Tag: M.W=200-250

Tamaki, Yoshio published the artcileSelection of disruptants of pheromonal communication in both the smaller tea tortrix moth and the tea tortrix moth (Lepodeptera:Tortricidae), Computed Properties of 16974-11-1, the publication is Nippon Oyo Dobutsu Konchu Gakkaishi (1983), 27(2), 124-30, database is CAplus.

Six pheromonal components of the smaller tea tortrix moth and the tea tortrix moth and their 5 related compounds were evaluated for their activities as communication disruptants. When placed outside of synthetic pheromone traps, (Z)-11-tetradecenyl acetate (I) [20711-10-8], (Z)-9-tetradecenyl acetate (II) [16725-53-4], and (Z)-9-dodecenyl acetate (III) [16974-11-1] inhibited the attractancy of both pheromone mixtures for male moths. Mating of tethered females of the smaller tea tortrix moth was suppressed by I, whereas that of the tea tortrix moth was suppressed by I, III, and synthetic pheromone mixtures of both species. I and a 1:1:1 mixture of I, II, and III were the most effective communication disruptants toward both species.

Nippon Oyo Dobutsu Konchu Gakkaishi 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 C12H15NO, Computed Properties of 16974-11-1.

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

Cutts, Suzanne M. published the artcileFormaldehyde-releasing prodrugs in combination with adriamycin can overcome cellular drug resistance, Formula: C10H18O4, the publication is Oncology Research (2005), 15(4), 199-213, database is CAplus and MEDLINE.

The anticancer drug Adriamycin is widely used in cancer chemotherapy and is classified as a topoisomerase II inhibitor. However, in the presence of formaldehyde, Adriamycin also forms high levels of DNA adducts. In this study, a new series of butyric acid and formaldehyde-releasing drugs related to AN9 (pivaloyloxymethyl butyrate) was assessed for their ability to facilitate Adriamycin-DNA adduct formation in Adriamycin-sensitive and -resistant cell lines (HL60 and HL60/MX2; MES-SA and MES-SA/Dx5). Drugs that released two molar equivalents of formaldehyde per mol of prodrug were superior in their ability to enhance adduct formation compared to those that released one molar equivalent. Adduct formation (as assessed by binding of radiolabeled Adriamycin to genomic DNA) was always lower in the resistant cell lines compared to the sensitive cell lines. However, in growth inhibition experiments, prodrug combinations were able to overcome Adriamycin resistance to varying degrees, and the combination of Adriamycin with selected prodrugs that release two moles of formaldehyde totally overcame resistance in HL60/MX2 cells. These HL60-derived cells express altered levels of topoisomerase II and also express a mutant form of the enzyme. Combinations of Adriamycin with selected prodrugs that release one or two moles of formaldehyde partially overcame P-glycoprotein-mediated resistance in MES-SA/Dx5 cells. Formaldehyde-releasing prodrugs (as single agents) overcame both forms of resistance in the two resistant cell lines, demonstrating that they were not substrates of these resistance mechanisms. Collectively, these results suggest that changing the mechanism via which Adriamycin exerts its anticancer effect by dramatically increasing adduct levels (requiring coadministration of formaldehyde-releasing prodrugs) may be a useful means of cancer treatment, as well as for overcoming Adriamycin-induced resistance.

Oncology Research 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, Formula: C10H18O4.

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

Mansour, Oula C. published the artcileAn evaluation of the interaction of pixantrone with formaldehyde-releasing drugs in cancer cells, Synthetic Route of 122110-53-6, the publication is Cancer Chemotherapy and Pharmacology (2022), 89(6), 773-784, database is CAplus and MEDLINE.

Pixantrone is a synthetic aza-anthracenedione currently used in the treatment of non-Hodgkins lymphoma. The drug is firmly established as a poison of the nuclear enzyme topoisomerase II, however, pixantrone can also generate covalent drug-DNA adducts following activation by formaldehyde. While pixantrone-DNA adducts form proficiently in vitro, little evidence is presently at hand to indicate their existence within cells. The mol. nature of these lesions within cancer cells exposed to pixantrone and formaldehyde-releasing prodrugs was characterized along with the cellular responses to their formation. In vitro crosslinking assays, [14C] scintillation counting analyses and alk. comet assays were applied to characterize pixantrone-DNA adducts. Flow cytometry, cell growth inhibition and clonogenic assays were used to measure cancer cell kill and survival. Pixantrone-DNA adducts were not detectable in MCF-7 breast cancer cells exposed to [14C] pixantrone (10-40μM) alone, however the addition of the formaldehyde-releasing prodrug AN9 yielded readily measurable levels of the lesion at ∼ 1 adduct per 10 kb of genomic DNA. Co-administration with AN9 completely reversed topoisomerase II-associated DNA damage induction by pixantrone yet potentiated cell kill by the drug, suggesting that pixantrone-DNA adducts may promote a topoisomerase II-independent mechanism of cell death. Pixantrone-DNA adduct-forming treatments generally conferred mild synergism in multiple cell lines in various cell death and clonogenic assays, while pixantrone analogs either incapable or relatively defective in forming DNA adducts demonstrated antagonism when combined with AN9. The features unique to pixantrone-DNA adducts may be leveraged to enhance cancer cell kill and may be used to guide the design of pixantrone analogs that generate adducts with more favorable anticancer properties.

