Abstract
Isoquinoline alkaloids, vastly found in nature and predominant in Papaveraceae, Berberidaceae, and Ranunculaceae plant families, possess fascinating chemical functionality and unique mechanism diversity. Isoquinoline alkaloids exhibit potent broad-spectrum anticancer activity through various mechanisms, inclusive of arrest cell cycle and induce apoptosis, representing a fertile source for discovery of novel anticancer therapeutic agents. The purpose of the present review article is to provide a comprehensive landscape of nature-derived isoquinoline alkaloids as potential anticancer agents including their mechanisms of action, covering articles published from 2018 to present.
REFERENCES
Kelley, K.D. and Aronowitz, P., Med. Clin. N. Am., 2022, vol. 106, p. 411. https://doi.org/10.1016/j.mcna.2021.12.006
Hulvat, M.C., Surg. Clin. N. Am., 2020, vol. 100, p. 469. https://doi.org/10.1016/j.suc.2020.01.002
Behranvand, N., Nasri, F., Emameh, R.Z., Khani, P., Hosseini, A., Garssen, J., and Falak, R., Cancer Immunol., Immunother., 2022, vol. 71, p. 507. https://doi.org/10.1007/s00262-021-03013-3
Miller, K.D., Nogueira, L., Devasia, T., Mariotto, A.B., Yabroff, K.R., Jemal, A., Kramer, J., and Siegel, R.L., CA Cancer J. Clin., 2022, vol. 72, p. 409. https://doi.org/10.3322/caac.21731
Dutta, S., Mahalanobish, S., Saha, S., Ghosh, S., and Sil, P.C., Food Chem. Toxicol., 2019, vol. 128, p. 240. https://doi.org/10.1016/j.fct.2019.04.012
Thomford, N.E., Senthebane, D.A., Rowe, A., Munro, D., Seele, P., Maroyi, A., and Dzobo, K., Int. J. Mol. Sci., 2018, vol. 19, p. e1578. https://doi.org/10.3390/ijms19061578
Shang, X.F., Yang, C.J., Morris-Natschke, S.L., Li, J.C., Yin, X.D., Liu, Y.Q., Guo, X., Zhang, J.Y., and Lee, K.H., Med. Res. Rev., 2020, vol. 40, p. 2212. https://doi.org/10.1002/med.21703
Plazas, E., Avila, M.C., Muñoz, D.R., and Cuca, L.E., Pharm. Res., 2022, vol. 177, p. e106126. https://doi.org/10.1016/j.phrs.2022.106126
Yun, D., Yoon, S.Y., Park, S.J., and Park, Y.J., Int. J. Mol. Sci., 2021, vol. 22, p. e1653. https://doi.org/10.3390/ijms22041653
Bibak, B., Shakeri, F., Keshavarzi, Z., Mollazadeh, H., Javid, H., Jalili-Nik, M., Sathyapalan, T., Afshari, A.R., and Sahebkar, A., Curr. Med. Chem., 2022, vol. 29, p. 4507. https://doi.org/10.2174/0929867329666220224112811
Xiong, R.G., Huang, S.Y., Wu, S.X., Zhou, D.D., Yang, Z.J., Saimaiti, A., Zhao, C.N., Gan, R.Y., and Li, H.B., Molecules, 2022, vol. 27, p. e4523. https://doi.org/10.3390/molecules27144523
Achi, I.T., Sarbadhikary, P., George, B.P., and Abrahamse, H., Cells, 2022, vol. 11, p. e3433. https://doi.org/10.3390/cells11213433
Liu, M., Yang, Y., Kang, W., Liu, Y., Tao, X., Li, X., and Pan, Y., Eur. J. Pharm., 2022, vol. 915, p. e174680. https://doi.org/10.1016/j.ejphar.2021.174680
