Abstract
The only effective therapy for metastasis in cancer patients is chemotherapy, which all too frequently fails due to innate or acquired multi-drug resistance (MDR). Historically, ATP binding cassette (ABC) transporters, such as P-glycoprotein (P-gp), are recognized as the major culprits responsible for MDR. Over-expressing of P-gp in cancer cells, can lead to premature efflux of clinical chemotherapeutic agents and correlate with poor chemotherapeutic outcome and relapse of some cancers. The most likely strategy to overcome MDR is to search for inhibitors from natural products. With unique and novel chemical structures, marine-derived metabolites are an attractive new resource, to prime the search for new P-gp inhibitors. This chapter summarizes P-gp inhibitory activity in marine natural products (MNPs) and validates that MNPs can deliver new ABC transporter inhibitor scaffolds.
Keywords
- ABC transporter
- P-glycoprotein
- Inhibitor
- Multidrug resistance
- Sponges
- Tunicates
- Algae
- Agosterol A
- Sipholane triterpenoids
- Lamellarins
- Parguerenes
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Morgan G, Ward R, Barton M (2004) Clin Oncol (R Coll Radiol) 16:549
Longley DB, Johnston PG (2005) J Pathol 205:275
Szakacs G, Paterson JK, Ludwig JA, Booth-Genthe C, Gottesman MM (2006) Nat Rev Drug Discov 5:219
Takano M, Otani Y, Tanda M, Kawami M, Nagai J, Yumoto R (2009) Drug Metab Pharmacokinet 24:418
Guo W, Healey JH, Meyers PA, Ladanyi M, Huvos AG, Bertino JR, Gorlick R (1999) Clin Cancer Res 5:621
Rodrigues AS, Dinis J, Gromicho M, Martins C, Laires A, Rueff J (2012) Curr Pharm Biotechnol 13:651
Dano K (1973) Biochim Biophys Acta 323:466
Juliano RL, Ling V (1976) Biochim Biophys Acta 455:152
Dean M, Rzhetsky A, Allikmets R (2001) Genome Res 11:1156
Leslie EM, Deeley RG, Cole SP (2005) Toxicol Appl Pharmacol 204:216
Chan HSL, Haddad G, Thorner PS, Deboer G, Lin YP, Ondrusek N, Yeger H, Ling VN (1991) Engl J Med 325:1608
Penson RT, Oliva E, Skates SJ, Glyptis T, Fuller AF, Goodman A, Seiden MV (2004) Gynecol Oncol 93:98
Steinbach D, Sell W, Voigt A, Hermann J, Zintl F, Sauerbrey A (2002) Leukemia 16:1443
George JDG (1979) JJ marine life. Wiley, New York
Barnes RD (1980) Invertebrate zoology. WB Sauders Company, Philadelphia
Faulkner DJ, Ghiselin MT (1983) Mar Ecol Prog Ser 13:295
Coll JC, Bowden BF, Tapiolas DM, Willis RH, Djura P, Streamer M, Trott L (1985) Tetrahedron 41:1085
Spitaler M, Utz I, Hilbe W, Hofmann J, Grunicke HH (1998) Biochem Pharmacol 56:861
Aoki S, Okano M, Matsui K, Itoh T, Satari R, Akiyama S, Kobayashi M (2001) Tetrahedron 57:8951
Tanaka J, Trianto A, Musman M, Issa HH, Ohtani II, Ichiba T, Higa T, Yoshida WY, Scheuer PJ (2002) Tetrahedron 58:6259
Sarkadi B, Homolya L, Szakacs G, Varadi A (2006) Physiol Rev 86:1179
Deeley RG, Westlake C, Cole SPC (2006) Physiol Rev 86:849
Seeger MA, van Veen HW (2009) Biochim Biophys Acta Proteins Proteom 1794:725
Aller SG, Yu J, Ward A, Weng Y, Chittaboina S, Zhuo R, Harrell PM, Trinh YT, Zhang Q, Urbatsch IL, Chang G (2009) Science 323:1718
Gutmann DA, Ward A, Urbatsch IL, Chang G, van Veen HW (2010) Trends Biochem Sci 35:36
Bell DR, Gerlach JH, Kartner N, Buick RN, Ling V (1985) J Clin Oncol 3:311
