Selective antileishmania activity of 13,28-epoxy-oleanane and related triterpene saponins from the plant families Myrsinaceae, Primulaceae, Aceraceae and Icacinaceae
Maesa saponins with the 13,28-epoxy-oleanane triterpene core skeleton were described recently to possess strong and selective in vitro and in vivo antileishmania activity. In the absence of direct chemical derivatization possibilities, a structure-based literature search was carried out to explore a...
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| Published in | Phytotherapy research Vol. 23; no. 10; pp. 1404 - 1410 |
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| Main Authors | , , , , , , |
| Format | Journal Article |
| Language | English |
| Published |
Chichester, UK
John Wiley '' Sons, Ltd
01.10.2009
John Wiley & Sons, Ltd Wiley |
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| Online Access | Get full text |
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| Abstract | Maesa saponins with the 13,28-epoxy-oleanane triterpene core skeleton were described recently to possess strong and selective in vitro and in vivo antileishmania activity. In the absence of direct chemical derivatization possibilities, a structure-based literature search was carried out to explore a structure-activity relationship. Crude alcohol extracts from several plant species of Myrsinaceae, Primulaceae, Aceraceae and Icacinaceae were evaluated for in vitro activity against Leishmania infantum intracellular amastigotes and cytotoxicity on MRC-5SV₂ cells, while the saponin content was evaluated qualitatively by TLC. A clear correlation was found between the presence of close analogue 13,28-epoxy-oleanane triterpene saponins and potent and selective antileishmania activity. This was most striking in Maesa species, except for M. macrosepala. Interesting activities were also found in extracts that did not exactly match the TLC characteristics of the Maesa saponin references, as was the case for Ardisia angusta, A. amherstiana, A. caudata, A. gigantifolia, A. roseiflora, Myrsine affinis, Acer brevipes and A. laurinum var. petelotii. This study indicates that the 13,28-epoxy-oleanane triterpene moiety is essential for selective antileishmania potential and that several other plant species could still be explored for antileishmania drug discovery. Copyright © 2009 John Wiley '' Sons, Ltd. |
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| AbstractList | Maesa saponins with the 13,28-epoxy-oleanane triterpene core skeleton were described recently to possess strong and selective in vitro and in vivo antileishmania activity. In the absence of direct chemical derivatization possibilities, a structure-based literature search was carried out to explore a structure-activity relationship. Crude alcohol extracts from several plant species of Myrsinaceae, Primulaceae, Aceraceae and Icacinaceae were evaluated for in vitro activity against Leishmania infantum intracellular amastigotes and cytotoxicity on MRC-5(SV2) cells, while the saponin content was evaluated qualitatively by TLC. A clear correlation was found between the presence of close analogue 13,28-epoxy-oleanane triterpene saponins and potent and selective antileishmania activity. This was most striking in Maesa species, except for M. macrosepala. Interesting activities were also found in extracts that did not exactly match the TLC characteristics of the Maesa saponin references, as was the case for Ardisia angusta, A. amherstiana, A. caudata, A. gigantifolia, A. roseiflora, Myrsine affinis, Acer brevipes