Dian, L., Drobot, L., Horak, I., Li, J., Lu, H., Sun, Y., Wang, J., Xu, Z., and Zheng, M., Phytochem., 2022, vol. 200, p. e113217. https://doi.org/10.1016/j.phytochem.2022.113217
Zhu, Y., Xie, N., Chai, Y., Nie, Y., Liu, K., Liu, Y., Yang, Y., Su, J., and Zhang, C., Front. Pharm., 2022, vol. 13, p. e803717. https://doi.org/10.3389/fphar.2022.803717
Sun, Y., Huang, H., Zhan, Z., Gao, H., Zhang, C., Lai, J., Cao, J., Li, C., Chen, Y., and Liu, Z., Biochem. Biophys. Res. Commun., 2022, vol. 625, p. 38. https://doi.org/10.1016/j.bbrc.2022.07.101
Xu, M., Ren, L., Fan, J., Huang, L., Zhou, L., Li, X., and Ye, X., Life Sci., 2022, vol. 290, p. e120266. https://doi.org/10.1016/j.lfs.2021.120266
Shah, D., Challagundla, N., Dave, V., Patidar, A., Saha, B., Nivsarkar, M., Trivedi, V.B., and Agrawal-Rajput, R., Phytomed., 2022, vol. 99, p. e153904. https://doi.org/10.1016/j.phymed.2021.153904
Sun, Q., Yang, H., Liu, M., Ren, S., Zhao, H., Ming, T., Tang, S., Duan, D.D., and Xu, H., Phytomed., 2022, vol. 103, p. e154227. https://doi.org/10.1016/j.phymed.2022.154227
Chen, Q., Hou, Y., Li, D., Ding, Z., Xu, X., Hao, B., Xia, Q., Li, M., and Fan, L., Ann. Transl. Med., 2022, vol. 10, p. A56. https://doi.org/10.21037/atm-22-1298
Liu, M., Pan, Y., Tao, X., Kang, W., Liu, Y., Yang, Y., and Xiao, G., Biocell, 2022, vol. 46, p. 2257. https://doi.org/10.21203/rs.3.rs-282783/v1
Ni, L., Li, Z., Ren, H., Kong, L., Chen, X., Xiong, M., Zhang, X., Ning, B., and Li, J., Clin. Exp. Pharmacol. Physiol., 2022, vol. 49, p. 134. https://doi.org/10.1111/1440-1681.13582
Du, Y., Khan, M., Fang, N., Ma, F., Du, H., Tan, Z., Wang, H., Yin, S., and Wei, X., Front. Pharm., 2022, vol. 13, p. e856777. https://doi.org/10.3389/fphar.2022.856777
Fan, X., Li, J., Li, Z., Ni, L., Ren, H., and Sun, P., Front. Pharm., 2022, vol. 12, p. e775514. https://doi.org/10.3389/fphar.2021.775514
Chen, J., Chen, Z., Huang, X., Li, X., Ma, M., Tao, C., Wang, L., Wu, Z., Zeng, Q., and Zhang, R., Cancer Chemother. Pharm., 2020, vol. 86, p. 151. https://doi.org/10.1007/s00280-020-04050-y
Shen, Z., Wang, J., Tan, W., and Huang, T., Acta Pharm. Sin., 2021, vol. 42, p. 1190. https://doi.org/10.1038/s41401-020-00514-2
Du, X., Liu, Y., Ma, H., Wang, Y., and Yao, J., OncoTargets Ther., 2020, vol. 13, p. 1909. https://doi.org/10.2147/OTT.S241632
Qian, K., Tang, C.Y., Chen, L.Y., Zheng, S., Zhao, Y., Ma, L.S., Xu, L., Liu, Y., and Xiong, Y., ACS Omega, 2021, vol. 6, p. 10645. https://doi.org/10.1021/acsomega.0c06288
Filli, M.S., Ibrahim, A.A., Kesse, S., Aquib, M., Boakye-Yiadom, K.O., Farooq, M.A., Raza, F., Zhang, Y., and Wang, B., Brazil. J. Pharm. Sci., 2022, 58, p. E18835. https://doi.org/10.1590/s2175-97902020000318835
Wang, Z., Wang, L., Shi, B., Sun, X., Xie, Y., Yang, H., Zi, C., Wang, X., and Sheng, J., Cell Biochem. Funct., 2021, vol. 39, p. 763. https://doi.org/10.1002/cbf.3638