Evers R, Zaman GJ, van Deemter L, Jansen H, Calafat J, Oomen LC, Oude Elferink RP, Borst P, Schinkel AH (1996) J Clin Invest 97:1211
Germann UA, Willingham MC, Pastan I, Gottesman MM (1990) Biochemistry 29:2295
Wu CP, Calcagno AM, Ambudkar SV (2008) Curr Mol Pharmacol 1:93
Shukla S, Wu CP, Ambudkar SV (2008) Expert Opin Drug Metab Toxicol 4:205
Chan HS, DeBoer G, Thiessen JJ, Budning A, Kingston JE, O’Brien JM, Koren G, Giesbrecht E, Haddad G, Verjee Z, Hungerford JL, Ling V, Gallie BL (1996) Clin Cancer Res 2:1499
Gottesman MM (2002) Annu Rev Med 53:615
Tsuruo T, Iida H, Tsukagoshi S, Sakurai Y (1981) Cancer Res 41:1967
Benson AB, Koeller JM, Trump DC, Egorin M, Olman E, Witte RS, Davis TE, Tormey DC (1984) Proc Am Assoc Canc Res 25:162
Dreyfuss M, Harri E, Hofmann H, Kobel H, Pache W, Tscherter H (1976) Eur J Appl Microbiol Biotechnol 3:125
Twentyman PR, Fox NE, White DJG (1987) Br J Cancer 56:55
Verweij J, Herweijer H, Oosterom R, Vanderburg MEL, Planting AST, Seynaeve C, Stoter G, Nooter K (1991) Br J Cancer 64:361
Bartlett NL, Lum BL, Fisher GA, Brophy NA, Ehsan MN, Halsey J, Sikic BI (1994) J Clin Oncol 12:835
Twentyman PR (1992) Biochem Pharmacol 43:109
Shepard RL, Cao J, Starling JJ, Dantzig AH (2003) Int J Cancer 103:121
Martin C, Berridge G, Mistry P, Higgins C, Charlton P, Callaghan R (1999) Br J Pharmacol 128:403
Kruijtzer CMF, Beijnen JH, Rosing H, Huinink WWT, Schot M, Jewell RC, Paul EM, Schellens JHM (2002) J Clin Oncol 20:2943
Kuppens IE L, M, Witteveen EO, Jewell RC, Radema SA, Paul EM, Mangum SG, Beijnen JH, Voest EE, Schellens JHM (2007) Clin Cancer Res 13:3276
Morschhauser F, Zinzani PL, Burgess M, Sloots L, Bouafia F, Dumontet C (2007) Leuk Lymphoma 48:708
Szakacs G, Annereau JP, Lababidi S, Shankavaram U, Arciello A, Bussey KJ, Reinhold W, Guo YP, Kruh GD, Reimers M, Weinstein JN, Gottesman MM (2004) Cancer Cell 6:129
Ludwig JA, Szakacs G, Martin SE, Chu BF, Cardarelli C, Sauna ZE, Caplen NJ, Fales HM, Ambudkar SV, Weinstein JN, Gottesman MM (2006) Cancer Res 66:4808
Wu CP, Shulkla S, Calcagno AM, Hall MD, Gottesman MM, Ambudkar SV (2007) Mol Cancer Ther 6:3287
Turk D, Hall MD, Chu BF, Ludwig JA, Fales HM, Gottesman MM, Szakacs G (2009) Cancer Res 96:8293
Tsuruo T, Hamada H, Sato S, Heike Y (1989) Jpn J Cancer Res 80:627
Watanabe T, Naito M, Kokubu N, Tsuruo TJ (1997) Natl Cancer Inst 89:512
Efferth T, Volm M (1993) Oncology 50:303
Mamot C, Drummond DC, Hong K, Kirpotin DB, Park JW (2003) Drug Resist Updates 6:271
Kanzaki A, Takebayashi Y, Ren XQ, Miyashita H, Mori S, Akiyama S, Pommier Y (2002) Mol Cancer Ther 1:1327
Kobayashi H, Takemura Y, Wang FS, Oka T, Ohnuma T (1999) Int J Cancer 81:944
Li L, Xu J, Min T, Huang W (2006) Eur J Pharmacol 536:93
Crooke ST, Bennett CF (1996) Annu Rev Pharmacol Toxicol 36:107
van Vlerken LE, Duan Z, Seiden MV, Amiji MM (2007) Cancer Res 67:4843
Komarov PG, Shtil AA, Buckingham LE, Balasubramanian M, Piraner O, Emanuele RM, Roninson IB, Coon JS (1996) Int J Cancer 68:245
Wu CP, Ohnuma S, Ambudkar SV (2011) Curr Pharm Biotechnol 12:609
Boumendjel A, Di Pietro A, Dumontet C, Barron D (2002) Med Res Rev 22:512
Aoki S, Yoshioka Y, Miyamoto Y, Higuchi K, Setiawan A, Murakami N, Chen ZS, Sumizawa T, Akiyama S, Kobayashi M (1998) Tetrahedron Lett 39:6303