Cancer Chemotherapy and Pharmacology 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, Synthetic Route of 122110-53-6.

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

Tarasenko, Nataly published the artcileHistone deacetylase inhibitors: the anticancer, antimetastatic and antiangiogenic activities of AN-7 are superior to those of the clinically tested AN-9 (Pivanex), Product Details of C10H18O4, the publication is Clinical & Experimental Metastasis (2008), 25(7), 703-716, database is CAplus and MEDLINE.

Histone deacetylase inhibitory prodrugs that are metabolized to butyric acid and formaldehyde possess antineoplastic properties and low toxicity. We sought to characterize the antiangiogenic and antimetastatic activities of two lead prodrugs, pivaloyloxymethyl butyrate (AN-9) and butyroyloxymethyl-diethyl phosphate (AN-7) in murine cancer models. In the s.c. implanted human colon carcinoma HT-29 xenograft model AN-7, exhibited superior anticancer activity compared to AN-9, as was evident by the significantly greater inhibition of tumor growth and reduction of serum CEA. AN-7 was also more effective in reducing mean vessel d. (MVD) by 7-fold, bFGF, Ki-67 (7-fold) and HIF-1α in immunohistochem. stained tumor sections. Semi-quant. evaluation of the levels of bFGF, HDAC1 and HIF-1α by Western blot anal. showed a decrease in expression only in the tumors of mice treated with AN-7. The level of bFGF was reduced 3-fold in the tumor and that of TIMP1 was elevated (by 3-fold) in the serum of AN-7 treated mice. In a 4T1 metastatic breast carcinoma model, AN-7 inhibited the formation of lung lesions by 76% and AN-9 by 47%, further demonstrating the greater efficacy of AN-7 compared to AN-9 (P < 0.02). Both AN-7 and AN-9 exhibited antimetastatic and antiangiogenic activities by reducing vascularization, bFGF expression and HIF-1α. Yet, AN-7 was more potent than AN-9.

Clinical & Experimental Metastasis 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 C17H18N3NaO3S, Product Details of C10H18O4.

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

Ugarenko, Michal published the artcileABT-737 overcomes Bcl-2 mediated resistance to doxorubicin-DNA adducts, Product Details of C10H18O4, the publication is Biochemical Pharmacology (2010), 79(3), 339-349, database is CAplus and MEDLINE.

Doxorubicin is an anthracycline anticancer agent that functions primarily by inhibiting topoisomerase II, but also forms covalent DNA adducts depending on the cellular availability of formaldehyde. The combination of formaldehyde-releasing prodrugs (such as AN-9) with doxorubicin has been shown to result in synergistic doxorubicin-DNA adduct formation and synergistic apoptosis in HL-60 leukemic cells, offering the potential for lower concentrations of doxorubicin to be used clin. to minimize side-effects. However, the overexpression of Bcl-2 confers resistance to doxorubicin/AN-9 DNA adduct forming treatments, thus limiting the therapeutic potential of this drug combination. The small mol. inhibitor, ABT-737, which binds to and inhibits Bcl-2, Bcl-xL and Bcl-w, was used in combination with doxorubicin/AN-9 treatments to overcome resistance to doxorubicin-DNA adducts in Bcl-2 overexpressing HL-60 cells (HL-60/Bcl-2). The combination treatment of doxorubicin and AN-9 (and all single agent controls) failed to induce an apoptotic response in HL-60/Bcl-2 cells, however, the addition of low nanomolar (sub-lethal) concentrations of ABT-737 was able to greatly increase apoptosis levels. Various control compounds were used to demonstrate that the mechanism of cell kill in response to the triple treatment’ (doxorubicin, AN-9 and ABT-737) is dependent on DNA adduct formation. Therefore, the ability of ABT-737 to inhibit Bcl-2 renders previously resistant HL-60 cancer cells highly sensitive to doxorubicin-DNA adducts, leading to a classical apoptotic response. In conclusion, the data obtained provides promising evidence that the anticancer activity of doxorubicin-DNA adducts can be substantially enhanced in Bcl-2 overexpressing cancers with the use of the small mol. Bcl-2 inhibitor, ABT-737.

