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Letters in Organic Chemistry

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ISSN (Online): 1875-6255

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Mini-Review Article

Bioactivity of Marine Natural Product Xyloketals

Author(s): Biswajit Panda* and Amal Kumar Gooyee

Volume 18, Issue 7, 2021

Published on: 09 September, 2020

Page: [507 - 512] Pages: 6

DOI: 10.2174/1570178617999200909114431

Price: $65

Abstract

Oceans can play a major role in supplying life-saving medicines to the world. Although considerable progress has been made in finding new medicines from marine sources, great efforts are still necessary to examine such molecules for clinical applications. Xyloketals are an important group of natural products with various powerful and prominent bioactivities such as inhibition of acetylcholine esterase, antioxidant activity, inhibition of L-calcium channels, radical-scavenging behavior, suppression of cell proliferation, reduction of neonatal hypoxic-ischemic brain injury, etc. This review describes the isolation and structural characterization of all xyloketal natural products giving major emphasis on their bioactivity.

Keywords: Bioactive molecules, natural products, xyloketals, marine compounds, drug development, acetylcholine.

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[1]
Whalley, A.J.S. Mycol. Res., 1996, 100, 897.
[http://dx.doi.org/10.1016/S0953-7562(96)80042-6]
[2]
Eriksson, G.; Hawksworth, D.L. Systema Ascomycetum, 1993, 12, 51.
[3]
Martin, P. S. Afr. J. Bot., 1970, 36, 73.
[4]
Lodge, D.J.; Cantrell, S. Can. J. Bot., 1995, 73, 1391.
[http://dx.doi.org/10.1139/b95-402]
[5]
Lin, Y.; Wu, X.; Feng, S.; Jiang, G.; Luo, J.; Zhou, S.; Vrijmoed, L.L.P.; Jones, E.B.G.; Krohn, K.; Steingröver, K.; Zsila, F. J. Org. Chem., 2001, 66(19), 6252-6256.
[http://dx.doi.org/10.1021/jo015522r] [PMID: 11559170]
[6]
Xiaobo, Z.; Haiying, W.; Linyu, H.; Yongcheng, L.; Zhongtao, L. Process Biochem., 2006, 41, 293.
[http://dx.doi.org/10.1016/j.procbio.2005.06.002]
[7]
Wu, X.Y.; Liu, X.H.; Lin, Y.C.; Luo, J.H.; She, Z.G.; Houjin, L.; Chan, W.L.; Antus, S.; Kurtan, T.; Elsasser, B.; Krohn, K. Eur. J. Org. Chem., 2005, 4061.
[http://dx.doi.org/10.1002/ejoc.200500326]
[8]
Wu, X.; Liu, X.; Jiang, G.; Lin, Y.; Chan, W.; Vrijmoed, L.L.P. Chem. Nat. Compd., 2005, 41, 27.
[http://dx.doi.org/10.1007/s10600-005-0066-2]
[9]
Liu, X.; Xu, F.; Zhang, Y.; Liu, L.; Huang, H.; Cai, X.; Lin, Y.; Chan, W. Russ.Chem.Bull.Int.Ed; , 2006, 51, p. 1091.
[10]
Xu, F.; Zhang, Y.; Wang, J.; Pang, J.; Huang, C.; Wu, X.; She, Z.; Vrijmoed, L.L.; Jones, E.B.; Lin, Y. J. Nat. Prod., 2008, 71(7), 1251-1253.
[http://dx.doi.org/10.1021/np070602x] [PMID: 18500842]
[11]
Yin, W.Q.; Lin, Y.C.; She, Z.G.; Vrijmoed, L.L.P.; Jones, E.B.G. Chem. Nat. Compd., 2008, 44, 3.
[http://dx.doi.org/10.1007/s10600-008-0002-3]
[12]
Rateb, M.E.; Ebel, R. Nat. Prod. Rep., 2011, 28(2), 290-344.
[http://dx.doi.org/10.1039/c0np00061b] [PMID: 21229157]
[13]
Panda, B. ChemistrySelect, 2019, 4, 9143.
[http://dx.doi.org/10.1002/slct.201900779]
[14]