Aoki S, Chen ZS, Higasiyama K, Setiawan A, Akiyama S, Kobayashi M (2001) Jpn J Cancer Res 92:886
Chen ZS, Aoki S, Komatsu M, Ueda K, Sumizawa T, Furukawa T, Okumura H, Ren XQ, Belinsky MG, Lee K, Kruh GD, Kobayashi M, Akiyama S (2001) Int J Cancer 93:107
Jain S, Abraham I, Carvalho P, Kuang YH, Shaala LA, Youssef DT, Avery MA, Chen ZS, El Sayed KA J (2009) Nat Prod 72:1291
Abraham I, Jain S, Wu CP, Khanfar MA, Kuang Y, Dai CL, Shi Z, Chen X, Fu L, Ambudkar SV, Sayed KE, Chen ZS (2010) Biochem Pharmacol 80:1497
Shi Z, Jain S, Kim IW, Peng XX, Abraham I, Youssef DT, Fu LW, El Sayed K, Ambudkar SV, Chen ZS (2007) Cancer Sci 98:1373
Kawakami A, Miyamoto T, Higuchi R, Uchiumi T, Kuwano M, Van Soest RWM (2001) Tetrahedron Lett 42:3335
Emura C, Higuchi R, Miyamoto T (2006) Tetrahedron 62:5682
Aoki S, Cao LW, Matsui K, Rachmat R, Akiyama S, Kobayashi M (2004) Tetrahedron 60:7053
White TC, Marr KA, Bowden RA (1998) Clin Microbiol Rev 11:382
Sanglard D (2002) Enferm Infecc Microbiol Clin 20:462
Jacob MR, Hossain CF, Mohammed KA, Smillie TJ, Clark AM, Walker LA, Nagle DG (2003) J Nat Prod 66:1618
Andersen RJF, DJ, He C-H, Duyne GDV, Clardy J (1985) J Am Chem Soc 107:5492
Lindquist N, Fenical W, Vanduyne GD, Clardy JJ (1988) Org Chem 53:4570
Carroll AR, Bowden BF, Coll JC (1993) Aust J Chem 46:489
Urban S, Capon RJ (1996) Aust J Chem 49:711
Reddy MVR, Faulkner DJ, Venkateswarlu Y, Rao MR (1997) Tetrahedron 53:3457
Davis RA, Carroll AR, Pierens GK, Quinn RJ (1999) J Nat Prod 62:419
Reddy MVR, Rao MR, Rhodes D, Hansen MST, Rubins K, Bushman FD, Venkateswarlu Y, Faulkner DJ (1999) J Med Chem 42:1901
Urban S, Butler MS, Capon RJ (1994) Aust J Chem 47:1919
Urban S, Hobbs L, Hooper JNA, Capon RJ (1995) Aust J Chem 48:1491
Fan H, Peng J, Hamann MT, Hu JF (2008) Chem Rev 108:264
Cantrell CL, Groweiss A, Gustafson KR, Boyd MR (1999) Nat Prod Lett 14:39
Reddy SM, Srinivasulu M, Satyanarayana N, Kondapi AK, Venkateswarlu Y (2005) Tetrahedron 61:9242
Chittchang M, Batsomboon P, Ruchirawat S, Ploypradith P (2009) Chem Med Chem 4:457
Thipnate P, Chittchang M, Thasana N, Saparpakorn P, Ploypradith P, Hannongbua S (2011) Monatsh Chem 142:97
Baunbaek D, Trinkler N, Ferandin Y, Lozach O, Ploypradith P, Rucirawat S, Ishibashi F, Iwao M, Meijer L (2008) Mar Drugs 6:514
Carroll AR, Bowden BF, Coll JC (1993) Aust J Chem 46:489
Quesada AR, Garcia Gravalos MD, Fernandez Puentes JL (1996) Br J Cancer 74:677
Puentes JLF, Garcia Gravalos D, Rodriguez Quesada A (1997) WO patent 1,997,001,336
Plisson F, Huang XC, Zhang H, Khalil Z, Capon RJ (2012) Chem Asian J 7:1616
Fan H, Peng JN, Hamann MT, Hu JF (2010) Chem Rev 110:3850
Ploypradith P, Petchmanee T, Sahakitpichan P, Litvinas ND, Ruchirawat SJ (2006) Org Chem 71:9440
Koehnke J, Bent A, Houssen WE, Zollman D, Morawitz F, Shirran S, Vendome J, Nneoyiegbe AF, Trembleau L, Botting CH, Smith MCM, Jaspars M, Naismith JH (2012) Nat Struct Mol Biol 19:767
Ireland CM, Durso AR, Newman RA, Hacker MP (1982) J Org Chem 47:1807
Schmitz FJ, Ksebati MB, Chang JS, Wang JL, Hossain MB, Vanderhelm D, Engel MH, Serban A, Silfer JA (1989) J Org Chem 54:3463
Degnan BM, Hawkins CJ, Lavin MF, McCaffrey EJ, Parry DL, van den Brenk AL, Watters DJ (1989) J Med Chem 32:1349