and A. laurinum var. petelotii. This study indicates that the 13,28-epoxy-oleanane triterpene moiety is essential for selective antileishmania potential and that several other plant species could still be explored for antileishmania drug discovery. Maesa saponins with the 13,28-epoxy-oleanane triterpene core skeleton were described recently to possess strong and selective in vitro and in vivo antileishmania activity. In the absence of direct chemical derivatization possibilities, a structure-based literature search was carried out to explore a structure-activity relationship. Crude alcohol extracts from several plant species of Myrsinaceae, Primulaceae, Aceraceae and Icacinaceae were evaluated for in vitro activity against Leishmania infantum intracellular amastigotes and cytotoxicity on MRC-5SV₂ cells, while the saponin content was evaluated qualitatively by TLC. A clear correlation was found between the presence of close analogue 13,28-epoxy-oleanane triterpene saponins and potent and selective antileishmania activity. This was most striking in Maesa species, except for M. macrosepala. Interesting activities were also found in extracts that did not exactly match the TLC characteristics of the Maesa saponin references, as was the case for Ardisia angusta, A. amherstiana, A. caudata, A. gigantifolia, A. roseiflora, Myrsine affinis, Acer brevipes and A. laurinum var. petelotii. This study indicates that the 13,28-epoxy-oleanane triterpene moiety is essential for selective antileishmania potential and that several other plant species could still be explored for antileishmania drug discovery. Copyright © 2009 John Wiley '' Sons, Ltd. Abstract Maesa saponins with the 13,28‐epoxy‐oleanane triterpene core skeleton were described recently to possess strong and selective in vitro and in vivo antileishmania activity. In the absence of direct chemical derivatization possibilities, a structure‐based literature search was carried out to explore a structure‐activity relationship. Crude alcohol extracts from several plant species of Myrsinaceae, Primulaceae, Aceraceae and Icacinaceae were evaluated for in vitro activity against Leishmania infantum intracellular amastigotes and cytotoxicity on MRC‐5 SV2 cells, while the saponin content was evaluated qualitatively by TLC. A clear correlation was found between the presence of close analogue 13,28‐epoxy‐oleanane triterpene saponins and potent and selective antileishmania activity. This was most striking in Maesa species , except for M. macrosepala . Interesting activities were also found in extracts that did not exactly match the TLC characteristics of the Maesa saponin references, as was the case for Ardisia angusta , A. amherstiana , A. caudata , A. gigantifolia , A. roseiflora , Myrsine affinis , Acer brevipes and A. laurinum var. petelotii . This study indicates that the 13,28‐epoxy‐oleanane triterpene moiety is essential for selective antileishmania potential and that several other plant species could still be explored for antileishmania drug discovery. Copyright © 2009 John Wiley & Sons, Ltd. Maesa saponins with the 13,28-epoxy-oleanane triterpene core skeleton were described recently to possess strong and selective in vitro and in vivo antileishmania activity. In the absence of direct chemical derivatization possibilities, a structure-based literature search was carried out to explore a structure-activity relationship. Crude alcohol extracts from several plant species of Myrsinaceae, Primulaceae, Aceraceae and Icacinaceae were evaluated for in vitro activity against Leishmania