Biochemical Pharmacology 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 C12H10FeO4, Product Details of C10H18O4.

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

Zimra, Yael published the artcileUptake of pivaloyloxymethyl butyrate into leukemic cells and its intracellular esterase-catalyzed hydrolysis, Recommanded Product: (Pivaloyloxy)methyl butyrate, the publication is Journal of Cancer Research and Clinical Oncology (2000), 126(12), 693-698, database is CAplus and MEDLINE.

Pivaloyloxymethyl butyrate (AN-9), a butyric acid (BA) prodrug, exhibited low toxicity and significant anticancer activity in vitro and in vivo. The purpose of this study was to elucidate the basis for AN-9 increased anticancer activity compared to BA, by studying the uptake of BA and AN-9 into the cells. Methods: The uptake rate and level of [¹⁴C]-AN-9 and [¹⁴C]-BA, labeled on the carboxylic moiety of BA, into HL-60 and MEL leukemic cell lines was measured. The cells were filtered and the retained radioactivity was determined The dependence of the uptake on the activity of cellular esterases and membrane fluidity was investigated. Results: The uptake level in cells incubated with [¹⁴C]-AN-9 increased rapidly, peaked after 30 min in MEL and 1 h in HL-60 cells, and declined thereafter. This decline could be attributed to the hydrolysis of AN-9 by cellular esterases and catabolism of the released BA to CO₂. In cells pretreated with an esterase inhibitor and incubated with [¹⁴C]-AN-9, the reduction of radioactivity was less precipitous. In cells exposed to [¹⁴C]-BA, the intracellular radioactivity level was low and unaffected by treatment with an esterase inhibitor. The uptake of [¹⁴C]-AN-9 decreased significantly at 4° compared to that at 37°. Conclusion: The higher potency of AN-9 compared to BA could be at least partially attributed to the more rapid uptake of the lipophilic AN-9 and the release of BA in the cells.

Journal of Cancer Research and Clinical Oncology 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 C6H8O6, Recommanded Product: (Pivaloyloxy)methyl butyrate.

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

Asano, Akiko published the artcileConformational properties of ascydiacyclamide analogs with cyclic α-amino acids instead of oxazoline residues, SDS of cas: 106391-88-2, the publication is Bioorganic & Medicinal Chemistry (2017), 25(24), 6554-6562, database is CAplus and MEDLINE.

Ascidiacyclamide [ASC, cyclo(-Ile-oxazoline-D-Val-thiazole-)₂] is a cyclic octapeptide isolated from tunicates. We designed ASC analogs [cyclo(-Ile-Xxx-D-Val-thiazole-)₂] in which Pro or a homolog was substituted for oxazoline: [Pro]ASC (Xxx: proline), [Aze]ASC (Xxx: (S)-Azetidine-2-carboxylic acid), [Pip]ASC (Xxx: (S)-Piperidine-2-carboxylic acid) and [ΔPro]ASC (Xxx: (S)-3-pyrroline-2-carboxylic acid) to explore their potential to serve as substitutes for the oxazoline ring. The conformations of these analogs were examined using X-ray diffraction, ¹H NMR and CD spectroscopy. In both the crystal and solution states, the conformations of [Pro]ASC, [Aze]ASC and [ΔPro]ASC were novel square structures having two trans imide bonds and stabilized by two intramol. hydrogen bonds. The crystal structure of [Pip]ASC was a folded conformation with cis and trans imide bonds. Three isomers (cc, ct and tt) were present in a solution of [Pip]ASC. From crystal structures, the degree of puckering in the side chains of Pro and its homologues was estimated to be in the order Pip > Pro > Aze > ΔPro. [Pro]ASC and [Pip]ASC showed strong cytotoxicity, but [Aze]ASC and [ΔPro]ASC showed no cytotoxicity. Among the four analogs, there is consistency between the prolyl ring puckering and cytotoxicity, but not between the peptide backbone structure and cytotoxicity.

Bioorganic & Medicinal Chemistry 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, SDS of cas: 106391-88-2.

