Abstract
The present article includes the generation of aromatic Schiff base tethered organosilatranes via two step synthetic pathways starting from anthracene-10-carbaldehyde and 1H-indole-3-carbaldehyde. The synthesis was achieved by employing condensation reaction followed by transesterification methodology. The prepared organosilatranes containing aromatic schiff based ligands were structurally authenticated using spectroscopic techniques such as FT-IR, NMR and mass analysis. The prepared compounds were also scrutinized for in silico physiochemical properties via Molininspiration and ADMET software and the results revealed their good biological potential for drug discovery.
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References
Verkade JG (1994) Coord Chem Rev 137:233
Damrauer R, Danahey SE (1986) Organometallics 5:1490
Voronkov MG, Dyakov VM, Kirpichenko SV (1982) J Organomet Chem 233:1
Singh G, Singh A, Singh J, Aulakh D, Wriedt M, Espinosa C, Esteban MA, Sehgal R, Goyal K, Sinha S (2017) New J Chem 41:15165
Belyakov S, Ignatovich L, Lukevics E (1999) J Organomet Chem 577:205
Csonka GJ, Hencsei P (1994) J Comput Chem 15:385
Egorochkin AN, Voronkov MG, Kuznetsova OV, Novikova OV (2008) J Organomet Chem 693:181
Iwamiyat JH, Maciel GE (1993) J Am Chem Soc 115:6835
Voronkov MG, Korlyukov AA, Zelbst EA, Kashaev AA, Trofimova OM, Bolgova YI, Antipin MY (2008) Dokl Chem 420:120
Voronkov MG (1966) Pure Appl Chem 13:35
Frye CL, Vincent GA, Finzel WA (1971) J Am Chem Soc 93:6805
Sok S, Gordon MS (2012) Comput. Theor Chem 987:2
Han A, Li L, Qing K, Qi X, Hou L, Luo X, Shi S, Ye F (2013) Bioorg Med Chem Lett 23:1310
Voronkov MG (1979) Top Curr Chem 84:77
Materna KL, Brennan BJ, Brudvig GW (2015) Dalton Trans 44:20312
Adamovich SN, Ushakov IA, Oborina EN, Vashchenko AV (2022) J Organomet Chem 957:122150
Horsham MA, Palmer CJ, Cole LM, Casida JE (1990) J Agric Food Chem 38:1734
Singh G, Kaur G, Singh J (2018) Inorg Chem Commun 88:11
Abbate V, Bassindale AR, Brandstadt KF, Lawsona R, Taylor PG (2010) Dalton Trans 39:9361
Singh G, Sushma P, Suman D, Kaur J, Saini A, Satija DA, P, (2021) Inorg. Chim Acta 525:120465
Tanglumlert W, Imae T, White TJ, Wongkasemjit S (2009) Catal Commun 10:1070
Casasus R, Climent E, Marcos MD, Martınez-Manez R, Sancenon F, Soto J, Amoros PP, Cano J, Ruiz E (2008) J Am Chem Soc 130:1903
Tanglumlert W, Prasassarakich P, Supaphol P, Wongkasemjit S (2006) Surf Coat Technol 200:2784
Thanabodeekij N, Sathupunya M, Jamieson AM, Wongkasemjit S (2003) Mater Charact 50:325
Tanglumlert W, Imae T, White TJ, Wongkasemjit S (2008) Mater Lett 62:4545
Wongkasemjit S, Tamuang S, Tanglumlert W, Imae T (2009) Mater Chem Phys 117:301
Kritchayanon N, Thanabodeekij N, Jitkarnka S, Jamieson AM, Wongkasemjit S (2006) Appl Organomet Chem 20:155
Maneesuwan H, Longloilert R, Chaisuwan T, Wongkasemjit S (2013) Mater Lett 94:65
Phonthammachai N, Krissanasaeranee M, Gulari E, Jamieson AM, Wongkasemjit S (2006) Mater Chem Phys 97:458
Utchariyajit K, Wongkasemjit S (2010) Micropor Mesopor Mat 135:116
Thanabodeekij N, Tanglumlert W, Gulari E, Wongkasemjit S (2005) Appl Organomet Chem 19:1047
Maneesuwan H, Chaisuwan T, Wongkasemjit S (2014) Mater Chem Phys 146:374
Singh G, Shilpy, Singh A, Diksha, Pawan, Suman, Ruíz CE, Esteban MA, Singh KN (2020) J Mol Struct 1221:128811
Cyr F, Tedetti M, Besson F, Bhairy N, Goutx M (2019) Front Mar Sci 6:110
Wu D, Sedgwick AC, Gunnlaugsson T, Akkaya EU, Yoon J, James TD (2017) Chem Soc Rev 46:7105
Bioinformatics and Molecular Design Research Center, Seul, South Corea, PreADMET program, 2004. Available from: http://preadmet.bmdrc.org
Molinspiration Cheminformatics, SlovenskyGrob, Slovak Republic, http://www.molinspiration.com
Lesson P (2012) Nature 481:455
Unnisa A, Abouzied S, Baratam A, Lakshmi KNVC, Hussain T, Kunduru RD, Banu H, Fatima SB, Hussian A, Selvarajan KK (2020) Arab J Chem 13:8638
Waterbeemd HVD, Gifford E (2013) Nat Rev Drug Discov 2:192
Muntane J (2009) Curr Drug Metab 10:932
Misra A, Ganesh S, Shahiwala A (2003) J Pharm Pharmaceut Sci 6:252
Upadhyay RK (2014) Biomed Res Int 2014:869269
Sugano K, Kansy M, Artursson P, Avdeef A, Bendels S, Di L, Ecker GF, Faller B, Fischer H, Gerebtzoff G, Lennernaes H, Senner F (2010) Nat Rev Drug Discov 9:597
Wan H, Rehngren M, Giordanetto F, Bergstrom F, Tunek A (2007) J Med Chem 50:4606
Volpe DA (2020) Expert Opin Drug Discov 15:539
Godin B, Touitou E (2007) Adv Drug Deliv Rev 59:1152
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The authors are thankful to CSIR and DST-PURSE for giving financial assistance.
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Gurjaspreet Singh: Supervision, Project administration
Shilpy: Conceptualization, Investigation
Akshpreet Singh: Methodology
Surjeet Singh: Writing—Original Draft
Sushma: Writing—Review & Editing
Mohit: Data Curation
Yamini Thakur: Resources
K.N Singh: Validation
Sajeev Soni: Visualization
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Singh, G., Shilpy, Singh, A. et al. Design, Synthesis, Drug-Likeness and In Silico Prediction of Polycyclic Aromatic Schiff base Tethered Organosilatranes. Silicon 15, 867–873 (2023). https://doi.org/10.1007/s12633-022-02062-2
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DOI: https://doi.org/10.1007/s12633-022-02062-2