infantum intracellular amastigotes and cytotoxicity on MRC-5SV2 cells, while the saponin content was evaluated qualitatively by TLC. A clear correlation was found between the presence of close analogue 13,28-epoxy-oleanane triterpene saponins and potent and selective antileishmania activity. This was most striking in Maesa species, except for M. macrosepala. Interesting activities were also found in extracts that did not exactly match the TLC characteristics of the Maesa saponin references, as was the case for Ardisia angusta, A. amherstiana, A. caudata, A. gigantifolia, A. roseiflora, Myrsine affinis, Acer brevipes and A. laurinum var. petelotii. This study indicates that the 13,28-epoxy-oleanane triterpene moiety is essential for selective antileishmania potential and that several other plant species could still be explored for antileishmania drug discovery. Maesa saponins with the 13,28‐epoxy‐oleanane triterpene core skeleton were described recently to possess strong and selective in vitro and in vivo antileishmania activity. In the absence of direct chemical derivatization possibilities, a structure‐based literature search was carried out to explore a structure‐activity relationship. Crude alcohol extracts from several plant species of Myrsinaceae, Primulaceae, Aceraceae and Icacinaceae were evaluated for in vitro activity against Leishmania infantum intracellular amastigotes and cytotoxicity on MRC‐5SV2 cells, while the saponin content was evaluated qualitatively by TLC. A clear correlation was found between the presence of close analogue 13,28‐epoxy‐oleanane triterpene saponins and potent and selective antileishmania activity. This was most striking in Maesa species, except for M. macrosepala. Interesting activities were also found in extracts that did not exactly match the TLC characteristics of the Maesa saponin references, as was the case for Ardisia angusta, A. amherstiana, A. caudata, A. gigantifolia, A. roseiflora, Myrsine affinis, Acer brevipes and A. laurinum var. petelotii. This study indicates that the 13,28‐epoxy‐oleanane triterpene moiety is essential for selective antileishmania potential and that several other plant species could still be explored for antileishmania drug discovery. Copyright © 2009 John Wiley & Sons, Ltd. |
| Author | Vermeersch, Marieke Puyvelde, Luc Van Maes, Louis Cos, Paul Luz, Raquel Inocêncio da Pieters, Luc Foubert, Kenn |
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| Cites_doi | 10.1556/JPC.18.2005.2.15 10.1021/np50112a004 10.1006/expr.2001.4598 10.1038/nrd2144 10.1128/CMR.19.1.111-126.2006 10.1016/S0031-9422(00)90418-7 10.2174/138161208785294636 10.1055/s-2000-8541 10.1002/jlac.198319830612 10.1016/S0031-9422(99)00352-0 10.1021/jm031150y 10.1002/(SICI)1099-1573(1998)12:1 3.0.CO;2-9 10.1016/0166-3542(87)90084-2 10.1017/CBO9780511565113 10.1016/j.jep.2004.05.016 10.1128/AAC.48.1.130-136.2004 10.2174/138527208784577376 10.1007/978-1-4899-1367-8_33 10.1515/DMDI.2000.17.1-4.211 10.1016/j.tet.2003.09.042 10.1021/np50124a003 10.1016/S1473-3099(02)00347-X 10.1128/AAC.48.6.2056-2060.2004 10.1021/jo00813a028 10.1021/np980235c 10.1055/s-2001-16489 10.1016/j.jep.2006.04.003 |
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| Keywords | Kinetoplastida Protozoa Terpenoid Leishmania infantum Pharmacognosy Primulaceae Icacinaceae 13,28-epoxy-oleanane triterpene saponins Aceraceae Medicinal plant Saponin Oleanane derivatives Dicotyledones Angiospermae Plant origin Triterpene Spermatophyta Glycoside Myrsinaceae |
