The saponin-mediated enhanced uptake of targeted saporin-based drugs is strongly dependent on the saponin structure

Experimental Biology and Medicine

Volumn 231, Issue 4, 2006, Pages 412-420

  Bachran, Christopher ^a   Sutherland, Mark ^a,c   Heisler, Iring ^a   Hebestreit, Philipp ^b,d   Melzig, Matthias F ^b   Fuchs, Hendrik ^a  

^a CHARITÉ UNIVERSITÄTSMEDIZIN BERLIN   (Germany)

^b FREIE UNIVERSITÄT BERLIN   (Germany)

^c UNIVERSITY OF BRADFORD   (United Kingdom)

^d BASF SE   (Germany)

Author keywords

Adjuvants; Chimeric toxin; Immunotoxin; Saponin; Saporin; Triterpenoids

Indexed keywords

EPIDERMAL GROWTH FACTOR; EPIDERMAL GROWTH FACTOR RECEPTOR; SAPONIN; SAPONIN DERIVATIVE;

ANIMAL CELL; ARTICLE; CELL MEMBRANE PERMEABILITY; CHIMERA; CONTROLLED STUDY; CYTOTOXICITY; GENE TARGETING; LIGAND BINDING; MOUSE; NONHUMAN; PROTEIN FOLDING; RECEPTOR BINDING;

ANIMALIA; GYPSOPHILA PANICULATA;

EID: 33645224029     PISSN: 15353702     EISSN: 15353699     Source Type: Journal    
DOI: 10.1177/153537020623100407     Document Type: Article

References (36)

