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DOI: 10.1055/s-0043-1775461
DOI: 10.1055/s-0043-1775461
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Small Molecules in Medicinal Chemistry
Sustainable Approaches for the Synthesis of Functionalized Xanthene Derivatives with Anticancer Activities Using Modern Green Tools at Room Temperature: Less Energy and More Efficiency
Abstract
Functionalized xanthenes occupy an important position in medicinal chemistry due to their wide range of pharmacological properties. The xanthene skeleton is present in various bioactive natural products such as mulgravanols A and B, hermannol, (+)-myrtucommulone D, homapanicones A and B, blumeaxanthene II, acrotrione, etc. Important xanthene-based drugs, including propantheline bromide, methantheline, phloxine B, etc., are available on the market. Thus, much effort has been dedicated to generating or modifying xanthenes as crucial O-heterocyclic compounds. Recently, the development of efficient processes for the synthesis of xanthene derivatives using modern techniques has received significant attention in an effort to overcome the disadvantages of traditional methodologies. Aligned with the sixth principle of green chemistry, in which minimum energy is needed to perform synthetic methods at ambient temperature with optimum productivity, this account focuses on green, room-temperature strategies for the synthesis of xanthenes with anticancer activities using modern synthetic methodologies.
1 Introduction
2 Synthesis of Functionalized Xanthene Derivatives through Green Strategies at Room Temperature
3 Medicinal Perspectives on Functionalized Xanthene Derivatives as Anticancer Agents
4 Conclusion
5 List of Abbreviations
Key words
bioactive O-heterocycles - functionalized xanthenes - ambient conditions - anticancer agents - sustainable chemistry - medicinal impactPublication History
Received: 29 January 2025
Accepted after revision: 27 February 2025
Article published online:
30 April 2025
© 2025. Thieme. All rights reserved
Georg Thieme Verlag KG
Oswald-Hesse-Straße 50, 70469 Stuttgart, Germany
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References
- 1 Maia M, Resende DI. S. P, Durães F, Pinto MM. M, Sousa E. Eur. J. Med. Chem. 2021; 210: 113085
- 2 Huang Q, Wang Y, Wu H, Yuan M, Zheng C, Xu H. Molecules 2021; 26: 5575
- 3 Chaudhary A, Khurana JM. Curr. Org. Synth. 2018; 15: 341
- 4 Sadeghpour M, Olyaei A, Adl A. New J. Chem. 2021; 45: 13669
- 5 Wu SY, Fu YH, Chen GY, Li XB, Zhou Q, Han CR, Song XP, Du XJ, Xie ML, Yao GG. Phytochem. Lett. 2015; 11: 236