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| References | Bloor SJ, Qi L. 1994. Cytotoxic saponins from New Zealand Myrsine species. J Nat Prod 57: 1354-1360. Amoros M, Fauconnier B, Girre RL. 1987. In vitro antiviral activity of a saponin from Anagallis arvensis against herpes simplex virus and poliovirus. Antiviral Res 8: 13-25. Germonprez N, Van Puyvelde L, Maes L, Van Tri M, De Kimpe N. 2004. New pentacyclic triterpene saponins with strong anti-leishmanial activity from the leaves of Maesa balansae. Tetrahedron 60: 219-228. Nwaka S, Hudson A. 2006. Innovative lead discovery strategies for tropical diseases. Nat Rev Drug Discov 5: 941-955. Guerin PJ, Olliaro P, Sundar S et al. 2002. Visceral leishmaniasis: current status of control, diagnosis, and treatment, and a proposed research and development agenda. Lancet Infect Dis 2: 494-501. Germonprez N, Maes L, Van Puyvelde L, Van Tri M, Tuan DA, De Kimpe N. 2005. In vitro and in vivo anti-leishmanial activity of triterpenoid saponins isolated from Maesa balansae and some chemical derivatives. J Med Chem 48: 32-37. Rao AV, Gurfinkel DM. 2000. The bioactivity of saponins: triterpenoid and steroidal glycosides. Drug Metabol Drug Interact 17: 211-235. Foubert K, Theunis M, Apers S, Vlietinck AJ, Pieters L. 2008a. Chemistry, distribution and biological activities of 13,28-epoxy-oleanane saponins from the plant families Myrsinaceae and Primulaceae. Curr Org Chem 12: 629-642. Delmas F, Di Giorgio C, Elias R et al. 2000. Antileishmanial activity of three saponins isolated from ivy, alpha-hederin, beta-hederin and hederacolchiside A1, as compared to their action on mammalian cells cultured in vitro. Planta Med 66: 343-347. Plock A, Sokolowska-Kohler W, Presber W. 2001. Application of flow cytometry and microscopical methods to characterize the effect of herbal drugs on Leishmania spp. Exp Parasitol 97: 141-153. Tschesche R, Wagner R, Widera W. 1983. Saponins from the roots of Primula elatior constitution of minor saponin and revision of the sugar chain of the main saponin. Liebigs Ann Chem 6: 993-1000. Maes L. 2003. Lead Identification and Development of a New Anti-leishmanial Saponin PX-6518, Isolated from the Vietnamese Plant Maesa balansae. PhD thesis. University of Antwerp. Cos P, Vlietinck AJ, Vanden Berghe D, Maes L. 2006. Demonstration of anti-infective potential of natural products - how to develop a stronger in vitro 'proof-of-concept'. J Ethnopharmacol 106: 290-302. Maes L, Germonprez N, Quirijnen L, Van Puyvelde L, Cos P, Vanden Berghe D. 2004a. Comparative activities of the triterpene saponin maesabalide III and liposomal amphotericin B (Ambisome) against Leishmania donovani in hamsters. Antimicrob Agents Chemother 48: 2056-2060. van Blitterswijk WJ, Verheij M. 2008. Anticancer alkylphospholipids: mechanisms of action, cellular sensitivity and resistance, and clinical prospects. Curr Pharm Des 14: 2061-2074. Apers S, De Bruyne T, Claeys M, Vlietinck AJ, Pieters LAC. 1999. New acylated triterpenoid saponins from Maesa lanceolata. Phytochemistry 52: 1121-1131. Foubert K, Theunis M, Vermeersch M, Apers S, Pieters L, Maes L. 2007. Bioassay-guided isolation of saponins from Apodytes dimidiata. Planta Med 73: 851. Jia Z, Koike K, Ohmoto T, Nit M. 1994. Triterpenoid saponins from Ardisia crenata. Phytochemistry 37: 1389-1396. Maes L, Vanden Berghe D, Germonprez N et al. 2004b. In vitro and in vivo activities of a triterpenoid saponin extract (PX-6518) from the plant Maesa balansae against visceral Leishmania species. Antimicrob Agents Chemother 48: 130-136. Okunji CO, Iwu MM, Jackson JE, Tally JD. 1996. Biological activity of