1. Plock A, Sokolowska-Kohler W, Presber W. Application of flow cytometry and microscopical methods to characterize the effect of herbal drugs on Leishmania spp. Exp Parasitol 97:141-153, 2001.
2. Menin L, Panchichkina M, Keriel C, Olivares J, Braun U, Seppet EK, Saks VA. Macrocompartmentation of total creatine in cardiomyocytes revisited. Mol Cell Biochem 220:149-159, 2001.
3. Melzig MF, Bader G, Loose R. Investigations of the mechanism of membrane activity of selected triterpenoid saponins. Planta Med 67:43-48, 2001.
4. Seeman P, Cheng D, Iles GH. Structure of membrane holes in osmotic and saponin hemolysis. J Cell Biol 56:519-527, 1973.
5. Bangham AD, Horne RW, Glauert AM, Dingle JT, Lucy JA. Action of saponin on biological cell membranes. Nature 196:952-955, 1962.
6. Gogelein H, Huby A. Interaction of saponin and digitonin with black lipid membranes and lipid monolayers. Biochim Biophys Acta 773:32-38, 1984.
7. Segal R, Shatkovsky P, Milo-Goldzweig I. On the mechanism of saponin hemolysis - I. Hydrolysis of the glycosidic bond. Biochem Pharmacol 23:973-981, 1974.
8. Woldemichael GM, Wink M. Identification and biological activities of triterpenoid saponins from Chenopodium quinoa. J Agric Food Chem 49:2327-2332, 2001.
9. Yamasaki Y, Ito K, Enomoto Y, Sutko JL. Alterations by saponins of passive Ca2+ permeability and Na+-Ca2+ exchange activity of canine cardiac sarcolemmal vesicles. Biochim Biophys Acta 897:481-487, 1987.
10. Francis G, Kerem Z, Makkar HP, Becker K. The biological action of saponins in animal systems: a review. Br J Nutr 88:587-605, 2002.
11. Oda K, Matsuda H, Murakami T, Katayama S, Ohgitani T, Yoshikawa M. Adjuvant and haemolytic activities of 47 saponins derived from medicinal and food plants. Biol Chem 381:67-74, 2000.
12. Sjolander A, Cox JC. Uptake and adjuvant activity of orally delivered saponin and ISCOM vaccines. Adv Drug Deliv Rev 34:321-338, 1998.
13. Morein B, Sundquist B, Hoglund S, Dalsgaard K, Osterhaus A. Iscom, a novel structure for antigenic presentation of membrane proteins from enveloped viruses. Nature 308(5958):457-460, 1984.
14. Wu RT, Chiang HC, Fu WC, Chien KY, Chung YM, Horng LY. Formosanin-C, an immunomodulator with antitumor activity. Int J Immunopharmacol 12:777-786, 1990.
15. Tian F, Zhang X, Tong Y, Yi Y, Zhang S, Li L, Sun P, Lin L, Ding J. PE, a new sulfated saponin from sea cucumber, exhibits anti-angiogenic and anti-tumor activities in vitro and in vivo. Cancer Biol Ther 4:874-882, 2005.
16. Panwar M, Kumar M, Samarth R, Kumar A. Evaluation of chemopreventive action and antimutagenic effect of the standardized Panax ginseng extract, EFLA400, in Swiss albino mice. Phytother Res 19:65-71, 2005.
17. Nakata H, Kikuchi Y, Tode T, Hirata J, Kita T, Ishii K, Kudoh K, Nagata I, Shinomiya N. Inhibitory effects of ginsenoside Rh2 on tumor growth in nude mice bearing human ovarian cancer cells. Jpn J Cancer Res 89:733-740, 1998.
18. Hebestreit P, Melzig MF. Cytotoxic activity of the seeds from Agrostemma githago var. githago. Planta Med 69:921-925, 2003.
19. Heisler I, Keller J, Tauber R, Sutherland M, Fuchs H. A cleavable adapter to reduce nonspecific cytotoxicity of recombinant immunotoxins. Int J Cancer 103:277-282, 2003.
20. Heisler I, Sutherland M, Bachran C, Hebestreit P, Schnitger A, Melzig MF, Fuchs H. Combined application of saponin and chimeric toxins drastically enhances the targeted cytotoxicity on tumor cells. J Control Release 106:123-137, 2005.
21. Oess S, Hildt E. Novel cell permeable motif derived from the PreS2-domain of hepatitis-B virus surface antigens. Gene Ther 7:750-758, 2000.
22. Hiegemann M. Structural investigation and confomational analysis of helianthoside, a saponin from Helianthus annuus L. Magn Reson Chem 33:227-241, 1995.
23. Nygren P, Fridborg H, Csoka K, Sundstrom C, de la Torre M, Kristensen J, Bergh J, Hagberg H, Glimelius B, Rastad J, et al. Detection of tumor-specific cytotoxic drug activity in vitro using the fluorometric microculture cytotoxicity assay and primary cultures of tumor cells from patients. Int J Cancer 56:715-720, 1994.
24. Heisler I, Keller J, Tauber R, Sutherland M, Fuchs H. A colorimetric assay for the quantitation of free adenine applied to determine the enzymatic activity of ribosome-inactivating proteins. Anal Biochem 302:114-122, 2002.
25. Mujoo K, Haridas V, Hoffmann JJ, Wachter GA, Hutter LK, Lu Y, Blake ME, Jayatilake GS, Bailey D, Mills GB, Gutterman JU. Triterpenoid saponins from Acacia victoriae (Bentham) decrease tumor cell proliferation and induce apoptosis. Cancer Res 61:5486-5490, 2001.
26. Haridas V, Higuchi M, Jayatilake GS, Bailey D, Mujoo K, Blake ME, Arntzen CJ, Gutterman JU. Avicins: triterpenoid saponins from Acacia victoriae (Bentham) induce apoptosis by mitochondrial perturbation. Proc Natl Acad Sci U S A 98:5821-5826, 2001.
27. Cai J, Liu M, Wang Z, Ju Y. Apoptosis induced by dioscin in Hela cells. Biol Pharm Bull 25:193-196, 2002.
28. Kim YS, Kim JS, Choi SU, Kim JS, Lee HS, Roh SH, Jeong YC, Kim YK, Ryu SY. Isolation of a new saponin and cytotoxic effect of saponins from the root of Platycodon grandiflorum on human tumor cell lines. Planta Med 71:566-568, 2005.
29. Friedman M, Lee KR, Kim HJ, Lee IS, Kozukue N. Anticarcinogenic effects of glycoalkaloids from potatoes against human cervical, liver, lymphoma, and stomach cancer cells. J Agric Food Chem 53:6162-6169, 2005.
30. Sim JS, Zhao HL, Li da W, Cho SY, Jeong CS, Lee EB, Kim YS. Effects of saponins from the root bark of Aralia elata on the transport of chondroitin sulfate in Caco-2 cell monolayers and rats. Biol Pharm Bull 28:1043-1048, 2005.
31. Levavi-Sivan B, Hedvat R, Kanias T, Francis G, Becker K, Kerem Z. Exposure of tilapia pituitary cells to saponins: insight into their mechanism of action. Comp Biochem Physiol C Toxicol Pharmacol 140:79-86, 2005.
32. Sato K, Mochizuki M, Saiki I, Yoo YC, Samukawa K, Azuma I. Inhibition of tumor angiogenesis and metastasis by a saponin of Panax ginseng, ginsenoside-Rb2. Biol Pharm Bull 17:635-639, 1994.
33. Mochizuki M, Yoo YC, Matsuzawa K, Sato K, Saiki I, Tono-oka S, Samukawa K, Azuma I. Inhibitory effect of tumor metastasis in mice by saponins, ginsenoside-Rb2, 20(R)- and 20(S)-ginsenoside-Rg3, of red ginseng. Biol Pharm Bull 18:1197-1202, 1995.
34. Armah CN, Mackie AR, Roy C, Price K, Osbourn AE, Bowyer P, Ladha S. The membrane-permeabilizing effect of avenacin A-1 involves the reorganization of bilayer cholesterol. Biophys J 76:281-290, 1999.
35. Melzig MF, Hebestreit P, Gaidi G, Lacaille-Dubois MA. Structureactivity relationship of saponins to enhance toxic effects of agrostin. Planta Med 71:1088-1090, 2005.
36. Soltysik S, Wu JY, Recchia J, Wheeler DA, Newman MJ, Coughlin RT, Kensil CR. Structure/function studies of QS-21 adjuvant: assessment of triterpene aldehyde and glucuronic acid roles in adjuvant function. Vaccine 13:1403-1410, 1995.