Pettigrew, J.D. Total synthesis of the xyloketal natural products and alboatrin Ph.D. Thesis, (Supervised by Prof. Peter D. Wilson), Department of Chemistry, Simon Fraser University, Burnaby, Canada, 2006.
[15]
Panda, B.; Sarkar, T.K. J. Org. Chem., 2013, 78(6), 2413-2421.
[http://dx.doi.org/10.1021/jo302545n] [PMID: 23428314]
[16]
Wu, X.Y.; Liu, X.H.; Lin, Y.C.; Luo, J.H.; She, Z.G.; Houjin, L.; Chan, W.L.; Antus, S.; Kurtan, T.; Elsasser, B.; Krohn, K. Eur. J. Org. Chem., 2005, 4061.
[http://dx.doi.org/10.1002/ejoc.200500326]
[17]
Krohn, K.; Riaz, M.; Florke, U. Eur. J. Org. Chem., 2004, 1261.
[http://dx.doi.org/10.1002/ejoc.200300629]
[18]
Krohn, K.; Riaz, M. Tetrahedron Lett., 2004, 45, 293.
[http://dx.doi.org/10.1016/j.tetlet.2003.10.189]
[19]
Pettigrew, J.D.; Freeman, R.P.; Wilson, P.D. Can. J. Chem., 2004, 82, 1640.
[http://dx.doi.org/10.1139/v04-138]
[20]
Sarkar, D.; Venkateswaran, R.V. Tetrahedron, 2011, 67, 4559.
[http://dx.doi.org/10.1016/j.tet.2011.04.084]
[21]
Xu, Z.; Li, Y.; Xiang, Q.; Pei, Z.; Liu, X.; Lu, B.; Chen, L.; Wang, G.; Pang, J.; Lin, Y. J. Med. Chem., 2010, 53(12), 4642-4653.
[http://dx.doi.org/10.1021/jm1001502] [PMID: 20481602]
[22]
Bhosale, V.A.; Kulkarni, M.G. Tetrahedron Lett., 2015, 56, 2568.
[http://dx.doi.org/10.1016/j.tetlet.2015.03.118]
[23]
Pettigrew, J.D.; Wilson, P.D. Org. Lett., 2006, 8(7), 1427-1429.
[http://dx.doi.org/10.1021/ol060266w] [PMID: 16562908]
[24]
Jinghui, L.; Yingbao, Y.; Yongcheng, L.; Zhiliang, C.; Xiongyu, W. Zhong Yao Cai, 2004, 27(4), 261-264.
[PMID: 15307683]
[25]
Marco, J.L. Bioorg. Med. Chem., 2001, 9, 727.
[http://dx.doi.org/10.1016/S0968-0896(00)00284-4] [PMID: 11310608]
[26]
Bartus, R.T.; Dean, R.L., III; Beer, B.; Lippa, A.S. Science, 1982, 217(4558), 408-414.
[http://dx.doi.org/10.1126/science.7046051] [PMID: 7046051]
[27]
Li, Z.X.; Chen, J.W.; Yuan, F.; Huang, Y.Y.; Zhao, L.Y.; Li, J.; Su, H.X.; Liu, J.; Pang, J.Y.; Lin, Y.C.; Lu, X.L.; Pei, Z.; Wang, G.L.; Guan, Y.Y. Mar. Drugs, 2013, 11(2), 504-522.
[http://dx.doi.org/10.3390/md11020504] [PMID: 23429283]
[28]
Romero, M.; Sánchez, I.; Pujol, M.D. Curr. Med. Chem. Cardiovasc. Hematol. Agents, 2003, 1(2), 113-141.
[http://dx.doi.org/10.2174/1568016033477487] [PMID: 15320693]
[29]
Xu, Z.; Lu, B.; Xiang, Q.; Li, Y.; Li, S.; Lin, Y.; Pang, J. Acta Pharm. Sin. B, 2013, 3, 322.
[http://dx.doi.org/10.1016/j.apsb.2013.06.008]
[30]
Lu, X.L.; Yao, X.L.; Liu, Z.; Zhang, H.; Li, W.; Li, Z.; Wang, G.L.; Pang, J.; Lin, Y.; Xu, Z.; Chen, L.; Pei, Z.; Zeng, J. Brain Res., 2010, 1332, 110-119.
[http://dx.doi.org/10.1016/j.brainres.2010.03.071] [PMID: 20347725]
[31]
Li, S.; Shen, C.; Guo, W.; Zhang, X.; Liu, S.; Liang, F.; Xu, Z.; Pei, Z.; Song, H.; Qiu, L.; Lin, Y.; Pang, J. Mar. Drugs, 2013, 11(12), 5159-5189.
[http://dx.doi.org/10.3390/md11125159] [PMID: 24351912]
[32]
Zhao, J.; Li, L.; Ling, C.; Li, J.; Pang, J.Y.; Lin, Y.C.; Liu, J.; Huang, R.; Wang, G.L.; Pei, Z.; Zeng, J. Brain Res., 2009, 1302, 240-247.
[http://dx.doi.org/10.1016/j.brainres.2009.09.034] [PMID: 19765563]
[33]
Nelson, K.B. Dev. Med. Child Neurol., 2005, 47(5), 292.
[http://dx.doi.org/10.1017/S0012162205000563] [PMID: 15892369]
[34]
Schendel, D.; Nelson, K.B.; Blair, E. Ann. Neurol., 2012, 72(6), 984-985.
