ACS Publications. Most Trusted. Most Cited. Most Read

OR SEARCH CITATIONS

My Activity
Publications
CONTENT TYPES

Figure 1Loading Img
Download Hi-Res ImageDownload to MS-PowerPointCite This:Organometallics 2013, 32, 20, 5713-5719
RETURN TO ISSUEPREVArticleNEXT

1H-1,2,3-Triazole-Tethered Isatin–Ferrocene and Isatin–Ferrocenylchalcone Conjugates: Synthesis and in Vitro Antitubercular Evaluation

View Author Information
† Department of Chemistry, Guru Nanak Dev University, Amritsar-143005, Punjab, India
‡ Laboratoire de Dynamique des Interactions Membranaires Normales et Pathologiques, UMR 5235 CNRS, Université Montpellier 2I, Place Eugène Bataillon, 34095 Montpellier Cedex 05, France
§ INSERM, DIMNP, Place Eugène Bataillon, 34095 Montpellier Cedex 05, France
∥ Unité de Glycobiologie Structurale et Fonctionnelle, Université Lille 1, F-59650 Villeneuve d’Ascq, France
# CNRS, UMR 8576, F-59650 Villeneuve d’Ascq, France
*E-mail: [email protected]; [email protected]
Cite this: Organometallics 2013, 32, 20, 5713–5719
Publication Date (Web):March 21, 2013
https://doi.org/10.1021/om301157z
Copyright © 2013 American Chemical Society
Request reuse permissions

    Article Views

    1640

    Altmetric

    -

    Citations

    78
    LEARN ABOUT THESE METRICS
    Read OnlinePDF (904 KB)
    Get e-Alerts
    Supporting Info (1)»
    SUBJECTS:

    Abstract

    Abstract Image

    A Cu-mediated azide–alkyne cycloaddition protocol has been employed for the synthesis of 16 different triazoles to probe the antitubercular structure–activity relationships within the isatin–ferrocene–triazole conjugate family. The antitubercular evaluation studies revealed a marked improvement in activity with the introduction of ferrocene nucleus among precursors N-alkylazido isatins with a prefernce for halogen (F, Cl) substituent at C-5 position of isatin as well as propyl chain length as a spacer. The induction of a chalcone nucleus resulted in the enhanced antimycobacterial efficacy irrespective of the subtituent and alkyl chain length as evidenced by the isatin–ferrocenylchalcone hybrids. The described protocol is the first successful attempt of the amalgamation of ferrocene–isatin nuclei tethered via a triazole linker.

    Supporting Information

    ARTICLE SECTIONS
    Jump To

    Structures and scanned (1H, 13C) NMR spectra for the compounds viz. 3c, 3f, 3g, 8a, 8f, 8g, 8h. This material is available free of charge via the Internet at http://pubs.acs.org.

    Terms & Conditions

    Most electronic Supporting Information files are available without a subscription to ACS Web Editions. Such files may be downloaded by article for research use (if there is a public use license linked to the relevant article, that license may permit other uses). Permission may be obtained from ACS for other uses through requests via the RightsLink permission system: http://pubs.acs.org/page/copyright/permissions.html.

    Cited By

    This article is cited by 78 publications.

