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Baker’s yeast (Saccharomyces cerevisiae) catalyzed synthesis of bioactive heterocycles and some stereoselective reactions

  • Bubun Banerjee EMAIL logo , Arvind Singh and Gurpreet Kaur
Published/Copyright: May 25, 2022
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Abstract

Saccharomyces cerevisiae, commonly known as baker’s yeast, has gained significant importance as a mild, low-cost, environmentally benign biocatalyst. Initially it was mostly employed as an efficient catalyst for the enantioselective reduction of carbonyl compounds. Over the last decade, baker’s yeast has found versatile catalytic applications in various organic transformations. Many multicomponent reactions were also catalyzed by baker’s yeast. Various heterocyclic scaffolds with immense biological activities were synthesized by employing baker’s yeast as catalyst at room temperature. In this communication, we have summarized baker’s yeast catalyzed various organic transformations focusing primarily on heterocyclic synthesis.


Corresponding author: Bubun Banerjee, Department of Chemistry, Akal University, Talwandi Sabo, Bathinda, Punjab, 151302, India, E-mail:

Acknowledgments

Authors are thankful to Prof. Gurmail Singh, Vice-Chancellor, Akal University for his wholehearted encouragement and support. BB is grateful to Akal University and Kalgidhar Trust, Baru Sahib, India for providing laboratory facilities.

  1. Author contributions: All the authors have accepted responsibility for the entire content of this submitted manuscript and approved submission.

  2. Research funding: None declared.

  3. Conflict of interest statement: The authors declare no conflicts of interest regarding this article.

References

1. Banerjee, B, Kaur, G, Kaur, N. p-Sulfonic acid calix[n]arene catalyzed synthesis of bioactive heterocycles: a review. Curr Org Chem 2021;25:209–22. https://doi.org/10.2174/1385272824999201019162655.Search in Google Scholar

2. Kaur, G, Singh, A, Bala, K, Devi, M, Kumari, A, Devi, S, et al.. Naturally occurring organic acid-catalyzed facile diastereoselective synthesis of biologically active (E)-3-(arylimino)indolin-2-one derivatives in water at room temperature. Curr Org Chem 2019;23:1778–88. https://doi.org/10.2174/1385272822666190924182538.Search in Google Scholar

3. Kaur, G, Singh, A, Kaur, N, Banerjee, B. A general method for the synthesis of structurally diverse quinoxalines and pyrido-pyrazine derivatives using camphor sulfonic acid as an efficient organo-catalyst at room temperature. Synth Commun 2021;51:1121–31. https://doi.org/10.1080/00397911.2021.1873383.Search in Google Scholar

4. Kaur, G, Singh, D, Singh, A, Banerjee, B. Camphor sulfonic acid catalyzed facile and general method for the synthesis of 3,3′-(arylmethylene)bis(4-hydroxy-2H-chromen-2-ones), 3,3′-(arylmethylene)bis(2-hydroxynaphthalene-1,4-diones) and 3,3′-(2-oxoindoline-3,3-diyl)bis(2-hydroxynaphthalene-1,4-dione) derivatives at room temperature. Synth Commun 2021;51:1045–57. https://doi.org/10.1080/00397911.2020.1856877.Search in Google Scholar

5. Kaur, G, Shamim, M, Bhardwaj, V, Kaur, A, Gupta, VK, Banerjee, B. Mandelic acid catalyzed one-pot three-component synthesis of α-aminonitriles and α-aminophosphonates under solvent-free conditions at room temperature. Synth Commun 2020;50:1545–60. https://doi.org/10.1080/00397911.2020.1745844.Search in Google Scholar

6. Banerjee, B, Bhardwaj, V, Kaur, A, Kaur, G, Singh, A. Catalytic applications of saccharin and its derivatives in organic synthesis. Curr Org Chem 2019;23:3191–205.10.2174/1385272823666191121144758Search in Google Scholar

7. Jones, JB. Tetrahedron report number 203: enzymes in organic synthesis. Tetrahedron 1986;42:3351–403. https://doi.org/10.1016/s0040-4020(01)87306-3.Search in Google Scholar