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

Ozerol, Esma Ahlatcioglu published the artcileThe impedance and dielectric properties of a chiral biphenylcarboxylic acid liquid crystal, Recommanded Product: Ethyl 4′-hydroxy-[1,1′-biphenyl]-4-carboxylate, the publication is Materials Research Express (2019), 6(6), 065103, database is CAplus.

We have been synthesized a chiral rod-like liquid crystal 4′-(S)-3,7-Dimethyloctyloxy-4-biphenylcarboxylic acid (DMOBC) exhibiting enantiotropic chiral nematic (N*) as a high temperature phase as well as a smectic mesophase (SmI*) in the wide temperature range. The dielec. and impedance properties of 4′-(S)-3,7-Dimethyloctyloxy-4-biphenylcarboxylic acid (DMOBC) liquid crystal have been analyzed over the frequency range from 1 Hz to 10 MHz at the room temperature

Materials Research Express 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 C15H14O3, Recommanded Product: Ethyl 4′-hydroxy-[1,1′-biphenyl]-4-carboxylate.

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

Ozturk, Emine published the artcileInvestigation of thermodynamic properties of 4-decyloxybiphenyl-4′-carboxylic acid liquid crystal and preparation of polymer dispersed liquid crystal composite, Application In Synthesis of 50670-76-3, the publication is Journal of Molecular Liquids (2018), 24-30, database is CAplus.

In this study, firstly, retention behavior of solvents on the liquid crystalline material 4-decyloxybiphenyl-4′-carboxylic acid (DBCA) has been studied by inverse gas chromatog. (IGC) technique. Liquid crystal (LC) selectivity was investigated using the acetate isomers by the IGC method at temperatures between 333.2 K and 543.2 K. Later on, the interactions of LC with n-octane, n-nonane, n-decane, undecane, dodecane, tridecane, Pr benzene, iso-Pr benzene, ethylbenzene, chlorobenzene and toluene between 518.2 K and 543.2 K were examined LC-solvent interaction parameters for Flory-Huggins theory, χ^∞₁₂, and equation of state theory, χ^*₁₂, effective exchange energy parameters, X_eff, the weight fraction activity coefficent, Ω^∞₁, the partial molar heat of mixing at infinite dilution of the solvent, ΔH^∞₁, molar heat of vaporization of solvent, ΔH_V and the partial molar heat of sorption of the solvent, ΔH_1,s were obtained. Secondly, polymer dispersed liquid crystal (PDLC) composite film in composition 20/80 poly(Me methacrylate) (PMMA):DBCA by weight was synthesized by solvent-induced phase separation method. The mesomorphic behavior of DBCA and PDLC composite has been investigated by differential scanning calorimetry (DSC) and optical polarizing microscopy (PM).

Journal of Molecular Liquids 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 C15H14O3, Application In Synthesis of 50670-76-3.

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

Akers, R. Patrick published the artcileResponse specificity of male olfactory receptor neurons for the major and minor components of a female pheromone blend, Synthetic Route of 16974-11-1, the publication is Physiological Entomology (1991), 16(1), 1-17, database is CAplus.

The sex attractant of the female redbanded leafroller moth, Argyrotaenia velutinana, is a blend of 7 compounds Specialized olfactory receptor neurons had been found for only 2 of the compounds, (Z)-11-tetradecenyl acetate (Z11-14:Ac) and (E)-11-tetradecenyl acetate (E11-14:Ac). These receptor neurons were always found in pairs within the long trichoid sensilla, which are the most abundant multi-pored sensilla on the male antenna. A systematic survey of all regions of the male antenna with standard extracellular recording techniques was undertaken to find receptor neurons responsive to the remaining 5 minor components of the female pheromone. Of the 113 long trichoid sensilla sampled, all contained 2 receptor neurons, one specialized for Z11-14:Ac and a second specialized for E11-14:Ac. A comparable number of recordings were then obtained from the less abundant classes of multi-pored sensilla. Two new receptor neuron types were found, responsive to the minor pheromone components (E)-9-dodecenyl acetate (E9-12:Ac) and (Z)-9-dodecenyl acetate (Z9-12:Ac). Scanning electron micrographs indicated that these recordings were obtained from shorter, narrower trichoid sensilla. The majority of these sensilla appeared to contain 3 neurons capable of spontaneous action potential production In each sensillum, only one receptor neuron appeared to respond to stimulation with a minor component of the female blend. The remaining 2 neurons did not respond to the chem. stimuli evaluated.

Physiological Entomology 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, Synthetic Route of 16974-11-1.

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