saponins from two Dracaena species. Adv Exp Med Biol 404: 415-428. Croft SL, Sundar S, Fairlamb AH. 2006. Drug resistance in leishmaniasis. Clin Microbiol Rev 19: 111-126. Glénsk M, Wlodarczyk M, Radom M, Cisowski W. 2005. TLC as a rapid and convenient method for saponin investigation. J Planar Chromatogr 18: 167-170. Kupchan S, Takasugi M, Smith R, Steyn P. 1971. Tumor inhibitors. LXII. The structures of acerotin and acerocin, novel triterpene esters aglycones from the tumor inhibitory saponins of Acer negundo. J Org Chem 36: 1972-1976. Podolak I, Elas M, Cieszka K. 1998. In vitro antifungal and cytotoxic activity of triterpene saponosides and quinoid pigments from Lysimachia vulgaris L. Phytother Res 12: S70-S73. Sparg SG, Light ME, van Staden J. 2004. Biological activities and distribution of plant saponins. J Ethnopharmacol 94: 219-243. Hegde VR, Silver J, Patel MG et al. 1995. Phospholipase D inhibitors from a Myrsine species. J Nat Prod 58: 1492-1497. Koike K, Kudo M, Jia Z, Nikaido T, Ide Y, Sakura T. 1999. New triterpenoid saponins from Maesa japonica. J Nat Prod 62: 228-232. Hostettmann K, Marston A. 1995. Saponins, 1st edn. Cambridge University Press: Cambridge. Apers S, Baronikova S, Sindambiwe J-B et al. 2001. Antiviral, haemolytic and molluscicidal effects of triterpenoid saponins from Maesa lanceolata: Establishment of structure-activity relationships. Planta Med 67: 528-532. 2008a; 12 2004; 60 2004a; 48 1987; 8 1995; 58 1983; 6 2000; 66 2008; 14 2002; 2 2006; 5 2006; 19 1995 2004b; 48 2007; 73 1999; 62 2003 2005; 48 2001; 67 1996; 404 2004; 94 2000; 17 1971; 36 1994; 57 1999; 52 1994; 37 2006; 106 2005; 18 1998; 12 2001; 97 e_1_2_1_20_1 e_1_2_1_23_1 e_1_2_1_24_1 e_1_2_1_22_1 e_1_2_1_27_1 e_1_2_1_28_1 e_1_2_1_25_1 e_1_2_1_26_1 e_1_2_1_29_1 Foubert K (e_1_2_1_9_1) 2007; 73 Maes L (e_1_2_1_21_1) 2003 e_1_2_1_7_1 e_1_2_1_31_1 e_1_2_1_8_1 e_1_2_1_30_1 e_1_2_1_5_1 e_1_2_1_6_1 e_1_2_1_3_1 e_1_2_1_12_1 e_1_2_1_4_1 e_1_2_1_13_1 e_1_2_1_10_1 e_1_2_1_2_1 e_1_2_1_11_1 e_1_2_1_16_1 e_1_2_1_17_1 e_1_2_1_14_1 e_1_2_1_15_1 e_1_2_1_18_1 e_1_2_1_19_1 |
| References_xml | – volume: 62 start-page: 228 year: 1999 end-page: 232 article-title: New triterpenoid saponins from publication-title: J Nat Prod – volume: 18 start-page: 167 year: 2005 end-page: 170 article-title: TLC as a rapid and convenient method for saponin investigation publication-title: J Planar Chromatogr – volume: 52 start-page: 1121 year: 1999 end-page: 1131 article-title: New acylated triterpenoid saponins from publication-title: Phytochemistry – volume: 2 start-page: 494 year: 2002 end-page: 501 article-title: Visceral leishmaniasis: current status of control, diagnosis, and treatment, and a proposed research and development agenda publication-title: Lancet Infect Dis – volume: 97 start-page: 141 year: 2001 end-page: 153 article-title: Application of flow cytometry and microscopical methods to characterize the effect of herbal drugs on spp publication-title: Exp Parasitol – volume: 404 start-page: 415 year: 1996 end-page: 428 article-title: Biological activity of saponins from two Dracaena species publication-title: Adv Exp Med Biol – year: 2003 – volume: 48 start-page: 2056 year: 2004a end-page: 2060 article-title: Comparative activities of the triterpene saponin maesabalide III and liposomal amphotericin B (Ambisome) against in hamsters publication-title: Antimicrob Agents Chemother – volume: 94 start-page: 219 year: 2004 end-page: 243 article-title: Biological activities and distribution of plant saponins publication-title: J Ethnopharmacol – volume: 12 