    1. Astha Gupta, Rudradip Das, Ambika Chamoli, Asmita Choithramani, Hansal Kumar, Sagarkumar Patel, Datta Khude, Gourav Bothra, Khushal Wangdale, Moumita Ghosh Chowdhury, Rajeshwari Rathod, Amit Mandoli, Amit Shard. A Series of Ferrocene-Containing Pyrazolo[1,5-a]pyrimidines Induce a Strong Antiproliferative Effect against Oral Cancer Cells. Organometallics 2022, 41 (16) , 2365-2378. https://doi.org/10.1021/acs.organomet.2c00348
    2. Milena Dahlen, Juana Vázquez Quesada, Luis Santos Correa, Luca Münzfeld, Niklas Reinfandt, Wim Klopper, Peter W. Roesky. Investigation of the Coordination Chemistry of a Bisamidinate Ferrocene Ligand with Cu, Ag, and Au. ACS Omega 2022, 7 (5) , 4683-4693. https://doi.org/10.1021/acsomega.1c07036
    3. Bharvi Sharma, Vipan Kumar. Has Ferrocene Really Delivered Its Role in Accentuating the Bioactivity of Organic Scaffolds?. Journal of Medicinal Chemistry 2021, 64 (23) , 16865-16921. https://doi.org/10.1021/acs.jmedchem.1c00390
    4. Gurpreet Singh, Manoj Kumar, Vandana Bhalla. Supramolecular Ensemble of Perylene Bisimide Derivative and Cu2O-Ag Nanoparticles: Nano/“Dip Strip” Catalytic System for One-Pot, Three-Component Click Reaction at Room Temperature. ACS Sustainable Chemistry & Engineering 2018, 6 (9) , 11466-11472. https://doi.org/10.1021/acssuschemeng.8b01515
    5. Amandeep Singh, Sourav Taru Saha, Shanen Perumal, Mandeep Kaur, and Vipan Kumar . Azide–Alkyne Cycloaddition En Route to 1H-1,2,3-Triazole-Tethered Isatin–Ferrocene, Ferrocenylmethoxy–Isatin, and Isatin–Ferrocenylchalcone Conjugates: Synthesis and Antiproliferative Evaluation. ACS Omega 2018, 3 (1) , 1263-1268. https://doi.org/10.1021/acsomega.7b01755
    6. Kapil Kumar, Debabrata Konar, Sandeep Goyal, Mukesh Gangar, Mangilal Chouhan, Ravindra K. Rawal, and Vipin A. Nair . Water-Promoted Regiospecific Azidolysis and Copper-Catalyzed Azide–Alkyne Cycloaddition: One-Pot Synthesis of 3-Hydroxy-1-alkyl-3-[(4-aryl/alkyl-1H-1,2,3-triazol-1-yl)methyl]indolin-2-ones. The Journal of Organic Chemistry 2016, 81 (20) , 9757-9764. https://doi.org/10.1021/acs.joc.6b01819
    7. Wucheng Xie, Bin Li, Shansheng Xu, Haibin Song, and Baiquan Wang . Palladium-Catalyzed Direct Dehydrogenative Annulation of Ferrocenecarboxamides with Alkynes in Air. Organometallics 2014, 33 (9) , 2138-2141. https://doi.org/10.1021/om5002606
    8. Kewal Kumar, Christophe Biot, Séverine Carrère-Kremer, Laurent Kremer, Yann Guérardel, Pascal Roussel, and Vipan Kumar . Base-Promoted Expedient Access to Spiroisatins: Synthesis and Antitubercular Evaluation of 1H-1,2,3-Triazole-Tethered Spiroisatin–Ferrocene and Isatin–Ferrocene Conjugates. Organometallics 2013, 32 (24) , 7386-7398. https://doi.org/10.1021/om4009229
    9. Akanksha Bhukal, Vijay Kumar, Lokesh Kumar, Kashmiri Lal. Recent advances in chalcone-triazole hybrids as potential pharmacological agents. Results in Chemistry 2023, 6 , 101173. https://doi.org/10.1016/j.rechem.2023.101173
    10. Jaydeep A. Mokariya, Reena C. Patel, Dhanji P. Rajani, Manish P. Patel. Synthesis of novel indole-oxindole clubbed 1,2,3-triazole hybrids: antimicrobial evaluation and molecular docking study. Research on Chemical Intermediates 2023, 49 (7) , 2933-2953. https://doi.org/10.1007/s11164-023-05024-4
    11. Aman Kumar, Kashmiri Lal, Vijay Kumar, Mohd Murtaza, Sundeep Jaglan, Avijit Kumar Paul, Sandeep Yadav, Kamlesh Kumari. Synthesis, antimicrobial, antibiofilm and computational studies of isatin-semicarbazone tethered 1,2,3-triazoles. Bioorganic Chemistry 2023, 133 , 106388. https://doi.org/10.1016/j.bioorg.2023.106388
