greater flexibility and thus access to the guanine residues on the opposite DNA strand. New derivatives based on the pixantrone and mitoxantrone backbones were synthesized, and these incorporated primary amino groups as well as extended side chains. The stability of DNA adducts increased with increasing side chain length of the derivatives A mitoxantrone derivative bearing extended side chains (I) formed the most stable adducts with ∼100-fold enhanced stability compared to mitoxantrone. This finding is of great interest because long-lived drug-DNA adducts are expected to perturb DNA-dependent functions at all stages of the cell cycle.

Journal of Medicinal Chemistry published new progress about 122110-53-6. 122110-53-6 belongs to esters-buliding-blocks, auxiliary class Aliphatic hydrocarbon chain,Ester,Inhibitor, name is (Pivaloyloxy)methyl butyrate, and the molecular formula is C10H18O4, Product Details of C10H18O4.

Referemce:
https://en.wikipedia.org/wiki/Ester,
Ester – an overview | ScienceDirect Topics

Wei, Zhengxi published the artcileA direct peptide reactivity assay using a high-throughput mass spectrometry screening platform for detection of skin sensitizers, Synthetic Route of 121-79-9, the publication is Toxicology Letters (2021), 67-77, database is CAplus and MEDLINE.

Chem.-peptide conjugation is the mol. initiating event in skin sensitization. The OECD test guideline uses a high-performance liquid chromatog./UV (HPLC/UV) detection method to quantify chem.-peptide conjugation in a direct peptide reactivity assay (DPRA), which measures the depletion of two synthetic peptides containing lysine or cysteine residues. To improve assay throughput, sensitivity and accuracy, an automated 384-well plate-based RapidFire solid-phase extraction (SPE) system coupled with tandem mass spectrometry (MS/MS) DPRA was developed and validated in the presence of a newly designed internal standard Compared to the HPLC/UV-based DPRA, the automated SPE-MS/MS-based DPRA improved throughput from 16 min to 10 s per sample, and substrate peptides usage was reduced from 100 mM to 5μM. When implementing the SPE-MS/MS-based DPRA into a high-throughput platform, we found 10 compounds that depleted lysine peptide and 24 compounds that depleted cysteine peptide (including 7 unreported chems. from 55 compounds we tested) in a concentration-response manner. The adduct formation between cysteine and cinnamic aldehyde and ethylene glycol dimethacrylate were further analyzed using high-performance liquid chromatog. time-of-flight mass spectrometry (HPLC-TOF-MS) to confirm the conjugation. Overall, the automated SPE-MS/MS-based platform is an efficient, economic, and accurate way to detect skin sensitizers.

Toxicology Letters published new progress about 121-79-9. 121-79-9 belongs to esters-buliding-blocks, auxiliary class Natural product, name is Propyl 3,4,5-trihydroxybenzoate, and the molecular formula is C7H5Cl2NO2, Synthetic Route of 121-79-9.

Referemce:
https://en.wikipedia.org/wiki/Ester,
Ester – an overview | ScienceDirect Topics

Malosse, Christian published the artcileNitric oxide chemical-ionization mass spectrometry of long-chain unsaturated alcohols, acetates, and aldehydes, Application of (Z)-Dodec-9-en-1-yl acetate, the publication is Analytical Chemistry (1990), 62(3), 287-93, database is CAplus.

NO⁺ chem.-ionization mass spectrometry is a highly efficient tool for locating the C:C double bond in long-chain monounsaturated alcs., acetates, and aldehydes Me(CH₂)_xCH:CH(CH₂)_yR (R = CH₂OH, CH₂OAc, CHO). The double bond assignment is mostly provided by the presence of an acylium ion C_x+2H_2x+3O⁺ formed from the alkyl side of the mol. When the double bond is close to the terminal oxygen function (y ≤ 2), a C_y+3H_2y+4NO⁺ ion may also be used as a complementary diagnostic ion. In the case of di- or triethylenic compounds, an acylium ion is also formed which characterizes the external (unconjugated) double-bond position. From the observed strong influence of the sample pressure on the formation of the acylium ion and results of MS/MS experiments, two mechanisms are proposed to explain the origin of this diagnostic ion. Although some instrument dependence may not be excluded, the method is optimally applicable to moderate sample loads (20-200 ng).