start-page: 629 year: 2008a end-page: 642 article-title: Chemistry, distribution and biological activities of 13,28‐epoxy‐oleanane saponins from the plant families Myrsinaceae and Primulaceae publication-title: Curr Org Chem – volume: 66 start-page: 343 year: 2000 end-page: 347 article-title: Antileishmanial activity of three saponins isolated from ivy, alpha‐hederin, beta‐hederin and hederacolchiside A1, as compared to their action on mammalian cells cultured publication-title: Planta Med – volume: 5 start-page: 941 year: 2006 end-page: 955 article-title: Innovative lead discovery strategies for tropical diseases publication-title: Nat Rev Drug Discov – volume: 48 start-page: 130 year: 2004b end-page: 136 article-title: and activities of a triterpenoid saponin extract (PX‐6518) from the plant against visceral species publication-title: Antimicrob Agents Chemother – volume: 36 start-page: 1972 year: 1971 end-page: 1976 article-title: Tumor inhibitors. LXII. The structures of acerotin and acerocin, novel triterpene esters aglycones from the tumor inhibitory saponins of publication-title: J Org Chem – volume: 67 start-page: 528 year: 2001 end-page: 532 article-title: Antiviral, haemolytic and molluscicidal effects of triterpenoid saponins from : Establishment of structure‐activity relationships publication-title: Planta Med – volume: 37 start-page: 1389 year: 1994 end-page: 1396 article-title: Triterpenoid saponins from publication-title: Phytochemistry – volume: 19 start-page: 111 year: 2006 end-page: 126 article-title: Drug resistance in leishmaniasis publication-title: Clin Microbiol Rev – volume: 106 start-page: 290 year: 2006 end-page: 302 article-title: Demonstration of anti‐infective potential of natural products – how to develop a stronger ‘proof‐of‐concept’ publication-title: J Ethnopharmacol – volume: 6 start-page: 993 year: 1983 end-page: 1000 article-title: Saponins from the roots of constitution of minor saponin and revision of the sugar chain of the main saponin publication-title: Liebigs Ann Chem – volume: 60 start-page: 219 year: 2004 end-page: 228 article-title: New pentacyclic triterpene saponins with strong anti‐leishmanial activity from the leaves of publication-title: Tetrahedron – volume: 17 start-page: 211 year: 2000 end-page: 235 article-title: The bioactivity of saponins: triterpenoid and steroidal glycosides publication-title: Drug Metabol Drug Interact – volume: 8 start-page: 13 year: 1987 end-page: 25 article-title: antiviral activity of a saponin from against herpes simplex virus and poliovirus publication-title: Antiviral Res – volume: 57 start-page: 1354 year: 1994 end-page: 1360 article-title: Cytotoxic saponins from New Zealand Myrsine species publication-title: J Nat Prod – year: 1995 – volume: 73 start-page: 851 year: 2007 article-title: Bioassay‐guided isolation of saponins from a publication-title: Planta Med – volume: 12 start-page: S70 year: 1998 end-page: S73 article-title: antifungal and cytotoxic activity of triterpene saponosides and quinoid pigments from L publication-title: Phytother Res – volume: 48 start-page: 32 year: 2005 end-page: 37 article-title: and anti‐leishmanial activity of triterpenoid saponins isolated from and some chemical derivatives publication-title: J Med Chem – volume: 14 start-page: 2061 year: 2008 end-page: 2074 article-title: Anticancer alkylphospholipids: mechanisms of action, cellular sensitivity and resistance, and clinical prospects publication-title: Curr Pharm Des – volume: 58 start-page: 1492 year: 1995 end-page: 1497 article-title: Phospholipase