Publications
- hTopoIIα Inhibitors
Organocatalyzed umpolung addition for synthesis of heterocyclic-fused arylidene-imidazolones as anticancer agents, Gulshan Kumar, Chinmay Das, Ayan Acharya, Subhasmita Bhal, Mayank Joshi, Chanakya Nath Kundu, Angshuman Roy Choudhury, Sankar K Guchhait, Bioorg. Med. Chem., 2022, 67, 116835.
Exploration of Benzo[b]carbazole-6,11-diones as anticancer agents: Synthesis and studies of hTopoIIα inhibition and apoptotic effects, Shailendra Sisodiy, Subarno Paul, Hitesh K. Chaudhary, Preeti Grewal, Gulshan Kumar, Divine P Daniel, Biswajit Das, Deepika Nayak, Sankar K. Guchhait, * Chanakya N. Kundu, Uttam C. Banerjee, Bioorg. Med. Chem. Lett. 2021, 49, 128274.
Pharmacoinformatics analysis of merbarone binding site in human topoisomerase IIa, Neha Tripathi, Sankar K. Guchhait, Prasad V. Bharatam, J. Mol. Graph. Model., 2019, 1, 1-18.
Scaffold-Hopping of Aurones: 2-Arylideneimidazo[1,2-a] pyridinones as topoisomerase IIα inhibiting anticancer agents, Garima Priyadarshani, Anmada Nayak, Suyog M. Amrutkar, Sarita Das, Sankar K. Guchhait, Chanakya N. Kundu, and Uttam C. Banerjee, ACS Med. Chem. Lett. 2016, 7, 1056−1061.
Scaffold-hopping of bioactive flavonoids: Discovery of arylpyridopyrimidinones as potent anticancer agents that inhibit catalytic role of topoisomerase IIα, Garima Priyadarshani, Suyog Amrutkar, Anmada Nayak, Uttam C. Banerjee, Chanakya N. Kundu, Sankar K. Guchhait, Eur. J. Med. Chem. 2016, 122, 43-54.
Switch in site of inhibition: a strategy for structure-based discovery of human topoisomerase IIα catalytic inhibitors, Baviskar, A. T.; Amrutkar, S. M.; Trivedi, N.; Chaudhary, V.; Nayak, A.; Guchhait, S. K.; Banerjee, U. C.; Bharatam, P.V.; Kundu, C. N. ACS Med. Chem. Lett., 2015, 6, 481-485.
(This article/work was considered by the Editor, as an excellent piece of research and was highlighted by featuring it as cover art image in one of the issues (April, 2015) of the ACS Med. Chem. Lett.)
Indenoindolone derivatives as topoisomerase II–inhibiting anticancer agents, Kashyap, M.; Kandekar, S.; Baviskar, A. T.; Das, D.; Preet, R. Mohapatra, P.; Satapathy, S. R.; Siddharth, S.; Guchhait, S. K.; Kundu, C. N.; Banerjee, U. C. Bioorg. Med. Chem. Lett. 2013, 23, 934-938.
Scaffold-hopping and hybridization-based design and building block strategic synthesis of pyridine-annulated purines: discovery of novel apoptotic anticancer agents, Chaudhary, V.; Das, S.; Guchhait, S. K.; Kundu, C. RSC Adv., 2015, 5, 26051-26060.
Structural Elaboration of a Natural Product: Identification of 3, 3′‐Diindolylmethane Aminophosphonate and Urea Derivatives as Potent Anticancer Agents, Kandekar, S.; Preet, R.; Kashyap, M.; Kashyap, M.; Prasad, R.; Mohapatra, P.; Das, D.; Satapathy, S. R.; Sidharth, S.; Jain, V.; Choudhari, M.; Kundu, C. N.; Guchhait, S. K.; Bharatam, P. V. ChemMedChem 2013, 11, 1873-1884.
One-pot preparation of isocyanides from amines and their multicomponent reactions: crucial role of dehydrating agent and base, Guchhait, S. K.; Priyadarshani, G.; Chaudhary, V.; Seladiya, S. R.; Shah, T. M.; Bhogayta, N. P. RSC Adv., 2013, 3, 10867–10874.
Scaffold hybridization in generation of indenoindolones as anticancer agents that induce apoptosis with cell cycle arrest at G2/M phase, Kashyap, M.; Das, D.; Preet, R.; Mohapatra, P.; Satapathy, S. R.; Siddharth, S.; Kundu, C. N., Guchhait, S. K. Bioorg. Med. Chem. Lett. 2012, 22, 2474.