- 6 Raju R, Singh A, Gunawardena D, Reddell P, Münch G. Fitoterapia 2020; 143: 104595
- 7 Huang L, Lei T, Lin C, Kuang X, Chen H, Zhou H. Fitoterapia 2010; 81: 389
- 8 Wu Y, Chen M, Wang W.-J, Li N.-P, Ye W.-C, Wang L. Chem. Biodivers. 2020; 17: e2000292
- 9 Adeniran LA, Ogundajo AL, Ashafa AO. T. S. Afr. J. Bot. 2020; 135: 330
- 10 Burange AS, Gadam KG, Tugaonkar PS, Thakur SD, Soni RK, Khan RR, Tai MS, Gopinath CS. Environ. Chem. Lett. 2021; 19: 3314
- 11 Singh N, Shreshtha AK, Thakur MS, Patra S. Heliyon 2018; 4: e00829
- 12 Karaman O, Alkan GA, Kizilenis C, Akgul CC, Gunbas G. Coord. Chem. Rev. 2023; 475: 214841
- 13 Parveen D, Parle A. Int. J. Pharm. Sci. Res. 2022; 13: 2550
- 14 Cam AA, Grunwell JF, Sill AD, Meyer DR, Sweet FW, Scheve BJ, Grisar JM, Fleming RW, Mayer GD. J. Med. Chem. 1976; 19: 1142
- 15 Chibale K, Visser M, Yardley V, Croft SL, Fairlamb AH. Bioorg. Med. Chem. Lett. 2000; 10: 1147
- 16 Kaiser C, Pavloff AM, Garvey E, Fowler PJ, Tedeschi DH, Zirkle CL, Nodiff EA, Saggiomo AJ. J. Med. Chem. 1972; 15: 665
- 17 Gopalakrishnan G, Banumathi B, Suresh G. J. Nat. Prod. 1997; 60: 519
- 18 Hafez HN, Hegab MI, Ahmed-Farag IS, El-Gazzar AB. A. Bioorg. Med. Chem. Lett. 2008; 18: 4538
- 19 Pavia MR, Taylor CP, Hershenson FM, Lobbestael SJ, Butler DE. J. Med. Chem. 1988; 31: 841
- 20 Sabitha G, Arundhathi K, Sudhakar K, Sastry BS, Yadav JS. Synth. Commun. 2008; 38: 3446
- 21a Cheng MJ, Wu Y.-Y, Zeng H, Zhang T.-H, Hu Y.-X, Liu S.-Y, Cui R.-O, Hu C.-X, Zou Q.-M, Li C.-C, Ye W.-C, Huang W, Wang L. Nat. Commun. 2024; 15: 5879
- 21b Trauner DH, Artzy JY. Synfacts 2024; 20: 1096
- 22 Sayad R, Bouzina A, Bouone YO, Beldjezzia D, Djemel A, Ibrahim-Ouali M, Aoufa N.-E, Aouf Z. RSC Adv. 2024; 14: 24585
- 23 Salami M, Ezabadi A. Res. Chem. Intermed. 2020; 46: 4611
- 24 Abdolmaleki M, Daraie M, Mirjafary Z. Sci. Rep. 2024; 14: 8085
- 25 Das B, Laxminarayana K, Krishnaiah M, Srinivas Y. Synlett 2007; 3112
- 26 Álvarez A, Bansode A, Urakawa A, Bavykina AV, Wezendonk TA, Makkee M, Gascon J, Kapteijn F. Chem. Rev. 2017; 117: 9804
- 27 Green Chemistry: Theory and Practice . Anastas PT, Warner JC. Oxford University Press; Oxford: 1998
- 28 Brahmachari G. RSC Adv. 2016; 6: 64676
- 29 Majhi S. ChemistrySelect 2020; 5: 12450
- 30 Majhi S. Phys. Sci. Rev. 2022; 8: 3447
- 31 Majhi S, Sivakumar M. Semisynthesis of Natural Products at Room Temperature. In Semisynthesis of Bioactive Compounds and Their Biological Activities. Elsevier; Amsterdam: 2024: 279-308