    12. Mariola Koszytkowska-Stawińska, Włodzimierz Buchowicz. Ferrocene-triazole conjugates: do we know why they are biologically active?. Dalton Transactions 2023, 168 https://doi.org/10.1039/D2DT03161B
    13. Mahpara Qadir, Aadil Yaseen, Wajaht Amin Shah. PEG-400 catalysed selective C-Se cross dehydrogenative coupling: An ultrasonication‐assisted green strategy. Results in Chemistry 2023, 5 , 100944. https://doi.org/10.1016/j.rechem.2023.100944
    14. Daniela I. Bezuidenhout, George Kleinhans, Aino J. Karhu. Nonclassical carbenes as noninnocent ligands. 2023, 234-314. https://doi.org/10.1016/B978-0-12-823144-9.00042-X
    15. Luis R. Domingo, Mar Ríos-Gutiérrez, Assem Barakat. A Molecular Electron Density Theory Study of the [3+2] Cycloaddition Reaction of an Azomethine Ylide with an Electrophilic Ethylene Linked to Triazole and Ferrocene Units. Molecules 2022, 27 (19) , 6532. https://doi.org/10.3390/molecules27196532
    16. Hessa H. Al-Rasheed, Abdullah Mohammed Al-Majid, M. Ali, Matti Haukka, Sherif Ramadan, Saied M. Soliman, Ayman El-Faham, Luis R. Domingo, Assem Barakat. [3 + 2] Cycloadditions in Asymmetric Synthesis of Spirooxindole Hybrids Linked to Triazole and Ferrocene Units: X-ray Crystal Structure and MEDT Study of the Reaction Mechanism. Symmetry 2022, 14 (10) , 2071. https://doi.org/10.3390/sym14102071
    17. Anindra Sharma, Anand K. Agrahari, Sanchayita Rajkhowa, Vinod K. Tiwari. Emerging impact of triazoles as anti-tubercular agent. European Journal of Medicinal Chemistry 2022, 238 , 114454. https://doi.org/10.1016/j.ejmech.2022.114454
    18. Mezna Saleh Altowyan, Saied M. Soliman, Matti Haukka, Nora Hamad Al-Shaalan, Aminah A. Alkharboush, Assem Barakat. Synthesis and Structure Elucidation of Novel Spirooxindole Linked to Ferrocene and Triazole Systems via [3 + 2] Cycloaddition Reaction. Molecules 2022, 27 (13) , 4095. https://doi.org/10.3390/molecules27134095
    19. Shefali Chowdhary, Shalini, Amandeep Arora, Vipan Kumar. A Mini Review on Isatin, an Anticancer Scaffold with Potential Activities against Neglected Tropical Diseases (NTDs). Pharmaceuticals 2022, 15 (5) , 536. https://doi.org/10.3390/ph15050536
    20. Sampath Kumar Kancharla, Saritha Birudaraju, Arani Pal, L. Krishnakanth Reddy, Eda Rami Reddy, Siva Krishna Vagolu, Dharmarajan Sriram, Kishore Babu Bonige, Raghu Babu Korupolu. Synthesis and biological evaluation of isatin oxime ether-tethered aryl 1 H -1,2,3-triazoles as inhibitors of Mycobacterium tuberculosis. New Journal of Chemistry 2022, 46 (6) , 2863-2874. https://doi.org/10.1039/D1NJ05171G
    21. Jamelah S. Al-Otaibi, Y. Sheena Mary, Y. Shyma Mary, S. Aayisha. DFT Conformational, Wavefunction Based Reactivity Analysis, Docking and MD Simulations of a Carboxamide Derivative with Potential Anticancer Activity. Polycyclic Aromatic Compounds 2022, 2 , 1-12. https://doi.org/10.1080/10406638.2022.2032765
    22. Mziyanda Mbaba, Setshaba D. Khanye, Gregory S. Smith, Christophe Biot. Organometallic Chemistry of Drugs Based on Iron. 2022, 261-296. https://doi.org/10.1016/B978-0-12-820206-7.00046-9
    23. Carmen M. Casado, Beatriz Alonso, Mª Pilar García-Armada. Ferrocenes and Other Sandwich Complexes of Iron. 2022, 3-45. https://doi.org/10.1016/B978-0-12-820206-7.00083-4
    24. Hemanta Hazarika, Kangkana Chutia, Babulal Das, Pranjal Gogoi. One-pot synthesis of 3-substituted-3-hydroxyindolin-2-ones: three component coupling of N -protected isatin, aryne precursor and 1,3-cyclodione under metal-free conditions. New Journal of Chemistry 2021, 46 (1) , 86-96. https://doi.org/10.1039/D1NJ04295E