N-Fused imidazoles as novel anticancer agents that inhibit catalytic activity of topoisomerase IIα and induce apoptosis in G1/S phase. Baviskar, A. T.; Madaan, C.; Ranjan Preet; Mohapatra, P.; Jain, V.; Agarwal, A. Guchhait, S. K.; Kundu, C. N.; Banerjee, U. C.; Bharatam, P. V. J. Med. Chem. 2011, 54, 5013-5030. The article was recognized as “highly cited article”, (American Chemical Society appreciated with certificate)
- Microtubule Dynamics Inhibitors
1. Microtubule-targeting agents impair kinesin- 2-dependent nuclear transport of β- catenin: Evidence of inhibition of Wnt/β-catenin signaling as an important antitumor mechanism of microtubule- targeting agents, Anuradha Kumari, Omprakash Shriwas, Shailendra Sisodiya, Manas K. Santra, Sankar K. Guchhait, Rupesh Dash, Dulal Panda, The FASEB Journal, 2021, 35, 1-16. https://doi.org/10.1096/fj.202002594R
2. C12, a combretastatin-A4 analog, exerts anticancer activity by targeting microtubules; Anuradha Kumari, Shalini Srivastava, Rajesh K. Manne, Shailendra Sisodiya, Manas K. Santra, Sankar K.Guchhait, Dulal Panda, Biochem. Pharmacol., 2019, 170, 113663.
3. C-12 Binds to Tubulin at the Colchicine-binding Site and Target Microtubules by Preferentially Binding to GTP-bound Tubulin, Shweta Shyam Prassanawar, Anuradha Kumari, Sankar K Guchhait, Dulal Panda, The FASEB Journal, 2019, 1, 784.14.
4. Combretastatin-Inspired Heterocycles as Antitubulin Anticancer Agents, Neha Hura, Avishkar V. Sawant, Anuradha Kumari, Sankar K. Guchhait, and Dulal Panda, ACS Omega 2018, 3, 9754−9769.
5. A Combretastatin Analogue C12 Binds to Colchicine Site in Tubulin, Inhibits Spindle Microtubule Dynamics, Activates Mitotic Checkpoint and Induces Apoptosis in Cancer Cells, Anuradha Kumari, Shalini Srivastava, Shweta Shyam Prassanawar, Shailendra Sisodiya, Sankar K.Guchhait, Dulal Panda, Biophysical Journal 2018, 114, 415.
6. Drug-Clinical Agent Molecular Hybrid: Synthesis of Diaryl(trifluoromethyl)pyrazoles as Tubulin Targeting Anticancer Agents, Neha Hura, Afsana Naaz, Shweta S. Prassanawar, Sankar K. Guchhait, and Dulal Panda; ACS Omega 2018, 3, 1955−1969.
7. Novel combretastatin–2-aminoimidazole analogues as potent tubulin assembly inhibitors: Exploration of unique pharmacophoric impact of bridging skeleton and aryl moiety, Vikas Chaudhary, Jubina Balan Venghateri, Hemendra Pal Singh Dhaked, Anil Shamraj Bhoyar, Sankar K Guchhait, Dulal Panda, J. Med. Chem. 2016, 59, 3439−3451.
8. Combretastatin A-4 Inspired Novel 2-Aryl-3-arylamino-imidazopyridines/pyrazines as Tubulin Polymerization Inhibitors, Antimitotic and Anticancer Agents, Sanghai, N.; Jain, V.; Preet, R.; Kandekar, S.; Das, S.; Trivedi, N.; Mohapatra, P.; Priyadarshani, G.; Kashyap, M.; Das, D.; Sathapathy, S, R.; Sidharth, S.; Guchhait, S. K.; Kundu. C.; Bharatam, P. V. Med. Chem. Commun. 2014, 5, 766-782.
- Antileishmanial Agents
A "Core-Linker-Polyamine (CLP)" strategy enabling rapid discovery of antileishmanial aminoalkyl-quinoline-carboxamides that target oxidative stress mechanism, Archana P Shah, Neha Hura, Neerupudi Kishore Babu, Nibedita Roy, Vajja Krishna Rao, Anindita Paul, Pradyot Kumar Roy, Sushma Singh, Sankar Kumar Guchhait, ChemMedChem, 2022, https://doi.org/10.1002/cmdc.202200109.