- 32 Lohar S, Mitra P, Majhi S. Curr. Green Chem. 2024; 12: 215
- 33 Majhi S, Sivakumar M. Semisynthesis of Bioactive Compounds and Their Biological Activities. Elsevier; Amsterdam: 2023
- 34 Majhi S, Mandal B. Modern Sustainable Techniques in Total Synthesis of Bioactive Natural Products. World Scientific Publishing; Singapore: 2023
- 35 Majhi S. Ultrason. Sonochem. 2021; 77: 105665
- 36 Majhi S, Saha I. Curr. Green Chem. 2022; 9: 127
- 37 Majhi S. Applications of Nanoparticles in Organic Synthesis Under Ultrasonication. In Nanoparticles in Green Organic Synthesis: Strategy Towards Sustainability, 1st ed. Bhunia S, Singh P, Kim K.-H, Kumar B, Oraon R. Elsevier; Amsterdam: 2023. Chap. 10, 279-315
- 38 Majhi S. Photochem. Photobiol. Sci. 2021; 20: 1357
- 39 Majhi S, Mondal P. Curr. Microwave Chem. 2023; 10: 135
- 40 Zaraei SO, Sbenati RM, Alach NN, Anbar HS, El-Gamal R, Tarazi H, Shehata MK, Abdel-Maksoud MS, Oh CH, El-Gamal MI. Eur. J. Med. Chem. 2021; 224: 113674
- 41 Majhi S. Anti-Cancer Agents Med. Chem. 2022; 22: 3219
- 42 Majhi S. Curr. Top. Med. Chem. 2024; 25: 63
- 43 Majhi S, Jash SK. Synth. Commun. 2023; 24: 2061
- 44 Majhi S, Mitra P, Mondal PK. Curr. Microwave Chem. 2024; 11: 74
- 45 Ertl P, Altmann E, McKenna JM. J. Med. Chem. 2020; 63: 8408
- 46 Acosta-Guzmán P, Ojeda-Porras A, Gamba-Sánchez D. Adv. Synth. Catal. 2023; 365: 4359
- 47 Pattabiraman VR, Bode JW. Nature 2011; 480: 471
- 48 Choi A, Goodrich OH, Atkins AP, Edwards MD, Tiemessen D, George MW, Lennox AJ. J. Org. Lett. 2024; 26: 653
- 49 Novaes LF. T, Liu J, Shen Y, Lu L, Meinhardt JM, Lin S. Chem. Soc. Rev. 2021; 50: 7941
- 50 Yan M, Kawamata Y, Baran PS. Chem. Rev. 2017; 117: 13230
- 51 Li F, Liu K, Sun Q, Zhang S, Li M.-B. SynOpen 2023; 7: 491
- 52 Guo S, AbuSalim DI, Cook SP. J. Am. Chem. Soc. 2018; 140: 12378
- 53 Lee BJ, De Glopper KS, Yoon TP. Angew. Chem. Int. Ed. 2019; 59: 197
- 54 Wang C, Yang N, Li C, He J, Li H. Molecules 2023; 28: 6139
- 55 Chen X, Engle KM, Wang DH, Yu JQ. Angew. Chem. Int. Ed. 2009; 48: 5094
- 56 Horbaczewskyj CS, Fairlamb IJ. S. Org. Process Res. Dev. 2022; 26: 2240
- 57 Yousaf M, Zahoor AF, Akhtar R, Ahmad M, Naheed S. Mol. Diversity 2020; 24: 821
- 58 Shetgaonkar SE, Raju A, China H, Takenaga N, Dohi T, Singh FV. Front. Chem. 2022; 10: 909250
- 59 Girard SA, Knauber T, Li CJ. Angew. Chem. Int. Ed. 2014; 53: 74
- 60 Leskinen MV, Madarasz A, Yip KT, Vuorinen A, Papai I, Neuvonen AJ, Pihko PM. J. Am. Chem. Soc. 2014; 136: 6453
- 61 Chen X, Liu H, Gao H, Li P, Miao T, Li H. J. Org. Chem. 2022; 87: 1056
