- An indole-based conjugated microporous polymer: A new and stable lithium storage anode with high capacity and long life induced by cation-π interactions and a N-rich aromatic structure
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An indole-based conjugated microporous polymer, poly(bisindolylmaleimide) (PBIM), with superior electrochemical performance as an anode material for LIBs has been obtained by FeCl3-promoted oxidative coupling polymerization. Benefiting from reversible cation-π interactions and a unique aromatic structure containing N heteroatoms, the prepared PBIM anode shows high capacity (1172 mA h g-1, 50 mA g-1), outstanding cycle life (1000 cycles), and remarkable rate performance (214 mA h g-1, 2.5C).
- Wei, Wenxuan,Chang, Guanjun,Xu, Yewei,Yang, Li
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Read Online
- Electronic effects in the acid-promoted deprotection of N-2,4-dimethoxybenzyl maleimides
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Cleavage of several 2,4-dimethoxybenzylmaleimides could be performed employing TFA in anisole. Electronic effects exemplified by varying the substitution present on the maleimide resulted in a variation in the rate of the deprotection. In contrast, 2,4-dimethoxybenzylsuccinimides were inert to the conditions.
- Watson, Daniel J.,Dowdy, Eric D.,Li, Wen-Sen,Wang, Jianji,Polniaszek, Richard
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- Palladium-Catalyzed Tandem Regioselective Oxidative Coupling from Indoles and Maleimides: One-Pot Synthesis of Indolopyrrolocarbazoles and Related Indolylmaleimides
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An efficient Pd(II)-catalyzed approach for the direct synthesis of indolo[3,2-a]pyrrolo[3,4-c]carbazole-6,8-diones has been developed from both free and protected (NH) indoles and maleimides via a regioselective tandem oxidative coupling reaction. The yie
- An, Yu-Long,Yang, Zhen-Hua,Zhang, He-Hui,Zhao, Sheng-Yin
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Read Online
- Bisindole maleimide fluorescent sensor containing aromatic amide group
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The invention relates to a bisindole maleimide fluorescent sensor containing an aromatic amide group. The fluorescent sensor is characterized in that 3,4-dibromomaleimide is used as a raw material, aGrignard reaction, anhydridation and methylation are per
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Paragraph 0013
(2020/12/08)
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- Synthesis and properties of novel heat-resistant fluorescent conjugated polymers with bisindolylmaleimide
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Conjugated polymers with bisindolylmaleimide (BIM) backbone are obtained by the condensation polymerization of methyl and octanyl N-substituted BIMs with 4,4'-difluoro-diphenylsulfone and 4,4'-difluoro-diphenylketone. The structures of polymers are confirmed by FTIR and NMR spectroscopy. The polymers exhibit both high glass transition temperatures (Tg > 175 °C) and high decomposition temperatures (T5 > 395 °C). Meanwhile, The UV–vis absorption and fluorescence spectra of the polymers are similar to the corresponding substituted BIMs. The quantum chemistry calculations indicate that the first excited states of polymers are mostly contributed by BIM structures.
- Zhang, Qianfeng,Chang, Guanjun,Zhang, Lin
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p. 513 - 516
(2017/09/13)
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- A double-indole maleic imide compound of preparation method
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The invention relates to a preparation method of bisindolyl maleimide compounds, which comprises the following steps: adding indole, maleimide compounds and zinc chloride into a solvent, heating under reflux for 10-24 hours, adding water, stirring, extrac
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- Diarylmaleic anhydrides: unusual organic luminescence, multi-stimuli response and photochromism
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Diarylmaleic anhydride derivatives containing benzene (BPMA), thiophene (BTMA) and indole (BIMA) exhibit diverse and distinct fluorescence: aggregation-caused quenching (ACQ) of red emission of BIMA, blue aggregation-induced emission (AIE) of BPMA, and green dual-state emission (DSE) of BTMA in both solution and the solid state. Theoretical calculation and crystal structure analysis indicate that intramolecular and intermolecular interactions are responsible for their different emission behavior. A series of DSE-active molecules with full-color emission could be developed for the first time, through modification of the structures of BPMA and BIMA. Interestingly, BTMA and BPMA display multi-stimuli-responsive luminescence with a high-contrast (Δλem > 100 nm) and an unusual photochromic phenomenon in dichloromethane, which were utilized to construct rewritable data storage and mimic molecular logic operation (4-to-2 encoder and 1?:?2 demultiplexer), respectively.