[http://dx.doi.org/10.1002/ana.23753] [PMID: 23280849]
[35]
Gill, R.; Soriano, M.; Blomgren, K.; Hagberg, H.; Wybrecht, R.; Miss, M.T.; Hoefer, S.; Adam, G.; Niederhauser, O.; Kemp, J.A.; Loe-tscher, H. J. Cereb. Blood Flow Metab., 2002, 22(4), 420-430.
[http://dx.doi.org/10.1097/00004647-200204000-00006] [PMID: 11919513]
[36]
Xiao, A.J.; Chen, W.; Xu, B.; Liu, R.; Turlova, E.; Barszczyk, A.; Sun, C.L.; Liu, L.; Deurloo, M.; Wang, G.L.; Feng, Z.P.; Sun, H.S. Mar. Drugs, 2014, 13(1), 29-47.
[http://dx.doi.org/10.3390/md13010029] [PMID: 25546517]
[37]
Kopaei, M.R.; Setorki, M.; Doudi, M.; Baradaran, A.; Nasri, H. Int. J. Prev. Med., 2014, 5, 927.
[PMID: 25489440]
[38]
Endemann, D.H.; Schiffrin, E.L. J. Am. Soc. Nephrol., 2004, 15(8), 1983-1992.
[http://dx.doi.org/10.1097/01.ASN.0000132474.50966.DA] [PMID: 15284284]
[39]
Viecili, P.R.; Borges, D.O.; Kirsten, K.; Malheiros, J.; Viecili, E.; Melo, R.D.; Trevisan, G.; da Silva, M.A.; Bochi, G.V.; Moresco, R.N.; Klafke, J.Z. Atherosclerosis, 2014, 234(1), 85-92.
[http://dx.doi.org/10.1016/j.atherosclerosis.2014.02.010] [PMID: 24632042]
[40]
Virdis, A.; Ghiadoni, L.; Cardinal, H.; Favilla, S.; Duranti, P.; Birindelli, R.; Magagna, A.; Bernini, G.; Salvetti, G.; Taddei, S.; Salvetti, A. J. Am. Coll. Cardiol., 2001, 38(4), 1106-1115.
[http://dx.doi.org/10.1016/S0735-1097(01)01492-9] [PMID: 11583890]
[41]
Perticone, F.; Maio, R.; Perticone, M.; Sciacqua, A.; Shehaj, E.; Naccarato, P.; Sesti, G. Circulation, 2010, 122(4), 379-384.
[http://dx.doi.org/10.1161/CIRCULATIONAHA.110.940932] [PMID: 20625109]
[42]
Avogaro, A.; Albiero, M.; Menegazzo, L.; de Kreutzenberg, S.; Fadini, G.P. Diabetes Care, 2011, 34(Suppl. 2), S285-S290.
[http://dx.doi.org/10.2337/dc11-s239] [PMID: 21525470]
[43]
Leone, A.; Balbarini, A. Angiology, 2008, 59(2), 220-223.
[http://dx.doi.org/10.1177/0003319707306300] [PMID: 18403462]
[44]
Jackson, D.E. FEBS Lett., 2003, 540(1-3), 7-14.
[http://dx.doi.org/10.1016/S0014-5793(03)00224-2] [PMID: 12681475]
[45]
Suematsu, N.; Ojaimi, C.; Kinugawa, S.; Wang, Z.; Xu, X.; Koller, A.; Recchia, F.A.; Hintze, T.H. Circulation, 2007, 115(2), 255-262.
[http://dx.doi.org/10.1161/CIRCULATIONAHA.106.652693] [PMID: 17200441]
[46]
Zhao, L.Y.; Li, J.; Yuan, F.; Li, M.; Zhang, Q.; Huang, Y.Y.; Pang, J.Y.; Zhang, B.; Sun, F.Y.; Sun, H.S.; Li, Q.; Cao, L.; Xie, Y.; Lin, Y.C.; Liu, J.; Tan, H.M.; Wang, G.L. Mar. Drugs, 2015, 13(4), 2306-2326.
[http://dx.doi.org/10.3390/md13042306] [PMID: 25874925]
[47]
Chen, W.L.; Turlova, E.; Sun, C.L.F.; Kim, J.S.; Huang, S.; Zhong, X.; Guan, Y.Y.; Wang, G.L.; Rutka, J.T.; Feng, Z.P.; Sun, H.S. Mar. Drugs, 2015, 13(4), 2505-2525.
[http://dx.doi.org/10.3390/md13042505] [PMID: 25913706]
[48]
Zhou, J.B.; Zheng, Y.L.; Zeng, Y.X.; Wang, J.W.; Pei, Z.; Pang, J.Y. Eur. J. Med. Chem., 2018, 148, 63-72.
[http://dx.doi.org/10.1016/j.ejmech.2018.02.028] [PMID: 29454917]
[49]
Zhao, L.Y.; Li, J.; Huang, X.Q.; Wang, G.H.; Lv, X.F.; Meng, W.F.; Chen, W.L.; Pang, J.Y.; Lin, Y.C.; Sun, H.S.; Wang, G.L.; Du, Y.M. Acta Pharmacol. Sin., 2018, 39(5), 875-884.
[http://dx.doi.org/10.1038/aps.2018.12] [PMID: 29595193]

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