- 62 He J, Chen G, Zhang B, Li Y, Chen J.-R, Xiao W.-J, Liu F, Li C. Chem 2020; 6: 1149
- 63 Huang A.-X, Li R, Lv Q.-Y, Yu B. Chem. Eur. J. 2024; 30: e202402416
- 64 Wei W.-J, Zhong Y.-J, Feng Y.-F, Gao L, Tang H.-T, Pan Y.-M, Ma X.-L, Mo Z.-Y. Adv. Synth. Catal. 2022; 364: 726
- 65 Zou L, Xiang S, Sun R, Lu Q. Nat. Commun. 2023; 14: 7992
- 66 Gui Y.-Y, Wang Z.-X, Zhou W.-J, Liao L.-L, Song L, Yin Z.-B, Li J, Yu D.-G. Asian J. Org. Chem. 2018; 7: 537
- 67 Liang Y, Niu L, Liang X.-A, Wang S, Wang P, Lei A. Chin. J. Chem. 2022; 40: 1422
- 68 Wei B, Qin J.-H, Yang Y.-Z, Xie Y.-X, Ouyang X.-H, Song R.-J. Org. Chem. Front. 2022; 9: 816
- 69 Ghosh D, Samal AK, Parida A, Ikbal M, Jana A, Jana R, Sahu PK, Giri S, Samanta S. Chem. Asian J. 2024; 19: e202400116
- 70 Jiang Y, Xu K, Zeng C. Chem. Rev. 2018; 118: 4485
- 71 Zhao Y, Xia W. Chem. Soc. Rev. 2018; 47: 2591
- 72 Wiebe A, Lips S, Schollmeyer D, Franke R, Waldvogel SR. Angew. Chem. Int. Ed. 2017; 56: 14727
- 73 Hu X, Zhang G, Nie L, Kong T, Lei A. Nat. Commun. 2019; 10: 5467
- 74 Yang Y.-Z, Wu Y.-C, Song R.-J, Li J.-H. Chem. Commun. 2020; 56: 7585
- 75 Yang Y.-D, Lan J.-B, You J.-S. Chem. Rev. 2017; 117: 8787
- 76 Hassan J, Sevignon M, Gozzi C, Schulz E, Lemaire M. Chem. Rev. 2002; 102: 1359
- 77 Zhou L, Tang S, Qi X, Lin C, Liu K, Liu C, Lan Y, Lei A. Org. Lett. 2014; 16: 3404
- 78 Qiu Y, Struwe J, Meyer TH, Oliveira JC. A, Ackermann L. Chem. Eur. J. 2018; 24: 12784
- 79 Zhang H.-H, Zhao J.-J, Yu S. J. Am. Chem. Soc. 2018; 140: 16914
- 80 Yang Y.-Z, Song R.-J, Li J.-H. Org. Lett. 2019; 21: 3228
- 81 Jiang Q, Luo J, Zhao X. Green Chem. 2024; 26: 1846
- 82 Hull KL, Sanford MS. J. Am. Chem. Soc. 2007; 129: 11904
- 83 Godula K, Sames D. Science 2006; 312: 67
- 84 Lin M.-Y, Xu K, Jiang Y.-Y, Liu Y.-G, Sun B.-G, Zeng C.-C. Adv. Synth. Catal. 2018; 360: 1665
- 85 Fatima A, Khanum G, Sharma A, Siddiqui N, Muthu S, Butcher RJ, Srivastava SK, Javed S. J. Mol. Struct. 2022; 1268: 133613
- 86 Wang LM, Shao JH, Tian H, Wang YH, Liu B. J. Fluorine Chem. 2006; 127: 97
- 87 Mirza B, Samiei SS. Asian J. Chem. 2012; 24: 1101
- 88 Friščić T, Mottillo C, Titi HM. Angew. Chem. Int. Ed. 2020; 59: 1018 ; Angew. Chem., 2020, 132, 1030
- 89 Amrute AP, De Bellis J, Felderhoff M, Schuth F. Chem. Eur. J. 2021; 27: 6819
- 90 Guo J, Zhou Z, Ming Q, Huang Z, Zhu J, Zhang S, Xu J, Xi J, Zhao Q, Zhao X. Chem. Eng. J. 2022; 427: 131612
- 91 Liang Y, Wang G, Wu Z, Liu W, Song M, Sun Y, Chen X, Zhan H, Bi S. Catal. Commun. 2020; 147: 106136
