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Journal articles on the topic 'Bisindolylmaleimides'

Author: Grafiati

Published: 4 June 2021

Last updated: 9 February 2022

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1

Barrett, Simon, Stephen Bartlett, Amanda Bolt, et al. "Configurational Stability of Bisindolylmaleimide Cyclophanes: From Conformers to the First Configurationally Stable, Atropisomeric Bisindolylmaleimides." Chemistry - A European Journal 11, no. 21 (2005): 6277–85. http://dx.doi.org/10.1002/chem.200500520.

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2

Bit, Rino A., Peter H. Crackett, William Harris, and Christopher H. Hill. "A convenient synthesis of bisindolylmaleimides." Tetrahedron Letters 34, no. 35 (1993): 5623–26. http://dx.doi.org/10.1016/s0040-4039(00)73899-8.

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3

Chiu, Ching-Wen, Tahsin J. Chow, Chang-Hao Chuen, Hsiu-Mei Lin, and Yu-Tai Tao. "Bisindolylmaleimides as Red Electroluminescence Materials." Chemistry of Materials 15, no. 23 (2003): 4527–32. http://dx.doi.org/10.1021/cm0303890.

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4

Wilkinson, S. E., P. J. Parker, and J. S. Nixon. "Isoenzyme specificity of bisindolylmaleimides, selective inhibitors of protein kinase C." Biochemical Journal 294, no. 2 (1993): 335–37. http://dx.doi.org/10.1042/bj2940335.

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The protein kinase C (PKC) family of isoenzymes is believed to mediate a wide range of signal-transduction pathways in many different cell types. A series of bisindolylmaleimides have been evaluated as inhibitors of members of the conventional PKC family (PKCs-alpha, -beta, -gamma) and of a representative of the new, Ca(2+)-independent, PKC family, PKC-epsilon. In contrast with the indolocarbazole staurosporine, all the bisindolylmaleimides investigated showed slight selectivity for PKC-alpha over the other isoenzymes examined. In addition, bisindolylmaleimides bearing a conformationally restr

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5

Brenner, M. "Synthesis of arcyriarubin b and related bisindolylmaleimides." Tetrahedron 44, no. 10 (1988): 2883–86. http://dx.doi.org/10.1016/s0040-4020(01)96236-2.

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6

Brenner, Michael, Hans Rexhausen, Bert Steffan, and Wolfgang Steglich. "Synthesis of arcyriarubin b and related bisindolylmaleimides." Tetrahedron 44, no. 10 (1988): 2887–92. http://dx.doi.org/10.1016/s0040-4020(88)90025-7.

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7

BIT, R. A., P. H. CRACKETT, W. HARRIS, and C. H. HILL. "ChemInform Abstract: A Convenient Synthesis of Bisindolylmaleimides." ChemInform 24, no. 52 (2010): no. http://dx.doi.org/10.1002/chin.199352169.

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8

Mandl, Christian, Manfred Zabel, and Burkhard König. "Synthesis and Structure of New Macrocyclic Bisindolylmaleimides." Collection of Czechoslovak Chemical Communications 68, no. 5 (2003): 899–906. http://dx.doi.org/10.1135/cccc20030899.

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We report synthesis and structure of three new macrocyclic bisindolylmaleimides. The UV spectra of the xylene-bridged compounds4and6show significant differences. A dependence of the absorption properties on the maleimide-indole torsion angles is likely. A first attempt to use induced changes in ring conformation of the more flexible macrocyclic crown ether derivative8to signal the presence of metal cations failed.

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9

Faul, Margaret M., Leonard L. Winneroski, Christine A. Krumrich, et al. "Macrocyclic Bisindolylmaleimides: Synthesis by Inter- and Intramolecular Alkylation." Journal of Organic Chemistry 63, no. 6 (1998): 1961–73. http://dx.doi.org/10.1021/jo971980h.

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10

Faul, Margaret M., and Christine A. Krumrich. "Cyclization Strategies for the Synthesis of Macrocyclic Bisindolylmaleimides." Journal of Organic Chemistry 66, no. 6 (2001): 2024–33. http://dx.doi.org/10.1021/jo001605g.

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11

Faul, Margaret M., James R. Gillig, Michael R. Jirousek та ін. "Acyclic N-(azacycloalkyl)bisindolylmaleimides: isozyme selective inhibitors of PKCβ". Bioorganic & Medicinal Chemistry Letters 13, № 11 (2003): 1857–59. http://dx.doi.org/10.1016/s0960-894x(03)00286-5.

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12

Faul, Margaret M., Leonard L. Winneroski, and Christine A. Krumrich. "A New, Efficient Method for the Synthesis of Bisindolylmaleimides." Journal of Organic Chemistry 63, no. 17 (1998): 6053–58. http://dx.doi.org/10.1021/jo980513c.