- Mei, Xiaofei,Wang, Jingwei,Zhou, Zhonggao,Wu, Shiyi,Huang, Limei,Lin, Zhenghuan,Ling, Qidan
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supporting information
p. 2135 - 2141
(2017/03/09)
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- Bisindolyl maleimide derivative and preparation method and application thereof
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The invention provides a bisindolyl maleimide derivative and a preparation method and application thereof. The bisindolyl maleimide derivative has an excellent alpha-glucosidase inhibition effect and can be used for preventing and treating diabetes.
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Paragraph 0203; 0204; 0688; 0689
(2017/01/02)
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- Bisindolylmaleimide derivative, and preparation method and use thereof
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The invention provides a bisindolylmaleimide derivative, and a preparation method and a use thereof. The bisindolylmaleimide derivative has a good tumor treatment effect, especially has a good treatment effect on some drug-resistant tumors, and can realize accurate treatment of the drug-resistant tumors.
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Paragraph 0206; 0207;
(2017/04/03)
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- Friedel-Crafts alkylation on indolocarbazoles catalyzed by two dimethylallyltryptophan synthases from Aspergillus
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Prenylated indolocarbazoles have been reported neither from natural sources, nor by chemical synthetic approaches. In this Letter, we report a regiospecific prenylation of indolocarbazoles at the para-position of the indole N-atom by two recombinant enzymes from the dimethylallyltryptophan synthase (DMATS) superfamily, that is, 5-DMATS from Aspergillus clavatus and FgaPT2 from Aspergillus fumigatus.
- Yu, Xia,Yang, Aigang,Lin, Wenhan,Li, Shu-Ming
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p. 6861 - 6864
(2013/01/15)
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- Synthesis of arcyriarubin a and arcyriaflavin a via cross-coupling of indolylboronic acid with dibromomaleimides
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Arcyriarubin A was first isolated by Steglich in 1980; it is also the key intermediate in the synthesis of indolocarbazole compounds. A new synthetic approach to the natural products arcyriaflavin A and arcyriarubin A is described. The key step is a Suzuk
- Wang, Ke,Liu, Zhanzhu
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experimental part
p. 144 - 150
(2010/03/24)
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- Simplified staurosporine analogs as potent JAK3 inhibitors
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Simplification of bottom ring and regioselective functionalization of the indolocarbazole unit of staurosporine (2) are described. The modification led to a new series of simplified staurosporine analogs, which exhibited significant inhibitory activity ag
- Yang, Shyh-Ming,Malaviya, Ravi,Wilson, Lawrence J.,Argentieri, Rochelle,Chen, Xin,Yang, Cangming,Wang, Bingbing,Cavender, Druie,Murray, William V.
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p. 326 - 331
(2007/10/03)
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- Bisindolylmaleimides with large stokes shift and long-lasting chemiluminescence properties
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Various bisindolylmaleimides have fluorescence emission maxima wavelengths longer than 500 nm, large Stokes shifts longer than 200 nm, different fluorescence emission wavelengths at an excitation wavelength of 365 nm, and a long-lasting chemiluminescence.