8. Ingraham, JL, Guyman, JF. The formation of higher aliphatic alcohols by mutant strains of Saccharomyces cerevisiae. Arch Biochem Biophys 1960;88:157–66. https://doi.org/10.1016/0003-9861(60)90211-3.Search in Google Scholar

9. Vojtíšek, V, Netrval, J. Effect of pyruvate decarboxylaxe activity and of pyruvate concentration on the production of 1-hydroxy-1-phenylpropanone in Saccharomyces carlsbergensis. Folia Microbiol 1982;27:173–7. https://doi.org/10.1007/BF02877396.Search in Google Scholar PubMed

10. Struyf, N, Van der Maelen, E, Hemdane, S, Verspreet, J, Verstrepen, KJ, Courtin, CS. Study on the antimicrobial properties of citrate-based biodegradeable polymers. Compr Rev Food Sci Food Saf 2017;16:850–67. https://doi.org/10.1111/1541-4337.12282.Search in Google Scholar PubMed

11. Sahoo, BM, Banik, BK. Baker’s yeast-based organocatalysis: applications in organic synthesis. Curr Organocatal 2019;6:158–64. https://doi.org/10.2174/2213337206666181211105304.Search in Google Scholar

12. Servi, S. Baker’s yeast as a reagent in organic synthesis. Synthesis 1990;1990:1–25. https://doi.org/10.1055/s-1990-26775.Search in Google Scholar

13. Csuk, R, Glaenzer, BI. Baker’s yeast mediated transformations in organic chemistry. Chem Rev 1991;91:49–97. https://doi.org/10.1021/cr00001a004.Search in Google Scholar

14. Santra, S. Baker’s yeast catalyzed multicomponent reactions: a new hope? ChemistrySelect 2019;4:12630–7. https://doi.org/10.1002/slct.201902263.Search in Google Scholar

15. Rodríguez, S, Kayser, M, Stewart, JD. Improving the stereoselectivity of bakers’ yeast reductions by genetic engineering. Org Lett 1999;1:1153–5. https://doi.org/10.1021/ol9901523.Search in Google Scholar

16. Tsuboi, S, Sakamoto, J, Kawano, T, Utaka, M, Takeda, A. Asymmetric reduction of chlorinated 4-oxopentanoates with bakers’ yeast. Synthesis of optically active gamma.-butyrolactones and useful chiral building blocks. J Org Chem 1991;56:7177–9. https://doi.org/10.1021/jo00025a043.Search in Google Scholar

17. Sih, CJ, Chen, CS. Microbial asymmetric catalysis-enantioselective reduction of ketones [new synthetic methods (45)]. Angew Chem Int Ed Engl 1984;23:570–8. https://doi.org/10.1002/anie.198405701.Search in Google Scholar

18. Tsuboi, S, Sakamoto, J, Sakai, T, Utaka, M. Highly Enantioselective synthesis of optically active γ-substituted 2-buten-4-olides by bakers’ yeast reduction. Synlett 1991;1991:866–7. https://doi.org/10.1055/s-1991-20905.Search in Google Scholar

19. Fujisawa, T, Itoh, T, Nakai, M, Sato, T. Optically pure (S)-3-phenylthio-1, 2-propanediol: synthesis by the yeast reduction and use as a precursor of both enantiomers of secondary alcohols. Tetrahedron Lett 1985;26:771–4. https://doi.org/10.1016/s0040-4039(00)89133-9.Search in Google Scholar

20. Utaka, M, Konishi, S, Takeda, A. Asymmetric reduction of Z-3-chloro-3-alken-2-ones with fermenting baker’s yeast. Tetrahedron Lett 1986;27:4737–40. https://doi.org/10.1016/s0040-4039(00)85052-2.Search in Google Scholar

21. Bik, W, Han, JL, Lee, KC. Selective reduction of aromatic nitro compounds to aromatic amines by baker’s yeast in basic solution. Tetrahedron Lett 1994;35:3965–6.10.1016/S0040-4039(00)76714-1Search in Google Scholar