Liu, J., Huang, X., Liu, D., Ji, K., Tao, C., Zhang, R., and Chen, J., Phytomed., 2021, vol. 91, p. e153678. https://doi.org/10.1016/j.phymed.2021.153678
Ning, H., Lu, W., Jia, Q., Wang, J., Yao, T., Lv, S., Li, Y., and Wen, H., Invest. New Drugs, 2021, vol. 39, p. 386. https://doi.org/10.1007/s10637-020-01006-0
Liu, X., Zhang, Y., Zhou, G., Hou, Y., Kong, Q., Lu, J., Zhang, Q., and Chen, X., Toxicol. Appl. Pharm., 2020, vol. 404, p. e115179. https://doi.org/10.1016/j.taap.2020.115179
Chumkaew, P., Teerapongpisan, P., Pechwang, J., and Srisawat, T., Rec. Nat. Prod., 2019, vol. 13, p. 491. https://doi.org/10.25135/rnp.128.19.02.1181
Sun, Y., Gao, X., Wu, P., Wink, M., Li, J., Dian, L., and Liang, Z., Phytomed., 2019, vol. 63, p. e153015. https://doi.org/10.1016/j.phymed.2019.153015
Łuszczki, J.J., Adamczuk, G., Grabarska, A., Kalpoutzakis, E., Kukula-Koch, W., Skaltsounis, A.L., Stepulak, A., and Wróblewska-łuczka, P., Molecules, 2021, vol. 26, p. e6253. https://doi.org/10.3390/molecules26206253
Buszewski, B., Kapron, B., Makuch-Kocka, A., Misiurek, J., Petruczynik, A., Szultka-Młynska, M., Szymczak, G., and Tuzimski, T., Molecules, 2021, vol. 26, p. e816. https://doi.org/10.3390/molecules26040816
Kim, S.Y., Hwangbo, H., Kim, M.Y., Ji, S.Y., Lee, H., Kim, G.Y., Kwon, C.Y., Cheong, J., and Choi, Y.H., Arch. Biochem. Biophys., 2021, vol. 697, p. e108688. https://doi.org/10.1016/j.abb.2020.108688
Habartova, K., Havelek, R., Seifrtova1, M., Kralovec, K., Cahlikova, L., Chlebek, J., Cermakova, E., Mazankova, E., Marikova, J., Kunes, J., Novakova, L., and Rezacova, M., Sci. Rep., 2018, vol. 8, p. e4829. https://doi.org/10.1038/s41598-018-22862-0
Tian, J., Mo, J., Xu, L., Zhang, R., Qiao, Y., Liu, B., Jiang, L., Ma, S., and Shi, G., Chem.-Biol. Interact., 2020, vol. 327, p. e109184. https://doi.org/10.1016/j.cbi.2020.109184
Fu, L., Dai, D.C., Yang, R., Chen, G.Y., Zheng, C.J., Song, X.M., and Zhou, X.M., Fitoterapia, 2021, vol. 155, p. e105036. https://doi.org/10.1016/j.fitote.2021.105036
Takashima, K., Teramachi, M., Marumoto, S., Ishikawa, F., Manse, Y., Morikawa, T., and Tanabe, G., Bioorg. Med. Chem. Lett., 2022, vol. 78, p. e129034. https://doi.org/10.1016/j.bmcl.2022.129034
Cao, Z., Zhu, S., Xue, Z., Zhang, F., Zhang, L., Zhang, Y., Guo, Y., Zhan, G., Zhang, X., and Guo, Z., Phytochem., 2022, vol. 202, p. e113321. https://doi.org/10.1016/j.phytochem.2022.113321
An, J., Huang, H., Jin, G., Lan, L., Lei, J., Ma, N., Shangguan, F., Zhou, S., and Zhuang, W., Phytomed., 2022, vol. 102, p. e154164. https://doi.org/10.1016/j.phymed.2022.154164
Wu, S.Z., Wu, X.L., Zhou, G.X., Deng, L., Pang, P., Tang, H., Xu, H.C., Shi, Y.C., and Chen, X.Y., Phytochem. Lett., 2018, vol. 27, p. 108. https://doi.org/10.1016/j.phytol.2018.07.019
Cheng, H.F., Guo, Y.J., Li, Z.R., Liu, H.M., Liu, Z.Z., Maa, M., Niu, S.H., Zhao, L.J., and Zheng, Y.C., Bioorg. Chem., 2020, vol. 97, p. e103648. https://doi.org/10.1016/j.bioorg.2020.103648