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13

Neel, David A., Michael R. Jirousek, and John H. McDonald. "Synthesis of bisindolylmaleimides using a palladium catalyzed cross-coupling reaction." Bioorganic & Medicinal Chemistry Letters 8, no. 1 (1998): 47–50. http://dx.doi.org/10.1016/s0960-894x(97)10174-3.

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14

Roy, Sudipta, Sujata Roy, and Gordon W. Gribble. "A Practical Method for the Synthesis of Indolylaryl- and Bisindolylmaleimides." Organic Letters 8, no. 21 (2006): 4975–77. http://dx.doi.org/10.1021/ol0621203.

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15

FAUL, M. M., L. L. WINNEROSKI, C. A. KRUMRICH, et al. "ChemInform Abstract: Macrocyclic Bisindolylmaleimides: Synthesis by Inter- and Intramolecular Alkylation." ChemInform 29, no. 31 (2010): no. http://dx.doi.org/10.1002/chin.199831173.

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16

Nakazono, Manabu, Shinkoh Nanbu, Akihiro Uesaki, Ryoichi Kuwano, Manabu Kashiwabara, and Kiyoshi Zaitsu. "Bisindolylmaleimides with Large Stokes Shift and Long-Lasting Chemiluminescence Properties." Organic Letters 9, no. 18 (2007): 3583–86. http://dx.doi.org/10.1021/ol701431g.

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17

Bartlett, Stephen, and Adam Nelson. "Evaluation of alternative approaches for the synthesis of macrocyclic bisindolylmaleimides." Organic & Biomolecular Chemistry 2, no. 19 (2004): 2874. http://dx.doi.org/10.1039/b405010j.

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18

Li, Yang, Lifeng Cao, Zhijun Ning, Zhe Huang, Yong Cao, and He Tian. "Soluble porphyrin–bisindolylmaleimides dyad and pentamer as saturated red luminescent materials." Tetrahedron Letters 48, no. 6 (2007): 975–78. http://dx.doi.org/10.1016/j.tetlet.2006.12.013.

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19

FAUL, M. M., L. L. WINNEROSKI, and C. A. KRUMRICH. "ChemInform Abstract: A New, Efficient Method for the Synthesis of Bisindolylmaleimides." ChemInform 30, no. 3 (2010): no. http://dx.doi.org/10.1002/chin.199903128.

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20

Faul, Margaret M., John L. Grutsch, Michael E. Kobierski та ін. "Strategies for the synthesis of N-(azacycloalkyl)bisindolylmaleimides: selective inhibitors of PKCβ". Tetrahedron 59, № 36 (2003): 7215–29. http://dx.doi.org/10.1016/s0040-4020(03)00973-6.

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21

NEEL, D. A., M. R. JIROUSEK, and J. H. III MCDONALD. "ChemInform Abstract: Synthesis of Bisindolylmaleimides Using a Palladium Catalyzed Cross-Coupling Reaction." ChemInform 29, no. 18 (2010): no. http://dx.doi.org/10.1002/chin.199818135.

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22

Faul, Margaret M., Kevin A. Sullivan, and Leonard L. Winneroski. "A General Approach to the Synthesis of Bisindolylmaleimides: Synthesis of Staurosporine Aglycone." Synthesis 1995, no. 12 (1995): 1511–16. http://dx.doi.org/10.1055/s-1995-4146.

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23

Braña, Miguel F., Loreto Añorbe, Gema Tarrasón, Francesc Mitjans, and Jaume Piulats. "Synthesis and biological evaluation of novel bisindolylmaleimides that inhibit vascular endothelial cell proliferation." Bioorganic & Medicinal Chemistry Letters 11, no. 20 (2001): 2701–3. http://dx.doi.org/10.1016/s0960-894x(01)00535-2.

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24

Zhang, Han-Cheng, Kimberly B. White, Hong Ye, et al. "Macrocyclic bisindolylmaleimides as inhibitors of protein kinase C and glycogen synthase kinase-3." Bioorganic & Medicinal Chemistry Letters 13, no. 18 (2003): 3049–53. http://dx.doi.org/10.1016/s0960-894x(03)00644-9.

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25

Faul, Margaret M., and Kevin A. Sullivan. "Phenyliodine(III) bis(trifluoroacetate)-mediated oxidation of bisindolylmaleimides to indolo[2,3-a]carbazoles." Tetrahedron Letters 42, no. 19 (2001): 3271–73. http://dx.doi.org/10.1016/s0040-4039(01)00453-1.

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26

Bartlett, Stephen, Godfrey S. Beddard, Richard M. Jackson, et al. "Comparison of the ATP Binding Sites of Protein Kinases Using Conformationally Diverse Bisindolylmaleimides." Journal of the American Chemical Society 127, no. 33 (2005): 11699–708. http://dx.doi.org/10.1021/ja050576u.