- 92 Wang G, Geng Y, Zhao Z, Zhang Q, Li X, Wu Z, Bi S, Zhan H, Liu W. ACS Omega 2022; 7: 32577
- 93 Majee S, Shilpa, Sarav M, Banik BK, Ray D. Pharmaceuticals 2023; 16: 873
- 94 Manikandan B, Thamotharan S, Blacque O, Ganesan SS. Org. Biomol. Chem. 2024; 22: 3279
- 95 Declerck V, Nun P, Martinez J, Lamaty F. Angew. Chem. Int. Ed. 2009; 48: 9318
- 96 Qareaghaj OH, Mashkouri S, Naimi-Jamal MR, Kaupp G. RSC Adv. 2014; 4: 48191
- 97 Qareaghaj OH, Ghaffarzadeh M, Azizi N. J. Heterocycl. Chem. 2021; 58: 2009
- 98 Yu J, Peng G, Jiang Z, Hong Z, Su W. Eur. J. Org. Chem. 2016; 32: 5340
- 99 Gerard B, Ryan J, Beeler AB, Porco JA. Jr. Tetrahedron 2006; 62: 6405
- 100 Wang S, Li C, Xiao Z, Chen T, Wang G. J. Mol. Catal. A: Chem. 2016; 420: 26
- 101 Mukherjee N, Ahammed S, Bhadra S, Ranu BC. Green Chem. 2013; 15: 389
- 102 Lambat TL, Chaudhary RG, Abdala AA, Mishra RK, Mahmood SH, Banerjee S. RSC Adv. 2019; 9: 31683
- 103 Mondejar ME, Avtar R, Diaz HL. B, Dubey RK, Esteban J, Gómez-Morales A, Hallam B, Mbungu NT, Okolo CC, Prasad KA, She Q, Garcia-Segura S. Sci. Total Environ. 2021; 794: 148539
- 104 Leow WR, Ng WK. H, Peng T, Liu X, Li B, Shi W, Lum Y, Wang X, Lang X, Li S, Mathews N, Ager JW, Sum TC, Hirao H, Chen X. J. Am. Chem. Soc. 2017; 139: 269
- 105 Marzo L, Pagire SK, Reiser O, König B. Angew. Chem. Int. Ed. 2018; 57: 10034
- 106 Xiong L, Tang J. Adv. Energy Mater. 2021; 11: 2003216
- 107 Bräse S, Gil C, Knepper K, Zimmermann V. Angew. Chem. Int. Ed. 2005; 44: 5188
- 108 Hagfeldt A, Boschloo G, Sun L, Kloo L, Pettersson H. Chem. Rev. 2010; 110: 6595
- 109 Oi LE, Choo M.-Y, Lee HV, Ong HC, Abd Hamid SB, Juan JC. RSC Adv. 2016; 6: 108741
- 110 Etacheri V, Valentin CD, Schneider J, Bahnemann D, Pillai SC. J. Photochem. Photobiol., C 2015; 25: 1
- 111 Alotaibi MA. Alharthi A. I, Qahtan TF, Alotibi S, Ali I, Bakht MA. J. Alloys Compd. 2024; 978: 173388
- 112 Goulart S, Nieves LJ. J, Dal Bó AG, Bernardin AM. Dyes Pigm. 2020; 182: 108654
- 113 Kuriechen SK, Murugesan S, Raj SP. J. Catal. 2013; 2013: 104019
- 114 Mohamadpour F, Amani AM. RSC Adv. 2024; 14: 20609
- 115 Huang K, Chen L, Liao M, Xiong J. Int. J. Photoenergy 2012; 2012: 367072
- 116 Lin S.-L, Zhao F, Wei F, Shi Y.-T, Wen J.-K, Yang C, Zhang H.-S, Li C.-C, Liu C, Ye W.-C, Cheng M.-J, Wang L. Angew. Chem. Int. Ed. 2025; 64: e20240671 ; Angew. Chem. 2025, 137, e202420671
- 117 Frecentese F, Sodano F, Corvino A, Schiano ME, Magli E, Albrizio S, Sparaco R, Andreozzi G, Nieddu M, Rimoli MG. Int. J. Mol. Sci. 2023; 24: 10722