Yu, L., Han, S., Lang, L., Song, H., Zhang, C.Y., Dong, L., Jia, S., Xu, Y., and Zhang, X.P., Phytomed., 2021, vol. 84, p. e153504. https://doi.org/10.1016/j.phymed.2021.153504
Nugraha, A.S., Haritakun, R., Lambert, J.M., Dillon, C.T., and Keller, P.A., Nat. Prod. Res., 2021, vol. 35, p. 481. https://doi.org/10.1080/14786419.2019.1638380
El-Elimat, T., Alhawarri, M.B., Rivera-Chávez, J., Burdette, J.E., Czarnecki, A., Al-Gharaibeh, M., Al-Sharie, A.H., Alhusban, A., Alali, F.Q., and Oberlies, N.H., Fitoterapia, 2020, vol. 146, p. e104706. https://doi.org/10.1016/j.fitote.2020.104706
Okon, E., Kukula-Koch, W., Halasa, M., Jarzab, A., Baran, M., Dmoszynska-Graniczka, M., Angelis, A., Stepulak, A., and Wawruszak, A., Biomol., 2020, vol. 10, p. e1532. https://doi.org/10.3390/biom10111532
Yang, P., Cheng, Y., Huang, X., Huang, B., Yi, L., He, H., and Xie, Y., Nat. Prod. Res., 2023, vol. 37, p. 912. https://doi.org/10.1080/14786419.2022.2096606
Lookpan, T., Voravuthikunchai, S.P., Sitthisuk, P., Poorahong, W., Watanapokasin, R., and Chakthong, S., Nat. Prod. Res., 2023, https://doi.org/10.1080/14786419.2022.2127708
Xue, F., and Chen, T., Curr. Top. Nutraceut. Res., 2021, vol. 19, p. 164. https://doi.org/10.37290/ctnr2641-452X.19:164-171
De Souza, C.A.S., Nardelli, V.B., Paz, W.H.P., Pinheiro, M.L.B., Da Rodrigues, A.C.B., Bomfim, L.M., Soares, M.B.P., Da Silva, F.M.A., and Costa, E.V., Quimica Nova, 2020, vol. 43, p. 1397. https://doi.org/10.21577/0100-4042.20170617
Lin, J.H. and Hu, M.H., Phytochem. Lett., 2022, vol. 52, p. 1. https://doi.org/10.1016/j.phytol.2022.08.011
Fayez, S., Feineis, D., Mudogo, V., Seo, E.J., Efferth, T., and Bringmann, G., Fitoterapia, 2018, vol. 129, p. 114. https://doi.org/10.1016/j.fitote.2018.06.009
Fayez, S., Feineis, D., Assi, L.A., Kaiser, M., Brun, R., Awale, S., and Bringmann, G., Fitoterapia, 2018, vol. 131, p. 245. https://doi.org/10.1016/j.fitote.2018.11.006
Kavatsurwa, S.M., Lombe, B.K., Feineis, D., Dibwe, D.F., Maharaj, V., Awale, S., and Bringmann, G., Fitoterapia, 2018, vol. 130, p. 6. https://doi.org/10.1016/j.fitote.2018.07.017
Fayez, S., Cacciatore, A., Sun, S., Kim, M., Assi, L.A., Feineis, D., Awale, S., and Bringmann, G., Bioorg. Med. Chem., 2021, vol. 30, p. e115950. https://doi.org/10.1016/j.bmc.2020.115950
Awale, S., Dibwe, D.F., Balachandran, C., Fayez, S., Feineis, D., Lombe, B.K., and Bringmann, G., J. Nat. Prod., 2018, vol. 81, p. 2282. https://doi.org/10.1021/acs.jnatprod.8b00733
Tshitenge, D.T., Bruhn, T., Feineis, D., Schmidt, D., Mudogo, V., Kaiser, M., Brun, R., Würthner, F., Awale, S., and Bringmann, G., J. Nat. Prod., 2019, vol. 82, p. 3150. https://doi.org/10.1021/acs.jnatprod.9b00755
Takeuchi, M., Saito, Y., Goto, M., Miyake, K., Newman, D.J., O'Keefe, B.R., Lee, K.H., and Nakagawa-Goto, K., J. Nat. Prod., 2018, vol. 81, p. 1884. https://doi.org/10.1021/acs.jnatprod.8b00411