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27

Trost, Barry M., and Weiping Tang. "An Enantioselective Strategy to Macrocyclic Bisindolylmaleimides. An Efficient Formal Synthesis of LY 333531." Organic Letters 3, no. 21 (2001): 3409–11. http://dx.doi.org/10.1021/ol016666v.

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28

Davis, Peter D., Lucy H. Elliott, William Harris, et al. "Inhibitors of protein kinase C. 2. Substituted bisindolylmaleimides with improved potency and selectivity." Journal of Medicinal Chemistry 35, no. 6 (1992): 994–1001. http://dx.doi.org/10.1021/jm00084a004.

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29

Roy, Sudipta, Alan Eastman, and Gordon W. Gribble. "Synthesis of bisindolylmaleimides related to GF109203x and their efficient conversion to the bioactive indolocarbazoles." Organic & Biomolecular Chemistry 4, no. 17 (2006): 3228. http://dx.doi.org/10.1039/b607504e.

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30

FAUL, M. M., K. A. SULLIVAN, and L. L. WINNEROSKI. "ChemInform Abstract: A General Approach to the Synthesis of Bisindolylmaleimides: Synthesis of Staurosporine Aglycone." ChemInform 27, no. 20 (2010): no. http://dx.doi.org/10.1002/chin.199620111.

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31

Bit, Rino A., Peter D. Davis, Lucy H. Elliott, et al. "Inhibitors of protein kinase C. 3. Potent and highly selective bisindolylmaleimides by conformational restriction." Journal of Medicinal Chemistry 36, no. 1 (1993): 21–29. http://dx.doi.org/10.1021/jm00053a003.

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32

Trost, Barry M., and Weiping Tang. "ChemInform Abstract: An Enantioselective Strategy to Macrocyclic Bisindolylmaleimides. An Efficient Formal Synthesis of LY 333531." ChemInform 33, no. 9 (2010): no. http://dx.doi.org/10.1002/chin.200209163.

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33

Brana, Miguel F., Loreto Anorbe, Gema Tarrason, Francesc Mitjans, and Jaume Piulats. "ChemInform Abstract: Synthesis and Biological Evaluation of Novel Bisindolylmaleimides that Inhibit Vascular Endothelial Cell Proliferation." ChemInform 33, no. 4 (2010): no. http://dx.doi.org/10.1002/chin.200204145.

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34

Murakami, Yuko, Kohji Noguchi, Satoshi Yamagoe, Tetsuro Suzuki, Takaji Wakita, and Hidesuke Fukazawa. "Identification of bisindolylmaleimides and indolocarbazoles as inhibitors of HCV replication by tube-capture-RT-PCR." Antiviral Research 83, no. 2 (2009): 112–17. http://dx.doi.org/10.1016/j.antiviral.2009.03.008.

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35

Faul, Margaret M., and Kevin A. Sullivan. "ChemInform Abstract: Phenyliodine(III) Bis(trifluoroacetate)-Mediated Oxidation of Bisindolylmaleimides to Indolo[2,3-a]carbazoles." ChemInform 32, no. 31 (2010): no. http://dx.doi.org/10.1002/chin.200131119.

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36

Huang, Qiuqin, Zhengde Liu, Limei Huang, Zhenghuan Lin, and Qidan Ling. "Metal ion-induced coordination and cyclization of crown ether-based bisindolylmaleimides: different fluorescence responses and applications in complex logical operations." Journal of Materials Chemistry C 7, no. 44 (2019): 13904–11. http://dx.doi.org/10.1039/c9tc04491d.

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Bisindolylmaleimide derivatives with crown ether display different interaction mechanisms with metal ions: coordination and oxidative cyclization, causing red and green emission, respectively, which can be used to construct advanced logic systems.

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37

Uang, Biing-Jiun, G. Mahesh Reddy, and Shyh-Yeon Chen. "A Facile Synthesis of Indolo[2,3-a]pyrrolo[3,4-c]carbazoles via Oxidative Photocyclization of Bisindolylmaleimides." Synthesis 2003, no. 04 (2003): 0497–500. http://dx.doi.org/10.1055/s-2003-37645.

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38

Nakazono, Manabu, Yasuyuki Sato, Shigeo Hasegawa, Norimasa Arisuda, Aiko Miyamoto, and Kiyoshi Zaitsu. "Rapid Separation of Hydrophobic Compounds by UPLC: in Case of Bisindolylmaleimides, Indolocarbazoles or Fullerene C60 Derivatives." Chromatographia 70, no. 5-6 (2009): 933–37. http://dx.doi.org/10.1365/s10337-009-1271-0.