    25. Pratibha MİSHRA, Arunesh MİSHRA, Anıl Kumar BAHE, Atish ROY, Ratnesh DAS. Synthesis of Isatin and its derivatives containing heterocyclic compounds. Journal of the Turkish Chemical Society Section A: Chemistry 2021, 8 (4) , 1089-1098. https://doi.org/10.18596/jotcsa.962260
    26. Richa Mishra, Himani Chaurasia, Vishal K. Singh, Farha Naaz, Ramendra K Singh. Molecular modeling, QSAR analysis and antimicrobial properties of Schiff base derivatives of isatin. Journal of Molecular Structure 2021, 1243 , 130763. https://doi.org/10.1016/j.molstruc.2021.130763
    27. V. Rabecca Jenifer, Panneerselvam Muthuvel, Thangamuthu Mohan Das. Rational Design of Heterocyclic Moieties Incorporated in [1,2,3]Sugar‐Triazole Derivatives for Antioxidant Studies. ChemistrySelect 2021, 6 (37) , 9955-9959. https://doi.org/10.1002/slct.202102516
    28. Luana da S. M. Forezi, Carolina G. S. Lima, Adriane A. P. Amaral, Patricia G. Ferreira, Maria Cecília B. V. de Souza, Anna C. Cunha, Fernando de C. da Silva, Vitor F. Ferreira. Bioactive 1,2,3‐Triazoles: An Account on their Synthesis, Structural Diversity and Biological Applications. The Chemical Record 2021, 21 (10) , 2782-2807. https://doi.org/10.1002/tcr.202000185
    29. Srinivasan Bargavi, Siddan Gouthaman, Madurai Sugunalakshmi, Srinivasakannan Lakshmi. Synthesis, spectroscopic investigation, crystal structure analysis, quantum chemical study, biological activity and molecular docking of three isatin derivatives. Acta Crystallographica Section C Structural Chemistry 2021, 77 (6) , 299-311. https://doi.org/10.1107/S2053229621004940
    30. Rakesh Kumar, Priya Takkar. Repositioning of Isatin hybrids as novel anti-tubercular agents overcoming pre-existing antibiotics resistance. Medicinal Chemistry Research 2021, 30 (4) , 847-876. https://doi.org/10.1007/s00044-021-02699-5
    31. Garima Chauhan, Dharam Pal Pathak, Faraat Ali, Rubina Bhutani, Garima Kapoor, Shaik Khasimbi. Advances in Synthesis, Derivatization and Bioactivity of Isatin: A Review. Current Organic Synthesis 2021, 18 (1) , 37-74. https://doi.org/10.2174/1570179417666200924150907
    32. Rajarshi Nath, Shelly Pathania, Gourav Grover, Md Jawaid Akhtar. Isatin containing heterocycles for different biological activities: Analysis of structure activity relationship. Journal of Molecular Structure 2020, 1222 , 128900. https://doi.org/10.1016/j.molstruc.2020.128900
    33. V. Sharma, G. Kaur, A. Singh, B. Banerjee, V. K. Gupta. Synthesis and Characterization of 2-Aminobenzothiazol and 1-Methylisatin Co-Сrystal. Crystallography Reports 2020, 65 (7) , 1195-1201. https://doi.org/10.1134/S1063774520070172
    34. Cyprian M. Chunkang, Iris E. Ikome, Emmanuel N. Nfor, Yuta Mitani, Natsuki Katsuumi, Tomoyuki Haraguchi, Takashiro Akitsu. Success or Failure of Chiral Crystallization of Similar Heterocyclic Compounds. Molecules 2020, 25 (23) , 5691. https://doi.org/10.3390/molecules25235691
    35. Ganesh A. Thakur, Rupashri K. Kadu, Vishwanath R. Patil, Pramod B. Thakur. Progress in the Synthesis of Oxindole‐Naphthoquinone Molecular Hybrid Scaffolds: A Concise Review. ChemistrySelect 2020, 5 (43) , 13628-13643. https://doi.org/10.1002/slct.202002961
    36. Muthumanickam Shenbagapushpam, Thennila Muthukumar, Muthu Mareeswaran Paulpandian, Arun Prasath Lingam Kandhapalam, Selvakumar Kodirajan. Controlled and diastereoselective synthesis of α-(3-hydroxy-2 oxoindolin-3-yl)-β-aminopropanoates. Tetrahedron 2020, 76 (40) , 130238. https://doi.org/10.1016/j.tet.2019.03.052