- Nakazono, Manabu,Nanbu, Shinkoh,Uesaki, Akihiro,Kuwano, Ryoichi,Kashiwabara, Manabu,Zaitsu, Kiyoshi
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p. 3583 - 3586
(2008/02/11)
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- PLANT GROWTH REGULATION
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The present invention relates to the use of a compound for plant growth regulation, preferably by application of the compound to plants, to the seeds from which they grow or to the locus in which they grow, in an effective plant growth regulating, prefera
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Page/Page column 20
(2008/06/13)
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- A PROCESS FOR THE PREPARATION OF INDOLYMALEIMIDES
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The present invention relates to an improved method of synthesis for indolylmaleimides, such as symmetrical and non-symmetrical bis-indolylmaleimides as well as indolylmaleimides. The process of the present invention has advantages such as shorter reaction time along with fewer amounts of impurity. The yield and purity of the product are good and thus the process has wider industrial applicability.
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- Aryl[a]pyrrolo[3,4-c]carbazoles as selective Cyclin D1-CDK4 inhibitors
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The synthesis of new analogues of Arcyriaflavin A in which one indole ring is replaced by an aryl or heteroaryl ring is described. These new series of aryl[a]pyrrolo[3,4-c]carbazoles were evaluated as inhibitors of Cyclin D1-CDK4. A potent and selective D
- Sanchez-Martinez, Concha,Shih, Chuan,Faul, Margaret M.,Zhu, Guoxin,Paal, Michael,Somoza, Carmen,Li, Tiechao,Kumrich, Christine A.,Winneroski, Leonard L.,Xun, Zhou,Brooks, Harold B.,Patel, Bharvin K. R.,Schultz, Richard M.,DeHahn, Tammy B.,Spencer, Charles D.,Watkins, Scott A.,Considine, Eileen,Dempsey, Jack A.,Ogg, Catherine A.,Campbell, Robert M.,Anderson, Bryan A.,Wagner, Jill
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p. 3835 - 3839
(2007/10/03)
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- Studies on cyclin-dependent kinase inhibitors: Indolo-[2,3-a]pyrrolo[3,4-c]carbazoles versus bis-indolylmaleimides
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A series of indolo[2,3-a]pyrrolo[3,4-c]carbazoles and their bis-indolylmaleimides precursors have been prepared in order to compare their activity as D1-CDK4 inhibitors. Both enzymatic and antiproliferative assays have shown that the structurally more constrained indolo[2,3-a]pyrrolo[3,4-c]carbazoles are consistently more active (8-42-fold) in head-to-head comparison with their bis-indolylmaleimides counterparts. Cell-cycle analysis using flow cytometry have also shown that the indolocarbazoles are selective G1 blockers while the bis-indolylmaleimides arrest cells in the G2/M phase.
- Sanchez-Martinez, Concha,Shih, Chuan,Zhu, Guoxin,Li, Tiechao,Brooks, Harold B.,Patel, Bharvin K. R.,Schultz, Richard M.,DeHahn, Tammy B.,Spencer, Charles D.,Watkins, Scott A.,Ogg, Catherine A.,Considine, Eileen,Dempsey, Jack A.,Zhang, Faming
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p. 3841 - 3846
(2007/10/03)
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- Macrocyclic bisindolylmaleimides as inhibitors of protein kinase C and glycogen synthase kinase-3
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Efficient methods were developed to synthesize a novel series of macrocyclic bisindolylmaleimides containing linkers with multiple heteroatoms. Potent inhibitors (single digit nanomolar IC50) for PKC-β and GSK-3β were identified, and compounds showed good selectivity over PKC-α, -γ, -δ, -ε, and -ζ. Representative compound 5a also had high selectivity in a screening panel of 10 other protein kinases. In cell-based functional assays, several compounds effectively blocked interleukin-8 release induced by PKC-βII and increased glycogen synthase activity by inhibiting GSK-3β.
- Zhang, Han-Cheng,White, Kimberly B.,Ye, Hong,McComsey, David F.,Derian, Claudia K.,Addo, Michael F.,Andrade-Gordon, Patricia,Eckardt, Annette J.,Conway, Bruce R.,Westover, Lori,Xu, Jun Z.,Look, Richard,Demarest, Keith T.,Emanuel, Stuart,Maryanoff, Bruce E.