- 118 Devos C, Bampouli A, Brozzi E, Stefanidis GD, Dusselier M, Gerven TV, Kuhn S. Chem. Soc. Rev. 2025; 54: 85
- 119 Li J, Cui J, Guo H, Yang J, Huan W. React. Chem. Eng. 2025; 10: 500
- 120 Potala V, Gangu KK, Jayarao K, Rao AV, Maddila S. Inorg. Chem. Commun. 2024; 170: 113546
- 121 Ghasemzadeh MA, Ghaffarian F. Appl. Organomet. Chem. 2020; 34: e5580
- 122 Hassan S, Müller TJ. J. Adv. Synth. Catal. 2015; 357: 617
- 123 Quintavalla A, Carboni D, Lombardo M. ChemCatChem 2024; 16: e202301225
- 124 Khaligh NG, Shirini F. Ultrason. Sonochem. 2015; 22: 397
- 125 Martins MA. P, Frizzo CP, Moreira DN, Zanatta N, Bonacorso HG. Chem. Rev. 2008; 108: 2015
- 126 Dadhania AN, Patel VK, Raval DK. C. R. Chim. 2012; 15: 378
- 127 Kaur G, Sharma A, Banerjee B. ChemistrySelect 2018; 19: 5283
- 128 Venkatesan K, Pujari SS, Lahoti RJ, Srinivasan KV. Ultrason. Sonochem. 2008; 15: 548
- 129 Yıldız T, Baştaş İ, Küçük HB. Beilstein J. Org. Chem. 2021; 17: 2203
- 130 Karthick M, Konikkara AE, Someshwar N, Anthony SP, Ramanathan CR. Org. Biomol. Chem. 2020; 18: 8653
- 131 Yıldız T, Baştaş İ, Küçük HB. RSC Adv. 2017; 7: 16644
- 132 Yagupolskii LM, Petrik VN, Kondratenko NV, Sooväli L, Kaljurand I, Leito I, Koppel IA. J. Chem. Soc., Perkin Trans. 2002; 1950
- 133 Yeager GW, Schissel DN. Synthesis 1995; 28
- 134 Bortolot CS, da S M, Forezi L, Marra RK. F, Reis MI. P, Sá BV. F. e, Filho RI, Ghasemishahrestani Z, Sola-Penna M, Zancan P, Ferreira VF, da Silva F. deC. Med. Chem. 2019; 15: 119
- 135 Jian H, Liu K, Wang W.-H, Li Z.-J, Dai B, He L. Tetrahedron Lett. 2017; 58: 1137
- 136 Watson AE. R, Tao SY, Siemiarczuk A, Boyle PD, Ragogna PJ, Gilroy JB. Angew. Chem. Int. Ed. 2024; 64: e202414534
- 137 Niu L, Yang H, Wang R, Fu H. Org. Lett. 2012; 14: 2618
- 138 Shinde GH, Sunden H. Chem. Eur. J. 2023; 29: e202203505
- 139 Chen Q, Yu GD, Wang XF, Ou YC, Huo YP. Green Chem. 2019; 21: 798
- 140 Nomiyama S, Hondo T, Tsuchimoto T. Adv. Synth. Catal. 2016; 358: 1136
- 141 Miao W, Ye P, Bai M, Yang Z, Duan S, Duan H, Wang X. RSC Adv. 2020; 10: 25165
- 142 Das SK, Singh R, Panda G. Eur. J. Org. Chem. 2009; 4757
- 143 Lovern MR, Cole CE, Schlosser PM. Crit. Rev. Toxicol. 2002; 31: 285
- 144 Penam D, Perez D, Guitian E. Angew. Chem. Int. Ed. 2006; 45: 3579
- 145 Yoshimura A, Ngo K, Mironova IA, Gardner ZS, Rohde GT, Ogura N, Ueki A, Yusubov MS, Saito A, Zhdankin VV. Org. Lett. 2024; 26: 1891
- 146 Okuma K, Nojima A, Matsunaga N, Shioji K. Org. Lett. 2009; 11: 169
- 147 Burmeister CA, Khan SF, Schäfer G, Mbatani N, Adams T, Moodley J, Prince S. Tumour Virus Res. 2022; 13: 200238