Mcdonald LA, Ireland CM (1992) J Nat Prod 55:376
Rashid MA, Gustafson KR, Cardellina JH, Boyd MR (1995) J Nat Prod 58:594
Fu X, Do T, Schmitz FJ, Andrusevich V, Engel MH (1998) J Nat Prod 61:1547
Williams AB, Jacobs RS (1993) Cancer Lett 71:97
Rinehart KL, Holt TG, Fregeau NL, Stroh JG, Keifer PA, Sun F, Li LH, Martin DG (1990) J Org Chem 55:4512
Wright AE, Forleo DA, Gunawardana GP, Gunasekera SP, Koehn FE, Mcconnell OJ (1990) J Org Chem 55:4508
Carter NJ, Keam SJ (2007) Drugs 67:2257
D’Incalci M, Galmarini CM (2010) Mol Cancer Ther 9:2157
Carter NJ, Keam SJ (2010) Drugs 70:355
Hurley LH, Zewail-Foote M (2001) Adv Exp Med Biol VI 500:289
Bonfanti M, La Valle E, Faro JM F, S, Faircloth G, Caretti G, Mantovani R, D’Incalci M (1999) Anti-Cancer Drug Des 14:179
Kanzaki A, Takebayashi Y, Ren XQ, Miyashita H, Mori S, Akiyama S, Pommier Y (2002) Mol Cancer Ther 1:1327
Schmitz FJ, Michaud DP, Schmidt PG (1982) J Am Chem Soc 104:6415
Suzuki T, Takeda S, Hayama N, Tanaka I, Komiyama K (1989) Chem Lett 10:969
Tsukamoto S, Yamashita Y, Yoshida T, Ohta T (2004) Mar Drugs 2:170
Ioannou E, Nappo M, Avila C, Vagias C, Roussis VJ (2009) Nat Prod 72:1716
Higgs MD, Faulkner DJ (1982) Phytochemistry 21:789
Takeda S, Kurosawa E, Komiyama K, Suzuki T (1990) Bull Chem Soc Jpn 63:3066
Rochfort SJ, Capon RJ (1996) Aust J Chem 49:19
Kurata K, Taniguchi K, Agatsuma Y, Suzuki M (1998) Phytochemistry 47:363
Lyakhova EG, Kalinovsky AI, Kolesnikova SA, Vaskovsky VE, Stonik VA (2004) Phytochemistry 65:2527
Awad NE (2004) Phytother Res 18:275
Huang XC, Sun YL, Salim AA, Chen ZS, Capon RJ (2013) Biochem Pharmacol 85:1257
Stratmann K, Moore RE, Bonjouklian R, Deeter JB, Patterson GML, Shaffer S, Smith CD, Smitka TA (1994) J Am Chem Soc 116:9935
Smith CD, Zilfou JT, Stratmann K, Patterson GML, Moore RE (1995) Mol Pharmacol 47:241
Fairchild CR, Ivy SP, Kaoshan CS, Whangpeng J, Rosen N, Israel MA, Melera PW, Cowan KH, Goldsmith ME (1987) Cancer Res 47:5141
Zhang XQ, Smith CD (1996) Mol Pharmacol 49:288
Stratmann K, Burgoyne DL, Moore RE, Patterson GML, Smith CD (1994) J Org Chem 59:7219
Okuno T, Ohmori K, Nishiyama S, Yamamura S, Nakamura K, Houk KN, Okamoto K (1996) Tetrahedron 52:14723
Ohmori K, Okuno T, Nishiyama S, Yamamura S (1996) Tetrahedron Lett 37:3467
Kashihara N, To-e S, Nakamura K, Umezawa K, Yamamura S, Nishiyama S (2000) Bioorg Med Chem Lett 10:101
Wagner B, Gonzalez GI, Dau METH, Zhu JP (1999) Bioorg Med Chem 7:737
O’connell CE, Salvato KA, Meng ZY, Littlefield BA, Schwartz CE (1999) Bioorg Med Chem Lett 9:1541
Dinh TQ, Du XH, Smith CD, Armstrong RW (1997) J Org Chem 62:6773
Dinh TQ, Smith CD, Du XH, Armstrong RW (1998) J Med Chem 41:981
Prinsep MR, Caplan FR, Moore RE, Patterson GML, Smith CD (1992) J Am Chem Soc 114:385
Smith CD, Prinsep MR, Caplan FR, Moore RE, Patterson GML (1994) Oncol Res 6:211
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Huang, Xc., Kumar, P., Anreddy, N., Xiao, X., Yang, DH., Chen, ZS. (2015). P-gp Inhibitory Activity from Marine Sponges, Tunicates and Algae. In: Kim, SK. (eds) Handbook of Anticancer Drugs from Marine Origin. Springer, Cham. https://doi.org/10.1007/978-3-319-07145-9_28
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