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p. 3049 - 3053
(2007/10/03)
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- Indolocarbazoles: Potent, selective inhibitors of human cytomegalovirus replication
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In our search for new, safer anti-HCMV agents, we discovered that the natural product Arcyriaflavin A (1a) was a potent inhibitor of HCMV replication in cell culture. A series of analogues (symmetrical indolocarbazoles) was synthesised to investigate structure-activity relationships in this series against a range of herpes viruses (HCMV, VZV, HSV1, and 2). This identified a number of novel, selective and potent inhibitors of HCMV, 12,13-dihydro-2,10-difluoro-5H-indolo[2,3-a]pyrrolo[3,4-c]carbazole-5,7-(6H)-dione (1d) being the best example (IC50=40nM, therapeutic index >1450). Compounds described in this series were generally poor inhibitors of protein kinase C βII, and no correlation was found between the ability to inhibit HCMV and the enzyme PKC. Copyright (C) 1999 Elsevier Science Ltd.
- Slater, Martin J.,Cockerill, Stuart,Baxter, Robert,Bonser, Robert W.,Gohil, Kam,Gowrie, Clare,Robinson, J. Edward,Littler, Edward,Parry, Nigel,Randall, Roger,Snowden, Wendy
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p. 1067 - 1074
(2007/10/03)
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- Design of new inhibitors for cdc2 kinase based on a multiple pseudosubstrate structure
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New inhibitors have been designed for cdc2 kinase based on a multiple pseudosubstrate structure. The new inhibitors have three different structural components: 3,4-bis(indol-3-yl)maleimide, Ac-Cys-(Ser)-Pro-Lys-Lys-NHMe, and ethyloxy group between the two components. Inhibitory activities toward cdc2 and other protein kinases were investigated, and the compound (21) with Ac- Cys-Pro-Lys-Lys-NHMe connected with the triethylene glycol spacer exhibited the most potent inhibition with relatively high selectivity.
- Sasaki, Shigeki,Hashimoto, Tomohiro,Obana, Norihiro,Yasuda, Hideyo,Uehara, Yoshimasa,Maeda, Minoru
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p. 1019 - 1022
(2007/10/03)
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- A general approach to the synthesis of bisindolylmaleimides: Synthesis of staurosporine aglycone
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Bisindolylmaleimides are prepared in 65-95% yield by reaction of an indole Grignard with either 2,3-dichloro-N-methylmaleimide or 2,3-dichloromaleimide. A one-step synthesis of arcyriarubin A in 72% yield affords ready access to the staurosporine aglycone
- Faul,Sullivan,Winneroski
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p. 1511 - 1516
(2007/10/02)
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- Oxidative cyclisations with palladium acetate. A short synthesis of staurosporine aglycone
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A palladium acetate mediated oxidative cyclisation has been used as the key step for the syntheses staurosporine aglycone and related analogues.
- Harris,Hill,Keech,Malsher
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p. 8361 - 8364
(2007/10/02)
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- Inhibitors of Protein Kinase C. 1. 2,3-Bisarylmaleimides
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The design and synthesis of a series of novel inhibitors of protein kinase C (PKC) is described.These 2,3-bisarylmaleimides were derived from the structural lead provided by the indolocarbazoles, staurosporine and K252a.Optimum activity required the imide NH, both carbonyl groups, and the olefinic bond of the maleimide ring. 2,3-Bisindolylmaleimides were the most active, and the potency of these was improved by a chloro substituent at the 5-position of one indole ring (compound 28, IC50 0.11 μM).In a series of (phenylindolyl)maleimides, nitro compound 74 was most active (IC50 0.67 μM).Naphthalene 19 and benzothiophene 21 showed greater than 100-fold selectivity for inhibition of PKC over the closely related cAMP-dependent protein kinase (PKA).
- Davis, Peter D.,Hill, Christopher H.,Lawton, Geoffrey,Nixon, John S.,Wilkinson, Sandra E.,et al.
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p. 177 - 184
(2007/10/02)
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