    37. Shahrzad Abdolmohammadi, Shahab Shariati, Narges Elmi Fard, Amir Samani. Aqueous‐Mediated green synthesis of novel spiro[indole‐quinazoline] derivatives using kit‐6 mesoporous silica coated Fe 3 O 4 nanoparticles as catalyst. Journal of Heterocyclic Chemistry 2020, 57 (7) , 2729-2737. https://doi.org/10.1002/jhet.3981
    38. Sonal Deswal, Naveen, Ram Kumar Tittal, D. Ghule Vikas, Kashmiri Lal, Ashwani Kumar. 5-Fluoro-1H-indole-2,3-dione-triazoles- synthesis, biological activity, molecular docking, and DFT study. Journal of Molecular Structure 2020, 1209 , 127982. https://doi.org/10.1016/j.molstruc.2020.127982
    39. Naimish Kumar Verma, Dhananjoy Mondal, Smritilekha Bera. Pharmacological and Cellular Significance of Triazole-Surrogated Compounds. Current Organic Chemistry 2020, 23 (23) , 2305-2572. https://doi.org/10.2174/1385272823666191021114906
    40. Sumit Kumar, Gabriella Palma, Shanen Perumal, Mandeep Kaur, Ashona Singh-Pillay, Raghu Raj, Parvesh Singh, Vipan Kumar. Triarylethylene-indolin-2,3-dione molecular conjugates: design, synthesis, docking studies and anti-proliferation evaluation. RSC Advances 2019, 9 (72) , 42409-42414. https://doi.org/10.1039/C9RA08776A
    41. Beatrice S. Ludwig, João D.G. Correia, Fritz E. Kühn. Ferrocene derivatives as anti-infective agents. Coordination Chemistry Reviews 2019, 396 , 22-48. https://doi.org/10.1016/j.ccr.2019.06.004
    42. Khadhar Navaz Umar Basha, Shanthi Gnanamani. An Efficient and Easy Method for the One‐pot Synthesis of Spirooxindoles in the Presence of Na 2 CO 3. Journal of Heterocyclic Chemistry 2019, 56 (7) , 2008-2016. https://doi.org/10.1002/jhet.3580
    43. Ingrid Montes-González, Ambar M. Alsina-Sánchez, Juan C. Aponte-Santini, Sara M. Delgado-Rivera, Geraldo L. Durán-Camacho. Perspectives of ferrocenyl chalcones: synthetic scaffolds toward biomedical and materials science applications. Pure and Applied Chemistry 2019, 91 (4) , 653-669. https://doi.org/10.1515/pac-2018-0802
    44. Smriti Dewangan, Sasmita Mishra, Shradha Mawatwal, Rohan Dhiman, Rakesh Parida, Santanab Giri, Christoph Wölper, Saurav Chatterjee. Synthesis of Ferrocene Tethered Heteroaromatic Compounds Using Solid Supported Reaction Method, their Cytotoxic Evaluation and Fluorescence Behavior.. ChemistrySelect 2019, 4 (15) , 4434-4442. https://doi.org/10.1002/slct.201901088
    45. Gurjaspreet Singh, Aanchal Arora, Pooja Kalra, Indresh Kumar Maurya, Cristobal Espinosa Ruizc, M. Angeles Estebanc, Shweta Sinha, Kapil Goyal, Rakesh Sehgal. A strategic approach to the synthesis of ferrocene appended chalcone linked triazole allied organosilatranes: Antibacterial, antifungal, antiparasitic and antioxidant studies. Bioorganic & Medicinal Chemistry 2019, 27 (1) , 188-195. https://doi.org/10.1016/j.bmc.2018.11.038
    46. Shyam Panga, Naveen Kumar Podila, Veeresham Ciddi. Design, Synthesis, Characterization, and In Vitro Evaluation of Isatin‐Pomalidomide Hybrids for Cytotoxicity against Multiple Myeloma Cell Lines. Journal of Heterocyclic Chemistry 2018, 55 (12) , 2919-2928. https://doi.org/10.1002/jhet.3365
    47. Konrad Kowalski. Recent developments in the chemistry of ferrocenyl secondary natural product conjugates. Coordination Chemistry Reviews 2018, 366 , 91-108. https://doi.org/10.1016/j.ccr.2018.04.008
    48. Dan Jiang, Gang‐Qiang Wang, Xiaofeng Liu, Zhenbin Zhang, Lian‐Shun Feng, Ming‐Liang Liu. Isatin Derivatives with Potential Antitubercular Activities. Journal of Heterocyclic Chemistry 2018, 55 (6) , 1263-1279. https://doi.org/10.1002/jhet.3189