Sun, N. and Han, Y., J. Asian Nat. Prod. Res., 2021, vol. 23, p. 1. https://doi.org/10.1080/10286020.2019.1694515
Sancha, S.A.R., Gomes, A.V., Loureiro, J.B., Saraiva, L., and Ferreira, M.J.U., Molecules, 2022, vol. 27, p. e5759. https://doi.org/10.3390/molecules27185759
Huang, Z., Xu, H., Chen, H., Sun, B., Huang, H., Fan, H., and Zheng, J., Fitoterapia, 2021, vol. 153, p. e104994. https://doi.org/10.1016/j.fitote.2021.104994
He, D.H., Liu, J., Fang, D.M., Wang, X.L., and Li, L.M., Acta Pharm. Sin., 2021, vol. 56, p. 3503. https://doi.org/10.16438/j.0513-4870.2021-1170
Katoch, D., Kumar, D., Padwad, Y.S., Sharma, U., and Singh, B., Nat. Prod. Res., 2020, vol. 34, p. 233. https://doi.org/10.1080/14786419.2018.1527836
Luo, T., Li, Z., Deng, X.M., Jiang, K., Liu, D., Zhang, H.H., Shi, T., Li, Q.E., and Wang, Z., Bioorg. Med. Chem., 2022, vol. 60, p. e116705. https://doi.org/10.1016/j.bmc.2022.116705
Wen, H., Yuan, X., Li, C., Li, J., and Yue, H., Nat. Prod. Res., 2023, https://doi.org/10.1080/14786419.2022.2146108
Sun, B., Assani, I., Wang, C.G., Wang, M.X., Liu, L.F., Li, Y., Yan, G., Yang, Y.R., Chen, Z., and Liao, Z.X., Nat. Prod. Res., 2022, vol. 36, p. 5304. https://doi.org/10.1080/14786419.2021.1937154
Zong, K., Gong, C., Shao, Z., Songa, C., and Meng, D., Chem. Biodiversity, 2022, vol. 19, p. E202200542. https://doi.org/10.1002/cbdv.202200542
Chamni, S., Sirimangkalakitti, N., Chanvorachote, P., Suwanborirux, K., and Saito, N., Mar. Drugs, 2020, vol. 18, p. e418. https://doi.org/10.3390/md18080418
Al-Ghazzawi, A.M., BMC Chem., 2019, vol. 13, p. e13. https://doi.org/10.1186/s13065-019-0536-4
Bezerra, D.P., Chaar, J.S., Costa, E.V., Koolen, H.H.F., Santos, L.S., Silva, V.R., Soares, L.N., Zengin, G., and Silva, F.M.A., Molecules, 2021, vol. 26, p. e3714. https://doi.org/10.3390/molecules26123714
Parcha, P.K., Sarvagalla, S., Ashok, C., Sudharshan, S., Dyavaiah, M., Coumar, M.S., and Rajasekaran, B., Pharmacol. Rep., 2021, vol. 73, p. 615. https://doi.org/10.1007/s43440-020-00196-x
Xue, J.J., Li, J.Y., Li, B.J., Jin, Y.T., Wang, C.H., Xue, C.M., Zhang, H.M., Li, Z.L., Li, D.H., and Hua, H.M., Chin. J. Chin. Mater. Med., 2022, vol. 47, p. 2676. https://doi.org/10.19540/j.cnki.cjcmm.20211227.203
Moodley, N., Crouch, N.R., Bastida, J., and Mulholland, D.A., S. Afr. J. Botany, 2021, vol. 136, p. 40. https://doi.org/10.1016/j.sajb.2020.07.029
Luo, J.Z., Li, M.S., Song, X.X., Fang, Y.L., Mo, H.N., Jiang, J.C., Zhao, H.Y., and Wang, H.S., Fitoterapia, 2022, vol. 162, p. e105289. https://doi.org/10.1016/j.fitote.2022.105289
Yu, M., Wang, H., Wang, P., Huang, S., Cai, C., Kong, F., Qu, Y., Liu, L., Mei, W., and Dai, H., Phytochem. Lett., 2019, vol. 34, p. 1. https://doi.org/10.1016/j.phytol.2019.08.008