- 148 Aoki Y, Ochiai K, Lim S, Aoki D, Kamiura S, Lin H, Katsumata N, Cha S.-D, Kim J.-H, Kim B.-G, Hirashima Y, Fujiwara K, Kim Y.-T, Kim SM, Chung HH, Chang T.-C, Kamura T, Takizawa K, Takeuchi M, Kang S.-B. Br. J. Cancer 2018; 119: 530
- 149 Jahanshahi M, Dana PM, Badehnoosh B, Asemi Z, Hallajzadeh J, Mansournia MA, Yousefi B, Moazzami B, Chaichian S. J. Ovarian Res. 2020; 13: 68
- 150 Koh WJ, Abu-Rustum NR, Bean S, Bradley K, Campos SM, Cho KR, Chon HS, Chu C, Clark R, Cohn D, Crispens MA, Damast S, Dorigo O, Eifel PJ, Fisher CM, Frederick P, Gaffney DK, Han E, Huh WK, Lurain JR. I, Mariani A, Mutch D, Nagel C, Nekhlyudov L, Fader AN, Remmenga SW, Reynolds RK, Tillmanns T, Ueda S, Wyse E, Yashar CM, McMillian NR, Scavone JL. J. Natl. Compr. Cancer Network 2019; 17: 64
- 151 Cohen PA, Jhingran A, Oaknin A, Denny L. Lancet 2019; 393: 169
- 152 Mathieu V, Berge EV. D, Ceusters J, Konopka T, Cops A, Bruyere C, Pirker C, Berger W, Trieu-Van T, Serteyn D, Kiss R, Robiette R. J. Med. Chem. 2013; 56: 6626
- 153 Yao X, Chen J, Fu Y, Wang Y, Liu Y, Wang X. J. Mol. Struct. 2024; 1304: 137668
- 154 Baguley BC, Drummond CJ, Chen YY, Finlay GJ. Molecules 2021; 26: 552
- 155 Palchaudhuri R, Hergenrother PJ. Curr. Opin. Biotechnol. 2007; 18: 497
- 156 Ebadi A, Karimi A, Bahmani A, Najafi Z, Chehardoli G. J. Chem. 2024; 2024: 6612503
- 157 Imon MK, Islam R, Karmaker PG, Roy PK, Lee KI, Roy HN. Synth. Commun. 2022; 52: 712
- 158 Mohareb RM, Ibrahim RA, Farouk FO. A, Alwan ES. Anticancer Agents Med. Chem. 2024; 24: 990
- 159 Elumalai K, Srinivasan S, Shanmugam A. Biomed. Technol. 2024; 5: 109
- 160 Abualhasan M, Hawash M, Aqel S, Al-Masri M, Mousa A, Issa L. ACS Omega 2023; 8: 38597
- 161 Mamun TI, Younus S, Rahman MH. Cancer Treat. Res. Commun. 2024; 41: 100845
- 162 Majhi S. Phys. Sci. Rev. 2023; 8: 2405
- 163 Xu Y.-R, Jia Z, Liu Y.-J, Wang X.-Z. J. Mol. Struct. 2020; 1220: 128588
- 164 Manikandan A, Sivakumar A, Nigam PS, Napoleon AA. Anti-Cancer Agents Med. Chem. 2020; 20: 909
- 165 Wilkinson L, Gathani T. Br. J. Radiol. 2021; 95: 1130
- 166 Catanzaro E, Seghetti F, Calcabrini C, Rampa A, Gobbi S, Sestili P, Turrini E, Maffei F, Hrelia P, Bisi A, Belluti F, Fimognari C. Bioorg. Chem. 2019; 86: 538
- 167 Zorzanelli BC, de Queiroz LN, Santos RM. A, Menezes LM, Gomes FC, Ferreira VF, da Silva F. deC, Robbs BK. Future Med. Chem. 2018; 10: 1141
- 168 Jia Z, Yang H.-H, Liu Y.-J, Wang X.-Z. Mol. Cell. Biochem. 2018; 445: 145
- 169 Song Y, Yang Y, Wu L, Dong N, Gao S, Ji H, Du X, Liu B, Chen G. Molecules 2017; 22: 517