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39

Xie, Guojian, Rajan Gupta, Kevin Atchison, and J. William Lown. "Bisindolylmaleimides Linked to DNA Minor Groove Binding Lexitropsins: Synthesis, Inhibitory Activity against Topoisomerase I, and Biological Evaluation." Journal of Medicinal Chemistry 39, no. 5 (1996): 1049–55. http://dx.doi.org/10.1021/jm950465d.

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40

Bone, Heather K., Teresa Damiano, Stephen Bartlett, et al. "Involvement of GSK-3 in Regulation of Murine Embryonic Stem Cell Self-Renewal Revealed by a Series of Bisindolylmaleimides." Chemistry & Biology 16, no. 1 (2009): 15–27. http://dx.doi.org/10.1016/j.chembiol.2008.11.003.

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41

Wang, Jianji, Miguel Rosingana, Daniel J. Watson, et al. "Practical synthesis of the rebeccamycin aglycone and related analogs by oxidative cyclization of bisindolylmaleimides with a Wacker-type catalytic system." Tetrahedron Letters 42, no. 51 (2001): 8935–37. http://dx.doi.org/10.1016/s0040-4039(01)02021-4.

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42

Bykov, E. E., S. A. Lakatosh, and M. N. Preobrazhenskaya. "Transformations of 3,4-bisindolylmaleimides with differently bonded indole and maleimide moieties under the action of protic acids: A quantum chemical study." Russian Chemical Bulletin 55, no. 5 (2006): 781–87. http://dx.doi.org/10.1007/s11172-006-0333-9.

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43

Lande, Duc Hoàng, Abed Nasereddin, Arne Alder, et al. "Synthesis and Antiplasmodial Activity of Bisindolylcyclobutenediones." Molecules 26, no. 16 (2021): 4739. http://dx.doi.org/10.3390/molecules26164739.

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Malaria is one of the most dangerous infectious diseases. Because the causative Plasmodium parasites have developed resistances against virtually all established antimalarial drugs, novel antiplasmodial agents are required. In order to target plasmodial kinases, novel N-unsubstituted bisindolylcyclobutenediones were designed as analogs to the kinase inhibitory bisindolylmaleimides. Molecular docking experiments produced favorable poses of the unsubstituted bisindolylcyclobutenedione in the ATP binding pocket of various plasmodial protein kinases. The synthesis of the title compounds was accomp

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44

Witulski, Bernhard, and Torsten Schweikert. "Synthesis of Indolo[2,3-a]pyrrolo[3,4-c]carbazoles by Oxidative Cyclization of Bisindolylmaleimides with a Rhodium(III)-Copper(II) Catalytic System." Synthesis 2005, no. 12 (2005): 1959–66. http://dx.doi.org/10.1055/s-2005-869977.

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45

Pan, Xuan, Ke Wang, Bao He Guan, and Zhan Zhu Liu. "Synthesis of Indolo[2,3-a]pyrrolo[3,4-c]carbazoles via the Oxidative Cyclization of Bisindolylmaleimides with Pd(TFA)2/Cu(OAc)2." Journal of Heterocyclic Chemistry 52, no. 3 (2014): 911–13. http://dx.doi.org/10.1002/jhet.2134.

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46

Wang, Jianji, Miguel Rosingana, Daniel J. Watson, et al. "ChemInform Abstract: Practical Synthesis of the Rebeccamycin Aglycone and Related Analogues by Oxidative Cyclization of Bisindolylmaleimides with a Wacker-Type Catalytic System." ChemInform 33, no. 11 (2010): no. http://dx.doi.org/10.1002/chin.200211195.

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47

Li, Ting-Ting, Yong-Chen Gao, Jin-Xiu Zhou, Mu-Hua Huang, and Yun-Jun Luo. "The bisindolylmaleimides with anti-parallel conformation by N-dodecyl chains on indole rings: thermal property and intensive solid-state fluorescence in single crystal." RSC Advances 5, no. 103 (2015): 84547–52. http://dx.doi.org/10.1039/c5ra14860j.

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48

&NA;. "Bisindolylmaleimide VIII." Inpharma Weekly &NA;, no. 1180 (1999): 10. http://dx.doi.org/10.2165/00128413-199911800-00018.

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49

Pan, Xuan, Ke Wang, Bao He Guan, and Zhan Zhu Liu. "ChemInform Abstract: Synthesis of Indolo[2,3-a]pyrrolo[3,4-c]carbazoles via the Oxidative Cyclization of Bisindolylmaleimides with Pd(TFA)2/Cu(OAc)2." ChemInform 46, no. 35 (2015): no. http://dx.doi.org/10.1002/chin.201535134.

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50

Jirousek, Michael R., James R. Gillig, David A. Neel, et al. "Synthesis of bisindolylmaleimide macrocycles." Bioorganic & Medicinal Chemistry Letters 5, no. 18 (1995): 2093–96. http://dx.doi.org/10.1016/0960-894x(95)00350-3.

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