Identification of 2-arylquinazolines with alkyl-polyamine motifs as potent antileishmanial agents: Anjila Kumari, Tara Jaiswal, Vinay Kumar, Neha Hura, Gulshan Kumar, Neerupudi Kishore Babu, Ayan Acharya, Pradyot K. Roy, Sankar Kumar Guchhait and Sushma Singh Synthesis and biological evaluation studies, RSC Med. Chem., 2022, Advance Article, DOI: https://doi.org/10.1039/D1MD00336D
- Synthetic Organic Chemistry
1. Synthesis of Heterocyclic-Fused Furans and Dihydrofurans via (4+1)-Annulation with Ylide: Exploration of Unique Reactivity Behavior of α-Carbonyl Sulfoxonium Ylide, Dr. Gulshan Kumar, Mithilesh Nagpure, Vajja Krishna Rao, Prof. Sankar K. Guchhait, Eur.J. Org. Chem. 2022.
2. Annulation of conjugated azine-imine with a sulfoxonium ylide in a noncarbenoid route to synthesize multisubstituted imidazole-fused heterocycles, Sankar K. Guchhait, Meenu Saini, Viren J. Khivsara, and Santosh K. Giri, J. Org. Chem. 2021, 86, 5380–5387.
3. Chan-Lam N–arylation and C–H amination with heteroaromatic ring-NH: An approach to access extended-fused imidazo[1,2-a]-pyridines/pyrazines, Sankar K. Guchhait, Meenu Saini, New J. Chem., 2020, 44, 308.
4. Synthesis of polyfunctionalized pyrroles via a tandem reaction of Michael addition and intramolecular cyanide-mediated nitrile-to-nitrile condensation, Sankar K. Guchhait, Shailendra Sisodiya, Meenu Saini, Yesha V. Shah, Gulshan Kumar, Divine P Daniel, Neha Hura and Vikas Chaudhary, J. Org. Chem. 2018, 83, 5807–5815.
5. A nitrile-stabilized ammonium ylide as a masked C–C=N synthon in heterocyclization with amidine–imine: 3-component assembly to fused pyrimidine scaffolds, Sankar K. Guchhait, Meenu Saini, Divyani Sumkaria and Vikas Chaudhary Chem. Commun. 2017, 53, 6941–6944.
6. Synthesis of polysubstituted 2-aminoimidazoles via alkene diamination of guanidine with conjugated α-bromoalkenones, Sankar K. Guchhait, Neha Hura, and Archana P. Shah, J. Org. Chem. 2017, 82, 2745−2752. (The article was highlighted for its important insight in Synfacts 2017, 13, 0472.)
7. Pyridine C3-arylation of nicotinic acids accessible via a multicomponent reaction: an entry to all substituted-3,4-diarylated pyridines, Sankar K. Guchhait, Neha Hura, Kanchan Sinha and Dulal Panda, RSC Adv., 2017, 7, 8323–8331.
8. Oxidative dearomatization of indoles via Pd-catalyzed C–H oxygenation: An entry to C2- quaternary indolin-3-ones; Sankar K. Guchhait, Vikas Chaudhary, Vijay A. Rana, Garima Priyadarshani, Somnath Kandekar, Maneesh Kashyap, Org. Lett. 2016, 18, 1534-1537.
9. A reaction of 1,2-diamines and aldehydes with silyl cyanide as cyanide pronucleophile to access 2-aminopyrazines and 2-aminoquinoxalines, Sankar K. Guchhait, Garima Priyadarshani and Nikhil M. Gulghane, RSC Adv., 2016, 6, 56056–56063.
10. Pd-Catalyzed Ag(I)-promoted C3-arylation of pyrido[1,2‑a] pyrimidin-4-ones with bromo/iodoarenes, Guchhait, S. K.; Priyadarshani, G.; J. Org. Chem., 2015, 80, 8482−8488.
11. Synthesis of 2-arylpyridopyrimidinones, 6-aryluracils and tri- and tetra-substituted conjugated 7 alkenes via Pd-catalyzed enolic C–O bond activation-arylation, Guchhait, S. K.; Priyadarshani, G.; J. Org. Chem., 2015, 80, 6342−6349.