Analytical Chemistry published new progress about 16974-11-1. 16974-11-1 belongs to esters-buliding-blocks, auxiliary class Aliphatic Chain, name is (Z)-Dodec-9-en-1-yl acetate, and the molecular formula is C14H26O2, Application of (Z)-Dodec-9-en-1-yl acetate.

Referemce:
https://en.wikipedia.org/wiki/Ester,
Ester – an overview | ScienceDirect Topics

Fathy, Samah M. published the artcileNeuroprotective effects of pomegranate (Punica granatum L.) juice and seed extract in paraquat-induced mouse model of Parkinson′s disease, Name: Propyl 3,4,5-trihydroxybenzoate, the publication is BMC Complementary Medicine and Therapies (2021), 21(1), 130, database is CAplus and MEDLINE.

Paraquat, (PQ), an herbicide that can induce Parkinsonian-like symptoms in rodents and humans. The consumption of phytochem.-rich plants can reduce the risk of chronic illnesses such as inflammation and neurodegenerative diseases. The present study aimed to investigate the protective effects of pomegranate seed extract (PSE) and juice (PJ) against PQ-induced neurotoxicity in mice. Mice were assigned into 4 groups; three groups received PQ (10 mg/kg, i.p.) twice a week for 3 wk. Two of the PQ-induced groups pretreated with either PSE or PJ. Detection of phytochems., total phenolics, and total flavonoids in PSE and PJ was performed. Tyrosine hydroxylase (TH) level was measured in the substantia nigra (SN) by Western blotting technique. Striatal dopamine (DA) and 3,4-dihydroxyphenylacetic acid (DOPAC) were detected using high-performance liquid chromatog. (HPLC). The levels of ATP (ATP), malondialdehyde (MDA), and the activity of the antioxidant enzymes were estimated in the striatum by colorimetric anal. Striatal pro-inflammatory and anti-inflammatory markers using ELISA (ELISA) as well as DNA fragmentation degree by qual. DNA fragmentation assay, were evaluated. Real-time polymerase chain reaction (qPCR) assay was performed for the detection of nuclear factor kappa B (NF-kB) gene expression. Moreover, Western blotting anal. was used for the estimation of the cluster of differentiation 11b (CD11b), transforming growth factor β (TGF-β), and glial cell-derived neurotrophic factor (GDNF) levels in the striatum. Pretreatment with PSE or PJ increased the levels of TH in the SN as well as DA and its metabolite in the striatum that were reduced by PQ injection. PSE and PJ preadministration improved the PQ-induced oxidative stress via a significant reduction of the MDA level and the augmentation of antioxidant enzyme activities. PSE and PJ also significantly downregulated the striatal NF-kB gene expression, reduced the PQ-enhanced apoptosis, decreased the levels of; pro-inflammatory cytokines, CD11b, and TGF-β coupled with a significant increase of; interleukin-10 (IL-10), GDNF, and ATP levels as compared with PQ-treated mice. The current study indicated that PSE and PJ consumption may exhibit protective effects against PQ-induced neurotoxicity in mice.

BMC Complementary Medicine and Therapies published new progress about 121-79-9. 121-79-9 belongs to esters-buliding-blocks, auxiliary class Natural product, name is Propyl 3,4,5-trihydroxybenzoate, and the molecular formula is C10H12O5, Name: Propyl 3,4,5-trihydroxybenzoate.

Referemce:
https://en.wikipedia.org/wiki/Ester,
Ester – an overview | ScienceDirect Topics

Rephaeli, Ada published the artcileThe selectivity and anti-metastatic activity of oral bioavailable butyric acid prodrugs, COA of Formula: C10H18O4, the publication is Investigational New Drugs (2006), 24(5), 383-392, database is CAplus and MEDLINE.