22. D’Arrigo, P, Pedrocchi-Fantoni, G, Servi, S. Old and new synthetic capacities of baker’s yeast. Adv Appl Microbiol 1997;44:81–123.10.1016/S0065-2164(08)70460-XSearch in Google Scholar

23. Ohta, H, Kobayashi, N, Ozaki, K. Asymmetric reduction of nitro olefins by fermenting bakers’ yeast. J Org Chem 1989;54:1802–4. https://doi.org/10.1021/jo00269a011.Search in Google Scholar

24. Zagozada, M, Plenkiewicz, J. Optically active nitrile oxides: synthesis and 1, 3-dipolar cycloaddition reactions. Tetrahedron: Asymmetry 2007;18:1457–64.10.1016/j.tetasy.2007.05.021Search in Google Scholar

25. Kostraby, MM, Smallridge, AJ, Trewhella, MA. Yeast-mediated preparation of I-PAC in an organic solvent. Biotechnol Bioeng 2002;77:827–31. https://doi.org/10.1002/bit.10117.Search in Google Scholar

26. Tang, J, Brackenridge, SM, Roberts, J, Willets, AJ. Bakers’ yeast oxidation of methyl para-tolylsuifide: synthesis of a chiral intermediate in the preparation of the mevinic acid-type hypocholestemic agents. Tetrahedron 1995;51:13217–38. https://doi.org/10.1016/0040-4020(95)00819-t.Search in Google Scholar

27. Krieger, N, Bhatnagar, T, Baratti, JC, Baron, AM, de Lima, VM, Mitchell, D. Non-aqueous biocatalysis in heterogeneous solvent systems. Food Technol Biotechnol 2004;42:279–86.Search in Google Scholar

28. Pscheidt, B, Glieder, A. Yeast cell factories for fine chemical and API production. Microb Cell Factories 2008;7:Article number 25. https://doi.org/10.1186/1475-2859-7-25.Search in Google Scholar PubMed PubMed Central

29. Borah, HN, Prajapati, D, Boruah, RC. Bakers’ yeast–catalyzed ring opening of benzofuroxans: an efficient green synthesis of aryl-1,2-diamines. Synth Commun 2008;39:267–72. https://doi.org/10.1080/00397910802372509.Search in Google Scholar

30. Rao, KR. New trends in biocatalysis in the presence of cyclodextrins. Pure Appl Chem 1992;64:1141–5. https://doi.org/10.1351/pac199264081141.Search in Google Scholar

31. Levy, SB, Alekshun, MN, Podlogar, BL, Ohemeng, K, Verma, AK, Warchol, T, et al.. Transcription factor modulating compounds and methods of use thereof. Patent Appl 2005124678 A1 20050609, 2005.Search in Google Scholar

32. Anderson, DR, Stehle, NW, Kolodziej, SA, Reinhard, EJ. Method of using aminocyanopyridine compounds as mitogen activated protein kinase-activated protein kinase-2 inhibitors. PCT Int. Appl WO 2004055015 A1 20040701, 2004.Search in Google Scholar

33. Gueiffier, A, Mavel, S, Lhassani, M, Elhakmaoui, A, Snoeck, R, Andrei, G, et al.. Synthesis of imidazo[1,2-a]pyridines as antiviral agents. J Med Chem 1998;41:5108–12. https://doi.org/10.1021/jm981051y.Search in Google Scholar PubMed

34. Özdemir, A, Turan-Zitouni, G, Asım Kaplancıklı, Z, İşcan, G, Khan, S, Demirci, F. Synthesis and the selective antifungal activity of 5,6,7,8-tetrahydroimidazo[1,2-a]pyridine derivatives. Eur J Med Chem 2010;45:2080–4. https://doi.org/10.1016/j.ejmech.2009.12.023.Search in Google Scholar PubMed

35. Chen, H, Zhang, W, Tam, R, Raney, AK. Thiazolidinones, oxazolidinones, and pyrrolidinones for HBV. PCT Int. ApplmWO2005058315 A1 20050630, 2005.Search in Google Scholar

36. Perrier, V, Wallace, AC, Kaneko, K, Safar, J, Prusiner, SB, Cohen, FE. Mimicking dominant negative inhibition of prion replication through structure-based drug design. Proc Natl Acad Sci Unit States Am 2000;97:6073–8. https://doi.org/10.1073/pnas.97.11.6073.Search in Google Scholar PubMed PubMed Central

