118017-15-5Relevant academic research and scientific papers
Lipase-catalyzed monoprotection of 1,4-diols in an organic solvent using vinyl benzoate as acyl transfer agent
Ciuffreda, Pierangela,Casati, Silvana,Santaniello, Enzo
, p. 3663 - 3665 (2003)
Lipase from Mucor miehei (MML) has been selected as the most suitable enzyme to catalyze the efficient monobenzoylation of 1,4-diols using vinyl benzoate as acyl transfer reagent in tert-butyl methyl ether. The regioselectivity of the monobenzoylation of
Design, Synthesis, and Activity Evaluation of Novel Acyclic Nucleosides as Potential Anticancer Agents in Vitro and in Vivo
Hao, Er-Jun,Li, Gong-Xin,Liang, Yu-Ru,Xie, Ming-Sheng,Wang, Dong-Chao,Jiang, Xiao-Han,Cheng, Jia-Yi,Shi, Zhi-Xian,Wang, Yang,Guo, Hai-Ming
supporting information, p. 2077 - 2109 (2021/02/16)
In the present work, 103 novel acyclic nucleosides were designed, synthesized, and evaluated for their anticancer activities in vitro and in vivo. The structure-activity relationship (SAR) studies revealed that most target compounds inhibited the growth of colon cancer cells in vitro, of which 3-(6-chloro-9H-purin-9-yl)dodecan-1-ol (9b) exhibited the most potent effect against the HCT-116 and SW480 cells with IC50 values of 0.89 and 1.15 μM, respectively. Furthermore, all of the (R)-configured acyclic nucleoside derivatives displayed more potent anticancer activity compared to their (S)-counterparts. Mechanistic studies revealed that compound 9b triggered apoptosis in the cancer cell lines via depolarization of the mitochondrial membrane and effectively inhibited colony formation. Importantly, compound 9b inhibited the growth of the SW480 xenograft in a mouse model with low systemic toxicity. These results indicated that acyclic nucleoside compounds are viable as potent and effective anticancer agents, and compound 9b may serve as a promising lead compound that merits further attention in future anticancer drug discovery.
Total syntheses of melodienones by redox isomerization of propargylic alcohols
Dong, Chunmao,Peng, Weiwei,Wang, Huan,Zhang, Xiao,Zhang, Jun,Tan, Guishan,Xu, Kangping,Zou, Zhenxing,Tan, Haibo
supporting information, p. 5077 - 5081 (2021/06/21)
A remarkable base-promoted methodology for the rapid construction of the (E)- and (Z)-γ-oxo-α,β-alkenoic ester skeletons from readily accessible vinyl propargylic alcohols through modified redox isomerization was uncovered. This approach manifested its hi
Preparation method of anti-tumor natural medicine melodienones and analogues thereof
-
Paragraph 0030-0036, (2021/09/04)
The invention discloses a preparation method of anti-tumor natural medicine melodienones and analogues thereof. The preparation method comprises the following steps: reacting benzoyl chloride (9) and cis-1, 2-dimethylol ethylene (10) under a strong alkali
Synthesis and Evaluation of Ruthenium 2-Alkyl-6-mercaptophenolate Catalysts for Olefin Metathesis
Wang, Tao,Yu, Xiaobo,Zhang, Huiqing,Wu, Shutao,Guo, Weijie,Wang, Jianhui
, (2019/04/30)
A series of ruthenium carbene catalysts containing 2-sulfidophenolate bidentate ligand with an ortho-substituent next to the oxygen atom were synthesized. The molecular structure of ruthenium carbene complex containing 2-isopropyl-6-sulfidophenolate ligand was confirmed through single crystal X-ray diffraction. An oxygen atom can be found in the opposite position of the N-heterocyclic carbene (NHC) based on the steric hindrance and strong trans-effects of the NHC ligand. The ruthenium carbene catalyst can catalyze ring-opening metathesis polymerization (ROMP) reaction of norbornene with high activity and Z-selectivity and cross metathesis (CM) reactions of terminal alkenes with (Z)-but-2-ene-1,4-diol to give Z-olefin products (Z/E ratios, 70:30–89:11) in low yields (13%–38%). When AlCl3 was added into the CM reactions, yields (51%–88%) were considerably improved and process becomes highly selective for E-olefin products (E/Z ratios, 79:21–96:4). Similar to other ruthenium carbene catalysts, these new complexes can tolerate different functional groups.
Enantioselective synthesis of α-tri- and α-tetrasubstituted allylsilanes by copper-catalyzed asymmetric allylic substitution of allyl phosphates with silylboronates
Takeda, Momotaro,Shintani, Ryo,Hayashi, Tamio
, p. 5007 - 5017 (2013/07/11)
A copper/N-heterocyclic carbene-catalyzed asymmetric allylic substitution of allyl phosphates with a silylboronate has been developed to give highly enantioenriched allylsilanes. High regioselectivity has been achieved by employing NaOH as the base, and this catalyst system is effective for both γ-mono- and disubstituted allyl phosphates.
The regio- and stereospecific intermolecular dehydrative alkoxylation of allylic alcohols catalyzed by a gold(I) N-heterocyclic carbene complex
Mukherjee, Paramita,Widenhoefer, Ross A.
supporting information, p. 3437 - 3444 (2013/07/05)
A 1:1 mixture of [AuCl(IPr)] (IPr=1,3-bis(2,6-diisopropylphenyl)imidazol-2- ylidine) and AgClO4 catalyzes the intermolecular dehydrative alkoxylation of primary and secondary allylic alcohols with aliphatic primary and secondary alcohols to for
Palladium-catalyzed 1,4-addition of carboxylic acids to butadiene monoxide
Hamasaki, Akiyuki,Maruta, Shuhei,Nakamura, Aki,Tokunaga, Makoto
supporting information, p. 2129 - 2134 (2012/11/07)
Palladium complexes catalyze the 1,4-addition of acetic acid to butadiene monoxide to give 4-hydroxybut-2-en-1-yl acetate. The highest 1,4-/1,2-addition selectivity of 18.9 was achieved. The reaction seems to proceed via a Wacker-like mechanism. Copyright
Solid-phase olefin cross-metathesis promoted by a linker
Garner, Amanda L.,Koide, Kazunori
, p. 5235 - 5238 (2008/09/17)
(Chemical Equation Presented) Olefin cross-metathesis couples two alkenes to form complex molecules and has been widely used in solution-phase organic synthesis. However, this powerful method has rarely been used in solid-phase organic synthesis. Herein w
Synthesis and structure-activity relationships of novel benzene sulfonamides with potent binding affinity for bovine carbonic anhydrase II
Poulsen, Sally-Ann,Bornaghi, Laurent F.,Healy, Peter C.
, p. 5429 - 5433 (2007/10/03)
This manuscript reports the identification of a novel series of mono- and bis- benzene sulfonamides with potent binding affinity for bovine carbonic anhydrase II (bCAII). These compounds exhibited nanomolar equilibrium dissociation constants with Ki
