81-84-5Relevant articles and documents
Mechanistically optimized intramolecular catalysis in the hydrolysis of esters. Global changes involved in molecular reactivity
Yunes, Santiago F.,Gesser, Jose C.,Chaimovich, Hernan,Nome, Faruk
, p. 461 - 465 (1997)
The hydrolysis of the 2′,2′,2′-trifluoroethyl monoester of 1,8-naphthalic acid (1) proceeds via the monoanion with the intermediate formation of the corresponding anhydride. The rate constant for the formation of 1,8-naphthalic anhydride (2) is ca 2500 times faster than its rate of hydrolysis. The isotope effect in the plateau region and theoretical calculations at the PM3 level suggest that elimination of the alkoxide is the rate-limiting step for the reaction. Accordingly, decomposition of the isopropyl monoester of naphthalic acid proceeds 104 times slower than the spontaneous decomposition of 1. The remarkably high rate of monoester decomposition derives from the special configuration of the substrates and important contributions that arise from relief of torsional strain, which clearly includes electron redistribution due to the decrease in steric hindrance to resonance and the fact that proximity obviates solvation.
Degradation of acenaphthylene and anthracene by chemically modified laccase from Trametes versicolor
Liu, Yulong,Hua, Xiufu
, p. 31120 - 31122 (2014)
We are studying the chemically modified laccase from Trametes versicolor for use in the in vitro oxidation of two polycyclic aromatic hydrocarbons (PAHs), acenaphthylene and anthracene, in combination with 2,2′-azino-bis- (3-ethylbenzothiazoline-6-sulfonic acid) (ABTS) as a redox mediator. The results indicate that the maleic anhydride modified laccase (MA-Lac) improved the stability of laccase to temperature, pH and storage time compared with the free enzyme. After incubation for 72 h, the MA-Lac-ABTS system oxidized acenaphthylene and anthracene to more than 70% from the reaction mixture. This journal is the Partner Organisations 2014.
Photochemical Wolf Rearrangement of a Triplet Groung-State Carbene
Hayes, Richard A.,Hess, Thomas C.,McMahon, Robert J.,Chapman, Orville L.
, p. 7786 - 7787 (1983)
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A Pt(IV)-based mononitro-naphthalimide conjugate with minimized side-effects targeting DNA damage response via a dual-DNA-damage approach to overcome cisplatin resistance
Li, Linrong,Li, Yingguang,Liu, Hanfang,Ma, Jing,Niu, Jie,Xie, Songqiang,Yue, Kexin
, (2020/07/03)
Platinum(Pt)(II) drugs and new Pt(IV) agents behave the dysregulation of apoptosis as the result of DNA damage repair and thus, are less effective in the treatment of resistant tumors. Herein, mononitro-naphthalimide Pt(IV) complex 10b with minimized side-effects was reported targeting DNA damage response via a dual-DNA-damage approach to overcome cisplatin resistance. 10b displayed remarkably evaluated antitumor (70.10percent) activities in vivo compared to that of cisplatin (52.88percent). The highest fold increase (FI) (5.08) for A549cisR cells and the lowest (0.72) for A549 indicated 10b preferentially accumulated in resistant cell lines. The possible molecular mechanism indicates that 10b targets resistant cells in a totally different way from the existing Pt drugs. The cell accumulation and the Pt levels in genomic DNA from 10b is almost 5 folds higher than that of cisplatin and oxaliplatin, indicating the naphthalimide moiety in 10b exhibits preferentially DNA damage. Using 5′-dGMP as a DNA model, the DNA-binding properties of 10b (1 mM) with 5′-dGMP (3 mM) in the presence of ascorbic acid (5 mM) deduced that 10b was generated by the combination of cisplatin with 5′-dGMP after reduction by ascorbic acid. Moreover, 10b promoted the expression of p53 gene and protein more effectively than cisplatin, leading to the increased anticancer activity. The up-regulated γH2A.X and down-regulated RAD51 indicates that 10b not only induced severe DNA damage but also inhibited the DNA damage repair, thus resulting in its higher cytotoxicity in comparison to that of cisplatin. Their preferential accumulation in cancer cells (SMMC-7721) compared to the matched normal cells (HL-7702 cells) demonstrated that they were potentially safe for clinical therapeutic use. In addition, the higher therapeutic indices of 10b for 4T1 cells in vivo indicated that naphthalimide-Pt(IV) conjugates behaved a vital function in the treatment of breast cancer. For the first time, our study implies a significant strategy for Pt drugs to treat resistance cancer targeting DNA damage repair via dual DNA damage mechanism in a totally new field.
A 3, 9 - perylene dicarboxylic acid preparation method
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Paragraph 0018; 0019; 0020, (2019/03/23)
The invention discloses a 3, 9 - perylene dicarboxylic acid of preparation method, specific step is ice-acetic acid in a solvent, in the dihydro e is obtained under the action of the sodium dichromate of 1, 8 - naphthalenedicarboxylic anhydride; 1, 8 - naphthalenedicarboxylic anhydride in saturated ammonia under the action of the acylation to obtain the 1, 8 - naphthalene asia amide; 1, 8 - naphthalene asia amide in potassium hydroxide and anhydrous sodium acetate manufacturing of the alkaline environment in the alkaline environment in C - C under high-temperature conditions obtained by coupling the 3, 4, 9, 10 - perylenetetracarboxylic acid diimide; 3, 4, 9, 10 - perylenetetracarboxylic acid diimide in under the action of the strong acid is converted into the 3, 4, 9, 10 - [...]; 3, 4, 9, 10 - [...] in microwave reactor in alkaline hydrolysis by the decarboxylation of 3, 9 - perylene dicarboxylic acid. The invention synthetic process more economic, environmental protection, high-efficient and simple.