37. Harada, H, Watanuki, S, Takuwa, T, Kawaguchi, K, Okazaki, T, Hirano, Y, et al.. Phenylpyridine carbonyl piperazine derivative. PCT Int Appl WO 2002006237 A1 20020124, 2002.Search in Google Scholar

38. Banerjee, S, Sereda, G. One-step, three-component synthesis of highly substituted pyridines using silica nanoparticle as reusable catalyst. Tetrahedron Lett 2009;50:6959–62. https://doi.org/10.1016/j.tetlet.2009.09.137.Search in Google Scholar

39. Singh, KN, Singh, SK. Microwave-assisted, one-pot multicomponent synthesis of highly substituted pyridines using KF/alumina. Arkivoc 2009;xiii:153–60. https://doi.org/10.3998/ark.5550190.0010.d13.Search in Google Scholar

40. Ranu, BC, Jana, R, Sowmiah, S. An improved procedure for the three-component synthesis of highly substituted pyridines using ionic liquid. J Org Chem 2007;72:3152–4. https://doi.org/10.1021/jo070015g.Search in Google Scholar PubMed

41. Sridhar, M, Ramanaiah, BC, Narsaiah, C, Mahesh, B, Kumaraswamy, M, Mallu, KKR, et al.. Novel ZnCl2-catalyzed one-pot multicomponent synthesis of 2-amino-3, 5-dicarbonitrile-6-thio-pyridines. Tetrahedron Lett 2009;50:3897–900. https://doi.org/10.1016/j.tetlet.2009.04.051.Search in Google Scholar

42. Guo, K, Mutter, R, Heal, W, Reddy, TRK, Cope, H, Pratt, S, et al.. Synthesis and evaluation of a focused library of pyridine dicarbonitriles against prion disease. Eur J Med Chem 2008;43:93–106. https://doi.org/10.1016/j.ejmech.2007.02.018.Search in Google Scholar PubMed

43. Mamgain, R, Singh, R, Rawat, DS. DBU-catalyzed three-component one-pot synthesis of highly functionalized pyridines in aqueous ethanol. J Heterocycl Chem 2009;46:69–73. https://doi.org/10.1002/jhet.32.Search in Google Scholar

44. Thimmaiah, M, Regati, PLS, Chen, B, Zhao, JCG. Multi-component synthesis of 2-amino-6-(alkylthio) pyridine-3, 5-dicarbonitriles using Zn(II) and Cd(II) metal–organic frameworks (MOFs) under solvent-free conditions. Tetrahedron Lett 2012;53:4870–2. https://doi.org/10.1016/j.tetlet.2012.06.139.Search in Google Scholar PubMed PubMed Central

45. Shinde, PV, Shingate, BB, Shingare, MS. Aqueous suspension of basic alumina: an efficient catalytic system for the synthesis of poly functionalized pyridines. Bull Kor Chem Soc 2011;32:459–62. https://doi.org/10.5012/bkcs.2011.32.2.459.Search in Google Scholar

46. Safaei-Ghomi, J, Ghasemzadeha, MA, Mehrabi, M. Calcium oxide nanoparticles catalyzed one-step multicomponent synthesis of highly substituted pyridines in aqueous ethanol media. Sci Iran 2013;20:549–54.Search in Google Scholar

47. Shinde, PV, Sonar, SS, Shingate, BB, Shingare, MS. Boric acid catalyzed convenient synthesis of 2-amino-3,5-dicarbonitrile-6-thio-pyridines in aqueous media. Tetrahedron Lett 2010;51:1309–12. https://doi.org/10.1016/j.tetlet.2009.12.146.Search in Google Scholar

48. Chavana, AS, Kharat, AS, Bhosle, MR, Mane, RA. A convenient Baker yeast accelerated, one-pot synthesis of pentasubstituted thiopyridines. Synth Commun 2017;47:1777–82. https://doi.org/10.1080/00397911.2017.1350982.Search in Google Scholar