Bringmann, G., Fayez, S., Kumar, S., Kushwaha, P.P., Prajapati, K.S., Shuaib, M., and Singh, A.K., Toxicol. Appl. Pharm., 2020, vol. 409, p. e115297. https://doi.org/10.1016/j.taap.2020.115297
Fayez, S., Li, J., Feineis, D., Assi, L.A., Kaiser, M., Brun, R., Anany, M.A., Wajant, H., and Bringmann, G., J. Nat. Prod., 2019, vol. 82, p. 3033. https://doi.org/10.1021/acs.jnatprod.9b00589
Zhou, S.Y., Fan, F., Sun, J.Z., Guo, Z., Sun, W.T., Chen, L., Tang, Q.Q., Yu, J., and Cai, Y.S., Phytochem. Lett., 2018, vol. 26, p. 195. https://doi.org/10.1016/j.phytol.2018.06.012
Chaichompoo, W., Chokchaisiri, R., Apiratikul, N., Chairoungdua, A., Yingyongnarongkul, B., Chunglok, W., Tocharus, C., and Suksamrarn, A., Med. Chem. Res., 2018, vol. 27, p. 939. https://doi.org/10.1007/s00044-017-2115-3
Xue, J., Wang, Y., Liu, F., Yang, H., Lin, B., Li, Z., Jing, Y., Li, D., and Hua, H., Chin. J. Chem., 2022, vol. 40, p. 1831. https://doi.org/10.1002/cjoc.202200159
Zhu, F., Li, X., Tang, X., Jiang, J., Han, Y., Li, Y., Ma, C., Liu, Z., and He, Y., Int. J. Mol. Med., 2021, vol. 48, p. e124. https://doi.org/10.3892/ijmm.2021.4957
Ozal, S.A., Gurlu, V., Turkekul, K., and Erdogan, S., Cutan. Ocul. Toxicol., 2020, vol. 39, p. 97. https://doi.org/10.1080/15569527.2020.1730882
Zhu, Y.Y., Jin, Q., Chen, S.S., Jin, D.N., Wang, Z.J., He, Y.J., Chen, H.C., Dai, Z., and Luo, X.D., Bioorg. Med. Chem., 2021, vol. 29, p. e115849. https://doi.org/10.1016/j.bmc.2020.115849
Lee, H.S., Kim, D.H., Lee, I.S., Park, J.H., Martin, G., Safe, S., Kim, K.J., Kim, J.H., Jang, B.I., and Lee, S.O., Int. J. Mol. Sci., 2022, vol. 23, p. e5280. https://doi.org/10.3390/ijms23095280
Xu, W., Wang, X., Chen, S., Wu, H., Tanaka, S., Onda, K., Sugiyama, K., Yamada, H., and Hirano, T., Eur. J. Pharmacol., 2020, vol. 881, p. e173232. https://doi.org/10.1016/j.ejphar.2020.173232
Jung, Y.Y., Shanmugam, M.K., Chinnathambi, A., Alharbi, S.A., Shair, O.H.M., Um, J.Y., Sethi, G., and Ahn, K.S. Molecules, 2019, vol. 24, p. e3127. https://doi.org/10.3390/molecules24173127
Jiang, F., Ren, S., Chen, Y., Zhang, A., Zhu, Y., Zhang, Z., Li, Z., and Piao, D., Oncol. Rep., 2021, vol. 45, p. 139. https://doi.org/10.3892/or.2020.7857
Koutova, D., Kulhava, M., Havelek, R., Majorosova, M., Královec, K., Habartova, K., Hošt’álková, A., Opletal, L., Cahlikova, L., and Řezáčová, M., Molecules, 2020, vol. 25, p. e964. https://doi.org/10.3390/molecules25040964
Song, C.F., Hu, Y.H., Mang, Z.G., Ye, Z., Chen, H.D., Jing, D.S., Fan, G.X., Xu, X.W., and Qin, Y., Acta Pharmacol. Sin., 2022, vol. 43, p. 3130. https://doi.org/10.1038/s41401-022-01006-1
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Liu, Bs., Liu, K., Wang, J. et al. Anticancer Potential of Nature-Derived Isoquinoline Alkaloids (A Review). Russ J Gen Chem 93, 1294–1310 (2023). https://doi.org/10.1134/S1070363223050286
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DOI: https://doi.org/10.1134/S1070363223050286