Acyloxyalkyl ester prodrugs of histone deacetylase inhibitors, a family of anti-cancer agents, are metabolized intracellularly to acids and aldehyde(s). The purpose of this study was to assess the in vitro and in vivo anticancer activity, selectivity and oral bioavailability of these prodrugs. The prodrugs exhibited a hierarchal potency of AN-193 ≥ AN-7 > AN-1 and AN-9 ≫ AN-10 against murine lung carcinoma (3LLD122) and human breast carcinoma (MCF-7) cell lines. AN-9, and to even greater extent AN-7, displayed preferential cytotoxicity against leukemic and glioblastoma cells compared to their normal cellular counterparts-normal mononuclear and astrocytes cells, resp. In vivo, anti-metastatic activity was evaluated in a metastatic model of lung cancer in which Lewis lung carcinoma (3LLD122) cells are injected i.v. into C57/BL mice and produce lung nodules. The prodrugs administered orally demonstrated a significant inhibition of lung-lesion formation and their hierarchal potency concurred with that observed in vitro, with the exception of AN-193 that was the least active compound Escalating doses of AN-7 (5-100 mg/kg), administered by oral or i.p. routes and displayed equivalent anti-metastatic activities, confirmed the good oral bioavailability of AN-7. Consistent with these findings, a time course study of histone acetylation in s.c. implanted 3LL122 tumors showed 2-4 fold increases in histone acetylation within 0.5 h of i.v., i.p., or oral administration of AN-7 (100 mg/kg). Relative contributions of the prodrug metabolites to the anti-neoplastic activity and the best candidate for clin. studies are discussed.

Investigational New Drugs published new progress about 122110-53-6. 122110-53-6 belongs to esters-buliding-blocks, auxiliary class Aliphatic hydrocarbon chain,Ester,Inhibitor, name is (Pivaloyloxy)methyl butyrate, and the molecular formula is C10H18O4, COA of Formula: C10H18O4.

Referemce:
https://en.wikipedia.org/wiki/Ester,
Ester – an overview | ScienceDirect Topics

Nicolaou, K. C. published the artcileImproved Total Synthesis of Tubulysins and Design, Synthesis, and Biological Evaluation of New Tubulysins with Highly Potent Cytotoxicities against Cancer Cells as Potential Payloads for Antibody-Drug Conjugates, Category: esters-buliding-blocks, the publication is Journal of the American Chemical Society (2018), 140(10), 3690-3711, database is CAplus and MEDLINE.

Improved, streamlined total syntheses of natural tubulysins such as V and U, I (R = β-OH, β-OAc, resp.), and pretubulysin D I (R = H), and their application to the synthesis of designed tubulysin analogs, are described. Cytotoxicity evaluation of the synthesized compounds against certain cancer cell lines revealed a number of novel analogs with exceptional potencies [e.g., II: IC₅₀ = 40 pM against MES SA (uterine sarcoma) cell line; IC₅₀ = 6 pM against HEK 293T (human embryonic kidney cancer) cell line; and IC₅₀ = 1.54 nM against MES SA DX (MES SA with marked multidrug resistance) cell line]. These studies led to a set of valuable structure-activity relationships that provide guidance to further mol. design, synthesis, and biol. evaluation studies. The extremely potent cytotoxic compounds discovered in these investigations are highly desirable as potential payloads for antibody-drug conjugates and other drug delivery systems for personalized targeted cancer chemotherapies.

Journal of the American Chemical Society published new progress about 251320-63-5. 251320-63-5 belongs to esters-buliding-blocks, auxiliary class Aliphatic Chain, name is (S)-tert-Butyl (1-hydroxy-3-methylbutan-2-yl)(methyl)carbamate, and the molecular formula is C11H23NO3, Category: esters-buliding-blocks.