49. Choudhury, P, Ghosh, P, Basu, B. Amine-functionalized graphene oxide nanosheets (AFGONs): an efficient bifunctional catalyst for selective formation of 1,4-dihydropyridines, acridinediones and polyhydroquinolines. Mol Divers 2020;24:283–94. https://doi.org/10.1007/s11030-019-09949-0.Search in Google Scholar PubMed

50. Lee, JH. Synthesis of Hantzsch 1,4-dihydropyridines by fermenting baker’s yeast. Tetrahedron Lett 2005;46:7329–30. https://doi.org/10.1016/j.tetlet.2005.08.137.Search in Google Scholar

51. Kumar, A, Maurya, RA. Bakers’ yeast catalyzed hydroquinoline derivatives via an unsymmetrical hantzsch reaction. Tetrahedron Lett 2007;48:3887–90. https://doi.org/10.1016/j.tetlet.2007.03.130.Search in Google Scholar

52. Kumar, A, Maurya, RA. An efficient bakers’ yeast catalyzed synthesis of 3,4-dihydropyrimidin-2-(1H)-ones. Tetrahedron Lett 2007;48:4569–71. https://doi.org/10.1016/j.tetlet.2007.04.130.Search in Google Scholar

53. Chate, AV, Sukale, SB, Ugale, RS, Gill, CH. Baker’s yeast: an efficient, green and reusable biocatalyst for the one-pot synthesis of biologically important N-substituted decahydroacridine-1,8-dione derivatives. Synth Commun 2016;47:409–20.10.1080/00397911.2016.1266501Search in Google Scholar

54. Beheshtiha, YS, Heravi, MM, Amrollah, M, Saeedi, M, Fallah, A. Bakers’ yeast catalyzed synthesis of benzimidazole and quinoxaline derivatives in water. Chem Sci Trans 2012;1:134–8. https://doi.org/10.7598/cst2012.116.Search in Google Scholar

55. Navarro-Ocaña, A, Olguín, LF, Luna, H, Jiménez-Estrada, M, Bárzana, E. Reductive cyclization with baker’s yeast of 4-alkyl-2-nitroacetanilides to 6-alkylbenzimidazoles and 1-hydroxy-2-methyl-6-alkylbenzimidazoles. J Chem Soc Perkin Trans 2001;1:2754–6.10.1002/chin.200212153Search in Google Scholar

56. Khillare, LD, Pratap, UR, Bhosle, MR, Dhumal, ST, Bhalerao, MB, Mane, RA. Syntheses of biodynamic heterocycles: baker’s yeast-assisted cyclocondensations of organic nucleophiles and phenacyl chlorides. Res Chem Intermed 2017;43:4327–37. https://doi.org/10.1007/s11164-017-2880-0.Search in Google Scholar

57. Avalani, JR, Patel, DS, Raval, DK. Saccharomyces cerevisiae catalyzed one pot synthesis of isoindolo[2,1-a]quinazoline performed under ultrasonication. J Mol Catal B Enzym 2013;90:70–5. https://doi.org/10.1016/j.molcatb.2013.01.024.Search in Google Scholar

58. Baik, W, Park, TH, Kim, BH, Jun, YM. Reductive cyclization of O-nitrophenylazo dyes using bakers’ yeast in NaOH solution. A new synthesis of 2-aryl-2H-benzotriazoles and their 1-oxides. J Org Chem 1995;60:5683–5. https://doi.org/10.1021/jo00122a061.Search in Google Scholar

59. Singh, N, Nongrum, R, Kathing, C, Rani, JWS, Nongkhlaw, R. Bakers’ yeast: an environment benign catalyst for the one-pot synthesis of indolyl chromenes and bisindolyl alkanes. Green Chem Lett Rev 2014;7:137–44. https://doi.org/10.1080/17518253.2014.902506.Search in Google Scholar

60. Wang, JL, Liu, D, Zhang, ZJ, Shan, S, Han, X, Srinivasula, SM, et al.. Structure-based discovery of an organic compound that binds Bcl-2 protein and induces apoptosis of tumor cells. Proc Natl Acad Sci Unit States Am 2000;97:7124–9. https://doi.org/10.1073/pnas.97.13.7124.Search in Google Scholar