    49. Shalini, Albertus Viljoen, Laurent Kremer, Vipan Kumar. Alkylated/aminated nitroimidazoles and nitroimidazole-7-chloroquinoline conjugates: Synthesis and anti-mycobacterial evaluation. Bioorganic & Medicinal Chemistry Letters 2018, 28 (8) , 1309-1312. https://doi.org/10.1016/j.bmcl.2018.03.021
    50. Dominik R. Brkić, Aleksandra R. Božić, Aleksandar D. Marinković, Miloš K. Milčić, Nevena Ž. Prlainović, Fathi H. Assaleh, Ilija N. Cvijetić, Jasmina B. Nikolić, Saša Ž. Drmanić. Detailed solvent, structural, quantum chemical study and antimicrobial activity of isatin Schiff base. Spectrochimica Acta Part A: Molecular and Biomolecular Spectroscopy 2018, 196 , 16-30. https://doi.org/10.1016/j.saa.2018.01.080
    51. Amandeep Singh, Vishu Mehra, Neda Sadeghiani, Saghar Mozaffari, Keykavous Parang, Vipan Kumar. Ferrocenylchalcone–uracil conjugates: synthesis and cytotoxic evaluation. Medicinal Chemistry Research 2018, 27 (4) , 1260-1268. https://doi.org/10.1007/s00044-018-2145-5
    52. Sumit Kumar, Liang Gu, Gabriella Palma, Mandeep Kaur, Ashona Singh-Pillay, Parvesh Singh, Vipan Kumar. Design, synthesis, anti-proliferative evaluation and docking studies of 1 H -1,2,3-triazole tethered ospemifene–isatin conjugates as selective estrogen receptor modulators. New Journal of Chemistry 2018, 42 (5) , 3703-3713. https://doi.org/10.1039/C7NJ04964A
    53. Nilam C. Dige, Suyog N. Korade, Dattaprasad M. Pore. Design of task-specific ionic liquid, 1-(ethylaceto acetate)-1-(2-hydroxyethyl) piperidinium tetrachloroaluminate for multicomponent synthesis of 3,3′-disubstituted oxindoles. Research on Chemical Intermediates 2017, 43 (12) , 7029-7040. https://doi.org/10.1007/s11164-017-3034-0
    54. Anu Rani, Albertus Viljoen, Sumanjit, Laurent Kremer, Vipan Kumar. Microwave‐Assisted Highly Efficient Route to 4‐Aminoquinoline‐Phthalimide Conjugates: Synthesis and Anti‐Tubercular Evaluation. ChemistrySelect 2017, 2 (33) , 10782-10785. https://doi.org/10.1002/slct.201702220
    55. Mahalingam Ravivarma, Perumal Rajakumar. Synthesis, Photophysical, Electrochemical Properties and Anticancer, Antimicrobial Activity of N -n-Hexyl- N -Phenylanilinochalcone-Capped Dendrimers. ChemistrySelect 2017, 2 (31) , 10167-10175. https://doi.org/10.1002/slct.201701953
    56. Anu Mishra, Pratibha Rai, Madhulika Srivastava, Bhartendu Pati Tripathi, Snehlata Yadav, Jaya Singh, Jagdamba Singh. A Peerless Aproach: Organophotoredox/Cu(I) Catalyzed, Regioselective, Visible Light Facilitated, Click Synthesis of 1,2,3-Triazoles via Azide–Alkyne [3 + 2] Cycloaddition. Catalysis Letters 2017, 147 (10) , 2600-2611. https://doi.org/10.1007/s10562-017-2156-8
    57. Reza Teimuri-Mofrad, Keshvar Rahimpour, Rahim Ghadari, Sohrab Ahmadi-Kandjani. Ferrocene based nonlinear optical chromophores: synthesis, characterization and study of optical properties. Journal of Molecular Liquids 2017, 244 , 322-329. https://doi.org/10.1016/j.molliq.2017.09.002
    58. Ashanul Haque, Ming-Fa Hsieh, Syed Imran Hassan, Md. Serajul Haque Faizi, Anannya Saha, Necmi Dege, Jahangir Ahmad Rather, Muhammad S. Khan. Synthesis, characterization, and pharmacological studies of ferrocene-1H-1,2,3-triazole hybrids. Journal of Molecular Structure 2017, 1146 , 536-545. https://doi.org/10.1016/j.molstruc.2017.06.027