12. Desilylative activation of TMSCN in chemoselective Strecker–Ugi type reaction: functional fused imidazoles as building blocks as an entry route to annulated purines, Guchhait, S. K.; Chaudhary, V. Org. Biomol. Chem., 2014, 12, 6694-6705. (Cited in ChemInform, 2015, 46, DOI: 10.1002/chin.20150603)
13. α, β-Epoxy Esters in Multiple C–O/C–N Bond-Breaking/Formation with 2-Aminopyridines; Synthesis of Biologically Relevant (Z)-2-Methylene-imidazo[1,2-a]pyridin-3-ones, Guchhait, S. K.; Priyadarshani, G.; Hura, N. Synlett, 2014, 25, 1692-1696.
14. C−H Bond Functionalization Under Metalation−Deprotonation Process: Regioselective Direct Arylation of 3‑Aminoimidazo[1,2-a] pyrazine. Guchhait, S. K.; Kandekar, S.; Kashyap, M.; Taxak, N.; Bharatam, P. V. J. Org. Chem. 2012, 77, 8321-8328.
15. A chemoselective Ugi-type reaction in water using TMSCN as a functional isonitrile equivalent: generation of heteroaromatic molecular diversity, Guchhait, S. K.; Chaudhary, V.; Madaan, C. Org. Biomol. Chem. 2012, 10, 9271-9277. (Cited in ChemInform, 2013, 44, DOI: 10.1002/chin.201318035)
16. One-Pot Three-Step Cu-Catalyzed Five/Four-Component Reaction Constructs Polysubstituted Oxa/Thia-zolidin-2-imines, Madaan, C.; Saraf, S.; Priyadarshani, G.; Reddy, P. P.; Guchhait, S. K.; Kunwar, A. C.; Sridhar, B. Synlett, 2012, 23, 1955-1959.
17. Intramolecular oxidative coupling of 3-indolylarylketones with Pd (II)-catalysis under air: convenient access to indenoindolones, Guchhait, S. K.; Kashyap. M.; Kandekar, S. Tetrahedron Lett. 2012, 53, 3919.
18. CuSO4–Glucose for In Situ Generation of Controlled Cu(I)-Cu(II) Bi-catalysts: Multicomponent Reaction of Heterocyclic Azine and Aldehyde with Alkyne, and Cycloisomerization Towards Synthesis of N-Fused Imidazoles, Guchhait, S. K.; Chandgude, A. L.; Priyadarshani, G. J. Org. Chem. 2012, 77, 4438. (The work was highlighted in an organic chemistry portal, http://www.organicchemistry.org/abstracts/lit3/627.shtm)
19. Friedel–Crafts 3-(2-bromo) benzoylation of indoles and intramolecular direct arylation: An efficient route to indenoindolones, Guchhait, S. K.; Kashyap, M. Synthesis, 2012, 44, 619-627.
20. ZrCl4–Mediated regio- and chemoselective Friedel-Crafts acylation of Indole. Guchhait, S. K.; Kashyap, M.; Kamble, H. J. Org. Chem. 2011, 76, 4753-4758.
21. Groebke-Blackburn-Bienaymé multicomponent reaction in scaffold modification of adenine, guanine, and cytosine: Synthesis of aminoimidazole-condensed nucleobases. Guchhait, S. K.; Madaan, C. Tetrahedron Lett 2011, 52, 56-58.
22. Towards molecular diversity: dealkylation of tert-butyl amine in Ugi-type multicomponent reaction product establishes tert-butyl isocyanide as a useful convertible isonitrile. Guchhait, S. K.; Madaan, C. Org. Biomol. Chem. 2010, 8, 3631-3634.
23. Direct C-H bond arylation of (hetero)arenes with aryl and heteroarylboronic acids. Guchhait, S. K.; Kashyap, M.; Saraf, S. Synthesis 2010, 7, 1166-1170
24. A new process of multicomponent Povarov reaction-aerobic dehydrogenation: Synthesis of polysubstituted quinolines. Guchhait, S. K.; Madaan, C.; Jadeja, K. Tetrahedron Lett 2009, 50, 6861-6865.
25. A highly flexible and efficient Ugi-type multicomponent synthesis of versatile N-fused aminoimidazoles. Guchhait, S. K.; Madaan, C.; Thakkar, B. S. Synthesis 2009, 19, 3293-3300.
26. An efficient regioselective versatile synthesis of N-fused 2- and 3-aminoimidazoles via Ugi-type multicomponent reaction mediated by zirconium (IV) chloride in polyethylene glycol-400. Guchhait, S. K.; Madaan, C. Synlett 2009, 4, 628-632.