61. Kumar, D, Reddy, VB, Sharad, S, Dube, U, Kapur, S. A facile one-pot green synthesis and antibacterial activity of 2-amino-4H-pyrans and 2-amino-5-oxo-5, 6, 7, 8-tetrahydro-4H-chromenes. Eur J Med Chem 2009;44:3805–9. https://doi.org/10.1016/j.ejmech.2009.04.017.Search in Google Scholar

62. Martinez-Grau, A, Marco, JL. Friedländer reaction on 2-amino-3-cyano-4H-pyrans: synthesis of derivatives of 4H-pyran [2,3-b] quinoline, new tacrine analogues. Bioorg Med Chem Lett 1997;7:3165–70. https://doi.org/10.1016/s0960-894x(97)10165-2.Search in Google Scholar

63. Adreani, LL, Lapi, E. On some new esters of coumarin-3-carboxylic acid wit balsamic and bronchodilator action. Boll Chim Farm 1960;99:583–6.Search in Google Scholar

64. Brahmachari, G, Laskar, S, Banerjee, B. Eco-friendly, one-pot multicomponent synthesis of pyran annulated heterocyclic scaffolds at room temperature using ammonium or sodium formate as non-toxic catalyst. J Chem Res 2014;51:E303. https://doi.org/10.1002/jhet.1974.Search in Google Scholar

65. Brahmachari, G, Banerjee, B. Facile and chemically sustainable one-pot synthesis of a wide array of fused O-and N-heterocycles catalyzed by trisodium citrate dihydrate under ambient conditions. Asian J Org Chem 2016;5:271–86. https://doi.org/10.1002/ajoc.201500465.Search in Google Scholar

66. Brahmachari, G, Banerjee, B. Facile and one-pot access to diverse and densely functionalized 2-amino-3-cyano-4H-pyrans and pyran-annulated heterocyclic scaffolds via an eco-friendly multicomponent reaction at room temperature using urea as a novel organo-catalyst. ACS Sustainable Chem Eng 2014;2:411–22. https://doi.org/10.1021/sc400312n.Search in Google Scholar

67. Pratap, UR, Jawale, DV, Netankar, PD, Mane, RA. Baker’s yeast catalyzed one-pot three-component synthesis of polyfunctionalized 4H-pyrans. Tetrahedron Lett 2011;52:5817–9. https://doi.org/10.1016/j.tetlet.2011.08.135.Search in Google Scholar

68. Saha, M, Pal, AK. Fermented baker’s yeast: an efficient catalyst for the synthesis of pyran derivatives in water at room temperature. Synth Commun 2013;43:1708–13. https://doi.org/10.1080/00397911.2012.665559.Search in Google Scholar

69. Rao, KR, Bhanumathi, N, Sattur, PB. Baker’s yeast catalyzed asymmetric cycloaddition of nitrileoxides to C=C bond: improved chiral recognition by using β-cyclodextrin. Tetrahedron Lett 1990;31:3201–4. https://doi.org/10.1016/s0040-4039(00)94732-4.Search in Google Scholar

70. Chavan, AS, Kharat, AS, Bhosle, MR, Mane, RA. Baker’s yeast catalyzed one-pot synthesis of bioactive 2-[benzylidene(or pyrazol-4-yl methylene)hydrazono]-1,3- thiazolidin-4-one-5-yl-acetic acids. Heterocycl Commun 2018;24:103–7. https://doi.org/10.1515/hc-2017-0130.Search in Google Scholar

71. Pratap, UR, Jawale, DV, Londhe, BS, Mane, RA. Baker’s yeast catalyzed synthesis of 1,4-benzothiazines, performed under ultrasonication. J Mol Catal B Enzym 2011;68:94–7. https://doi.org/10.1016/j.molcatb.2010.09.018.Search in Google Scholar

72. Pratap, UR, Jawale, DV, Bhosle, MR, Mane, RA. Saccharomyces cerevisiae catalyzed one-pot three component synthesis of 2, 3-diaryl-4-thiazolidinones. Tetrahedron Lett 2011;52:1689–91. https://doi.org/10.1016/j.tetlet.2011.01.143.Search in Google Scholar