    59. Amandeep Singh, Albertus Viljoen, Laurent Kremer, Vipan Kumar. Azide–alkyne cycloaddition en route to 4-aminoquinoline–ferrocenylchalcone conjugates: synthesis and anti-TB evaluation. Future Medicinal Chemistry 2017, 9 (15) , 1701-1708. https://doi.org/10.4155/fmc-2017-0098
    60. Shu Zhang, Zhi Xu, Chuan Gao, Qing-Cheng Ren, Le Chang, Zao-Sheng Lv, Lian-Shun Feng. Triazole derivatives and their anti-tubercular activity. European Journal of Medicinal Chemistry 2017, 138 , 501-513. https://doi.org/10.1016/j.ejmech.2017.06.051
    61. Amandeep Singh, Christophe Biot, Albertus Viljoen, Christian Dupont, Laurent Kremer, Kewal Kumar, Vipan Kumar. 1 H ‐1,2,3‐triazole‐tethered uracil‐ferrocene and uracil‐ferrocenylchalcone conjugates: Synthesis and antitubercular evaluation. Chemical Biology & Drug Design 2017, 89 (6) , 856-861. https://doi.org/10.1111/cbdd.12908
    62. Amandeep Singh, Jiri Gut, Philip J. Rosenthal, Vipan Kumar. 4-Aminoquinoline-ferrocenyl-chalcone conjugates: Synthesis and anti-plasmodial evaluation. European Journal of Medicinal Chemistry 2017, 125 , 269-277. https://doi.org/10.1016/j.ejmech.2016.09.044
    63. Sasmita Mishra, Smriti Dewangan, Santanab Giri, Shaikh M. Mobin, Saurav Chatterjee. Synthesis of Diferrocenyl Hydrazone–Enone Receptor Molecules – Electronic Communication, Metal Binding, and DFT Study. European Journal of Inorganic Chemistry 2016, 2016 (35) , 5485-5496. https://doi.org/10.1002/ejic.201601072
    64. Qiong Zhang, Bihong Zhao, Yangyang Song, Chengwen Hua, Xiaofeng Gou, Bang Chen, Junlong Zhao. Synthesis and Biological Activity of N ‐Aroyl (Aryloxyacetyl)‐ N ′‐ferrocenyl Thiourea Derivatives. Heteroatom Chemistry 2015, 26 (5) , 348-354. https://doi.org/10.1002/hc.21266
    65. Ghodsi Mohammadi Ziarani, Razieh Moradi, Negar Lashgari. Asymmetric synthesis of chiral 3,3-disubstituted oxindoles using isatin as starting material. Tetrahedron: Asymmetry 2015, 26 (10-11) , 517-541. https://doi.org/10.1016/j.tetasy.2015.04.011
    66. Sasmita Mishra, Vijaylakshmi Tirkey, Avishek Ghosh, Hirak R. Dash, Surajit Das, Madhulata Shukla, Satyen Saha, Sheikh M. Mobin, Saurav Chatterjee. Ferrocenyl–cymantrenyl hetero-bimetallic chalcones: Synthesis, structure and biological properties. Journal of Molecular Structure 2015, 1085 , 162-172. https://doi.org/10.1016/j.molstruc.2014.12.070
    67. Craig M. Anderson, Swapan S. Jain, Lisa Silber, Kody Chen, Sumedha Guha, Wancong Zhang, Emily C. McLaughlin, Yongfeng Hu, Joseph M. Tanski. Synthesis and characterization of water-soluble, heteronuclear ruthenium(III)/ferrocene complexes and their interactions with biomolecules. Journal of Inorganic Biochemistry 2015, 145 , 41-50. https://doi.org/10.1016/j.jinorgbio.2014.12.017
    68. Alane Cabral de Oliveira, Emanuella Gomes da Silva, Danilo Damasceno Rocha, Elizabeth A. Hillard, Pascal Pigeon, Gérard Jaouen, Felipe A. R. Rodrigues, Fabiane C. de Abreu, Fabrícia da Rocha Ferreira, Marilia O. F. Goulart, Letícia V. Costa‐Lotufo. Molecular Mechanism of Action of 2‐Ferrocenyl‐1,1‐diphenylbut‐1‐ene on HL‐60 Leukemia Cells. ChemMedChem 2014, 9 (11) , 2580-2586. https://doi.org/10.1002/cmdc.201402219
    69. Kewal Kumar, Bruno Pradines, Marilyn Madamet, Rémy Amalvict, Vipan Kumar. 1H-1,2,3-triazole tethered mono- and bis-ferrocenylchalcone-β-lactam conjugates: Synthesis and antimalarial evaluation. European Journal of Medicinal Chemistry 2014, 86 , 113-121. https://doi.org/10.1016/j.ejmech.2014.08.053