D inhibitors from a Myrsine species. publication-title: J Nat Prod – ident: e_1_2_1_14_1 doi: 10.1556/JPC.18.2005.2.15 – ident: e_1_2_1_5_1 doi: 10.1021/np50112a004 – ident: e_1_2_1_26_1 doi: 10.1006/expr.2001.4598 – ident: e_1_2_1_24_1 doi: 10.1038/nrd2144 – ident: e_1_2_1_7_1 doi: 10.1128/CMR.19.1.111-126.2006 – ident: e_1_2_1_18_1 doi: 10.1016/S0031-9422(00)90418-7 – ident: e_1_2_1_31_1 doi: 10.2174/138161208785294636 – ident: e_1_2_1_8_1 doi: 10.1055/s-2000-8541 – ident: e_1_2_1_30_1 doi: 10.1002/jlac.198319830612 – ident: e_1_2_1_4_1 doi: 10.1016/S0031-9422(99)00352-0 – ident: e_1_2_1_12_1 doi: 10.1021/jm031150y – volume: 73 start-page: 851 year: 2007 ident: e_1_2_1_9_1 article-title: Bioassay‐guided isolation of saponins from Apodytes dimidiata publication-title: Planta Med contributor: fullname: Foubert K – ident: e_1_2_1_27_1 doi: 10.1002/(SICI)1099-1573(1998)12:1 3.0.CO;2-9 – ident: e_1_2_1_2_1 doi: 10.1016/0166-3542(87)90084-2 – ident: e_1_2_1_17_1 doi: 10.1017/CBO9780511565113 – ident: e_1_2_1_29_1 doi: 10.1016/j.jep.2004.05.016 – ident: e_1_2_1_23_1 doi: 10.1128/AAC.48.1.130-136.2004 – ident: e_1_2_1_10_1 doi: 10.2174/138527208784577376 – ident: e_1_2_1_25_1 doi: 10.1007/978-1-4899-1367-8_33 – ident: e_1_2_1_28_1 doi: 10.1515/DMDI.2000.17.1-4.211 – ident: e_1_2_1_11_1 – ident: e_1_2_1_13_1 doi: 10.1016/j.tet.2003.09.042 – ident: e_1_2_1_16_1 doi: 10.1021/np50124a003 – ident: e_1_2_1_15_1 doi: 10.1016/S1473-3099(02)00347-X – volume-title: Lead Identification and Development of a New Anti‐leishmanial Saponin PX‐6518, Isolated from the Vietnamese Plant Maesa balansae year: 2003 ident: e_1_2_1_21_1 contributor: fullname: Maes L – ident: e_1_2_1_22_1 doi: 10.1128/AAC.48.6.2056-2060.2004 – ident: e_1_2_1_20_1 doi: 10.1021/jo00813a028 – ident: e_1_2_1_19_1 doi: 10.1021/np980235c – ident: e_1_2_1_3_1 doi: 10.1055/s-2001-16489 – ident: e_1_2_1_6_1 doi: 10.1016/j.jep.2006.04.003 |
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| Snippet | Maesa saponins with the 13,28-epoxy-oleanane triterpene core skeleton were described recently to possess strong and selective in vitro and in vivo... Maesa saponins with the 13,28‐epoxy‐oleanane triterpene core skeleton were described recently to possess strong and selective in vitro and in vivo... Abstract Maesa saponins with the 13,28‐epoxy‐oleanane triterpene core skeleton were described recently to possess strong and selective in vitro and in vivo... |
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| SubjectTerms | 13,28‐epoxy‐oleanane triterpene saponins 28-epoxy-oleanane triterpene saponins Acer Aceraceae Animals Antiparasitic Agents - analysis Antiparasitic Agents - pharmacology Ardisia Biological and medical sciences Caudata Cell Line Fibroblasts - drug effects General pharmacology Humans Icacinaceae Leishmania infantum Leishmania infantum - drug effects Macrophages - parasitology Magnoliopsida - chemistry Medical sciences Mice Mice, Inbred Strains Microbial Sensitivity Tests Myrsinaceae Myrsinaceae - chemistry Myrsine Oleanolic Acid - analysis Oleanolic Acid - chemistry Oleanolic Acid - pharmacology Pharmacognosy. Homeopathy. Health food Pharmacology. Drug treatments Plant Extracts - chemistry Plant Extracts - pharmacology Primulaceae Saponins - analysis Saponins - chemistry Saponins - pharmacology Structure-Activity Relationship |
| Title | Selective antileishmania activity of 13,28-epoxy-oleanane and related triterpene saponins from the plant families Myrsinaceae, Primulaceae, Aceraceae and Icacinaceae |
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