Referemce:
https://en.wikipedia.org/wiki/Ester,
Ester – an overview | ScienceDirect Topics

Lamiot, Eric published the artcileInsect Sex Pheromone Binding by Bovine β-Lactoglobulin, Related Products of esters-buliding-blocks, the publication is Journal of Agricultural and Food Chemistry (1994), 42(3), 695-9, database is CAplus.

The binding of 24 derivatives of Cydia pomonella sex pheromone (dodecanol framework with 0, 1, or 2 conjugated double bonds at different positions of the aliphatic chain) and SDS to unmodified, acylated, alkylated, and esterified β-lactoglobulin (BLG) was studied by fluorescence spectrophotometry. Their apparent dissociation constants were in the range 0.2-0.9 × 10^-6 M (apparent molar ratio ca. 1). Dodecyl acetate and SDS displayed the highest affinity for BLG, when (E,E)-6,8-dodecadienyl acetate and (E,E)-7,9-dodecadienyl acetate did not bind to BLG in the applied conditions. The apparent dissociation constants of derivatives unconstrained by conjugated double bonds did not differ. The BLG binding affinity of other studied pheromone derivatives depends on the number of double bonds, their position in the aliphatic chain, and their isomerization (Z or E). Since, neither (E)-3-dodecenyl acetate nor (Z,E)-8,10-dodecadienyl acetate nor retinol binding constants changed during their simultaneous binding by BLG, it was concluded that they bind in different binding sites on the BLG mol. The chem. modifications that increased the hydrophobicity of BLG prevented its binding of the apolar ligand pheromone mols.

Journal of Agricultural and Food Chemistry published new progress about 16974-11-1. 16974-11-1 belongs to esters-buliding-blocks, auxiliary class Aliphatic Chain, name is (Z)-Dodec-9-en-1-yl acetate, and the molecular formula is C14H26O2, Related Products of esters-buliding-blocks.

Referemce:
https://en.wikipedia.org/wiki/Ester,
Ester – an overview | ScienceDirect Topics

Dullin, Anja published the artcileSynthesis and cytotoxicity of enantiomerically pure [1,2-diamino-1-(4-fluorophenyl)-3-methylbutane]platinum(II) complexes, HPLC of Formula: 106391-88-2, the publication is ChemMedChem (2006), 1(6), 644-653, database is CAplus and MEDLINE.

A series of leaving group derivatives of enantiomerically pure [1,2-diamino-1-(4-fluorophenyl)-3-methylbutane]platinum(II) complexes were synthesized and tested for cytotoxicity. The enantiomeric purity was determined by ¹H NMR spectroscopy on the final diamines after derivation with (1R)-myrtenal. For coordination to platinum, the diamines were reacted with K₂Ptl₄. The treatment of diiodoplatinum(II) complexes (4F-Ph/iProp-Ptl₂) with Ag₂SO₄ resulted in the sulfatoplatinum(II) complexes (4F-Ph/iProp-PtSO₄), which can be easily transformed to dichloroplatinum(II) complexes (4F-Ph/iProp-PtCl₂) with 2 N HCl. The importance of the leaving groups and the configuration at the diamine ligand on the antiproliferative effects was evaluated on the hormone-dependent MCF-7 and the hormone-independent MDA-MB 231 breast cancer cell lines as well as the LNCaP/FGC prostate cancer cell line. (R,R)-4F-Ph/iProp-PtCl₂ was identified as the most active platinum(II) complex. The 3-Me group increased antiproliferative effects relative to the [1,2-diamino-1-(4-fluorophenyl)butane]platinum(II) complexes described in an earlier study.

ChemMedChem published new progress about 106391-88-2. 106391-88-2 belongs to esters-buliding-blocks, auxiliary class Amine,Aliphatic hydrocarbon chain,Amide,Aldehyde, name is (R)-tert-Butyl (3-methyl-1-oxobutan-2-yl)carbamate, and the molecular formula is C10H19NO3, HPLC of Formula: 106391-88-2.

Referemce:
https://en.wikipedia.org/wiki/Ester,
Ester – an overview | ScienceDirect Topics