27. Synthesis and structure-activity relationships of metal-ligand complexes that potently inhibit cell migration. Beshir, A. B., Guchhait, S. K., José, A. G.; Fenteany, G. Bioorg. Med. Chem. Lett. 2008, 18, 498.
28. Convenient synthesis of α,β-unsaturated phosphonates via a Mizoroki-Heck reaction of arylboronic acids with diethyl vinylphosphonate. Kabalka, G. W.; Guchhait, S. K.; Naravane, A. Tetrahedron Lett. 2004, 45, 4685.
29. Convenient synthesis of α,β-unsaturated sulfones via a Mizoroki-Heck reaction of arylboronic acids with phenyl vinyl sulfones. Kabalka, G. W.; Guchhait, S. K. Tetrahedron Lett. 2004, 45, 4021.
30. Synthesis of diprotected monosubstituted hydrazine derivatives from tert-butyl carbazates and boronic acids. Kabalka, G. W.; Guchhait, S. K. Org. Lett. 2003, 5, 4129.
31. Synthesis of (E)- and (Z)-alkenylphosphonates using vinylboronates. Kabalka, G. W.; Guchhait, S. K. Org. Lett. 2003, 5, 729.
32. Zinc tetrafluoroborate–catalyzed Mannich-type reaction of aldimines and silyl enol ethers in aqueous medium. Ranu, B. C.; Samanta, S.; Guchhait, S. K. Tetrahedron 2002, 58, 983.
33. Selective reduction of terminal alkynes to alkenes by indium metal. Ranu, B. C.; Dutta, J.; Guchhait, S. K. J. Org. Chem. 2001, 66, 5624.
34. Indium metal as a reducing agent. Selective reduction of carbon-carbon double bond in highly activated conjugated alkenes. Ranu, B. C.; Dutta, J.; Guchhait, S. K. Org. Lett. 2001, 3, 2603.
35. Stereoselective reduction of aryl-substituted gem-dibromides to vinyl bromides by indium metal. Ranu, B. C.; Samanta, S.; Guchhait, S. K. J. Org. Chem. 2001, 66, 4102.
36. Construction of bicyclo[2.2.2]octanone systems by microwave-assisted solid phase Michael addition followed by Al2O3-mediated intramolecular aldolisation. An eco-friendly approach. Ranu, B. C.; Guchhait, S. K.; Ghosh; K.; Patra, A. Green Chemistry, 2000, 2, 5-6.
37. A convenient and efficient procedure for selective deprotection of acetates by titanium (IV) isopropoxides. Ranu, B. C.; Guchhait, S. K.; Saha, M. J. Indian Chem. Soc. 1999, 76, 547. (Special issue dedicated to Professor D. Nasipuri, India on the occasion of his 75th birth anniversary)
38. Catalytic hydrogen transfer reductions using ammonium formate. A review. Ranu, B. C.; Sarkar, A.; Guchhait; S. K.; Ghosh, K. J. Indian Chem. Soc. 1998, 75, 690-694. (Special issue dedicated to Professor Sukh Dev, India on the occasion of his 75th birthday)
39. Stereoselective debromination of aryl-substituted vic-dibromide with indium metal. Ranu, B. C.; Guchhait, S. K.; Sarkar, A. J. Chem. Soc., Chem. Commun., 1998, 2113.
40. Chemoselective hydrogenation of a, b-unsaturated sulfones and phosphonates via palladium assisted hydrogen transfer by ammonium formate. Ranu, B. C.; Guchhait, S. K.; Ghosh, K. J. Org. Chem. 1998, 63, 5250.
Book Chapters
1. “Late Stage C–H Activation-Functionalization of Drugs, Natural Products, and Biomolecules: In View of Molecular Property and Mechanistic Pathway”, Sankar K. Guchhait, Vajja Krishna Rao, Acharya Ayan; a chapter in the book entitled “Handbook of C-H Functionalization (CHF)”, edited by Debabrata Maiti, IIT, Bombay, John Wiley & Sons, Ltd, Chichester, UK, 2021.
2. “Pharmacoinformatics Studies on Human Topoisomerase II: Exploring the Mechanism of Enzyme Inhibition” Chapter 2, pp. 49-142, Neha Tripathi, Rahul Deb, Sankar K. Guchhait and Prasad V. Bharatam*, in the book “Topoisomerase Inhibitors: Classification, Mechanisms of Action and Adverse Effects”, Edited by Raj Kumar and Sandeep Singh, Publishers – Nova Science Publishers, International (USA) publishers, 2017.