73. Pratap, UR, Mali, JR, Jawale, DV, Mane, RA. Bakers’ yeast catalyzed synthesis of benzothiazoles in an organic medium. Tetrahedron Lett 2009;50:1352–4. https://doi.org/10.1016/j.tetlet.2009.01.032.Search in Google Scholar

74. Yadav, JS, Thirupathi Reddy, P, Nanda, S, Bhaskar Rao, A. A facile synthesis of (R)-(−)-2-azido-1-arylethanols from 2-azido-1-arylketones using baker’s yeast. Tetrahedron: Asymmetry 2001;12:63–7. https://doi.org/10.1016/s0957-4166(01)00020-9.Search in Google Scholar

75. Tosa, M, Paizs, C, Majdik, C, Moldovan, P, Novák, L, Kolonits, P, et al.. Baker’s yeast mediated preparation of (10-alkyl-10H-phenothiazin-3-yl)methanols. J Mol Catal B Enzym 2002;17:241–8.10.1016/S1381-1177(02)00015-2Search in Google Scholar

76. Bhattacharya, AK, Mujahid, M. Efficient Bakers’ yeast-catalyzed multicomponent synthesis of α-aminophosphonates in one pot. Synth Commun 2013;43:2583–9. https://doi.org/10.1080/00397911.2012.721918.Search in Google Scholar

77. Ottana, R, Maccari, R, Barreca, ML, Bruno, G, Rotondo, A, Rossi, A, et al.. 5-Arylidene-2-imino-4-thiazolidinones: design and synthesis of novel anti-inflammatory agents. Bioorg Med Chem 2005;13:4243–52. https://doi.org/10.1016/j.bmc.2005.04.058.Search in Google Scholar PubMed

78. Kaminsky, D, Zimenkovsky, B, Lesyk, R. Synthesis and in vitro anticancer activity of 2, 4-azolidinedione-acetic acids derivatives. Eur J Med Chem 2009;44:3627–36. https://doi.org/10.1016/j.ejmech.2009.02.023.Search in Google Scholar PubMed

79. Maccari, R, Paoli, P, Ottana, R, Jacomelli, M, Ciurleo, R, Manao, G, et al.. 5-Arylidene-2,4-thiazolidinediones as inhibitors of protein tyrosine phosphatises. Bioorg Med Chem Lett 2007;15:5137–49. https://doi.org/10.1016/j.bmc.2007.05.027.Search in Google Scholar PubMed

80. Maccari, R, Ottana, R, Ciurleo, R, Vigorita, MG, Rakowitz, D, Steindl, T, et al.. Evaluation of in vitro aldose redutase inhibitory activity of 5-arylidene-2,4-thiazolidinediones. Bioorg Med Chem Lett 2007;17:3886–93. https://doi.org/10.1016/j.bmcl.2007.04.109.Search in Google Scholar PubMed

81. Bhandari, SV, Bothara, KG, Patil, AA, Chitre, TS, Sarkate, AP, Gore, ST, et al.. Design, synthesis and pharmacological screening of novel antihypertensive agents using hybrid approach. Bioorg Med Chem Lett 2009;17:390–400. https://doi.org/10.1016/j.bmc.2008.10.032.Search in Google Scholar PubMed

82. Mishra, AK, Kaushik, NK. Synthesis, characterization, cytotoxicity, antibacterial and antifungal evaluation of some new platinum(IV) and palladium(II) complexes of thiodiamines. Eur J Med Chem 2007;42:1239–46. https://doi.org/10.1016/j.ejmech.2007.03.017.Search in Google Scholar PubMed

83. Pratap, UR, Jawale, DV, Waghmare, RA, Lingampalle, DL, Mane, RA. Synthesis of 5-arylidene-2,4-thiazolidinediones by knoevenagel condensation catalyzed by baker’s yeast. New J Chem 2011;35:49–51. https://doi.org/10.1039/c0nj00691b.Search in Google Scholar

Received: 2021-07-14
Accepted: 2021-08-03
Published Online: 2022-05-25

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