    70. Kewal Kumar, Sarah Schniper, Antonio González-Sarrías, Alvin A. Holder, Natalie Sanders, David Sullivan, William L. Jarrett, Krystyn Davis, Fengwei Bai, Navindra P. Seeram, Vipan Kumar. Highly potent anti-proliferative effects of a gallium(III) complex with 7-chloroquinoline thiosemicarbazone as a ligand: Synthesis, cytotoxic and antimalarial evaluation. European Journal of Medicinal Chemistry 2014, 86 , 81-86. https://doi.org/10.1016/j.ejmech.2014.08.054
    71. Nisha, Jiri Gut, Philip J. Rosenthal, Vipan Kumar. β-amino-alcohol tethered 4-aminoquinoline-isatin conjugates: Synthesis and antimalarial evaluation. European Journal of Medicinal Chemistry 2014, 84 , 566-573. https://doi.org/10.1016/j.ejmech.2014.07.064
    72. Raghu Raj, Vaishali Sharma, Melissa J. Hopper, Neal Patel, Dominique Hall, Lisa A. Wrischnik, Kirkwood M. Land, Vipan Kumar. Synthesis and preliminary in vitro activity of mono- and bis-1H-1,2,3-triazole-tethered β-lactam–isatin conjugates against the human protozoal pathogen Trichomonas vaginalis. Medicinal Chemistry Research 2014, 23 (8) , 3671-3680. https://doi.org/10.1007/s00044-014-0956-6
    73. L. V. Anikina, D. A. Shemyakina, L. V. Pavlogradskaya, A. N. Nedugov, V. A. Glushkov. Synthesis of ferrocene conjugates with di- and triterpenes by click chemistry method. Russian Journal of Organic Chemistry 2014, 50 (8) , 1180-1183. https://doi.org/10.1134/S1070428014080181
    74. Raghu Raj, Christophe Biot, Séverine Carrère‐Kremer, Laurent Kremer, Yann Guérardel, Jiri Gut, Philip J. Rosenthal, Delphine Forge, Vipan Kumar. 7‐Chloroquinoline–isatin Conjugates: Antimalarial, Antitubercular, and Cytotoxic Evaluation. Chemical Biology & Drug Design 2014, 83 (5) , 622-629. https://doi.org/10.1111/cbdd.12273
    75. Zheng-Mao Lai, Hong-Min Ye, Qian Wan, Li-Li Xie, Sha Bai, Yao-Feng Yuan. Synthesis, crystal structure and properties of benzimidazole-bridged dinuclear ferrocenyl derivatives. Journal of Molecular Structure 2014, 1059 , 33-39. https://doi.org/10.1016/j.molstruc.2013.11.034
    76. Raghu Raj, Christophe Biot, Séverine Carrère‐Kremer, Laurent Kremer, Yann Guérardel, Jiri Gut, Philip J. Rosenthal, Vipan Kumar. 4‐Aminoquinoline‐ β ‐Lactam Conjugates: Synthesis, Antimalarial, and Antitubercular Evaluation. Chemical Biology & Drug Design 2014, 83 (2) , 191-197. https://doi.org/10.1111/cbdd.12225
    77. Pardeep Singh, Raghu Raj, Parvesh Singh, Jiri Gut, Philip J. Rosenthal, Vipan Kumar. Urea/oxalamide tethered β-lactam-7-chloroquinoline conjugates: Synthesis and in vitro antimalarial evaluation. European Journal of Medicinal Chemistry 2014, 71 , 128-134. https://doi.org/10.1016/j.ejmech.2013.10.079
    78. Jianping Yong, Canzhong Lu, Xiaoyuan Wu. Synthesis of isoxazole moiety containing ferrocene derivatives and preliminarily in vitro anticancer activity. MedChemComm 2014, 5 (7) , 968. https://doi.org/10.1039/c4md00151f
    Download PDF

    Pair your accounts.

    Export articles to Mendeley

    Get article recommendations from ACS based on references in your Mendeley library.

    Pair your accounts.

    Export articles to Mendeley

    Get article recommendations from ACS based on references in your Mendeley library.

    You’ve supercharged your research process with ACS and Mendeley!

    STEP 1:
    Click to create an ACS ID

    Please note: If you switch to a different device, you may be asked to login again with only your ACS ID.

    Please note: If you switch to a different device, you may be asked to login again with only your ACS ID.

    Please note: If you switch to a different device, you may be asked to login again with only your ACS ID.

    MENDELEY PAIRING EXPIRED
    Your Mendeley pairing has expired. Please reconnect