The University of Massachusetts Amherst

The Plant Cell Culture Library

Centaurea scabiosa
Cell Line ID CS1952-R1
Media Type M42
Availability medium
Order Asterales
Family Compositae
Genus Centaurea
Antibacterial Genus Level ➡ 21 citations
Antifungal Genus Level ➡ 71 citations
Insecticidal Genus Level
Anticancer Genus Level ➡ 30 citations
Culture Start Material Seed
Antibacterial Citations
  1. Zater H, Huet J, Fontaine V, Benayache S, Stévigny C, Duez P, Benayache F. Chemical constituents, cytotoxic, antifungal and antimicrobial properties of Centaurea diluta Ait. subsp. algeriensis (Coss. & Dur.) Maire. Asian Pac J Trop Med. 2016 Jun;9(6):554-61. [https://doi.org/10.1016/j.apjtm.2016.04.016.] Epub 2016 Apr 23. PubMed PMID: 27262066.
  2. Cirić A, Karioti A, Koukoulitsa C, Soković M, Skaltsa H. Sesquiterpene lactones from Centaurea zuccariniana and their antimicrobial activity. Chem Biodivers. 2012 Dec;9(12):2843-53. [https://doi.org/10.1002/cbdv.201100405.] PubMed PMID: 23255452.
  3. Oelschlaegel S, Pieper L, Staufenbiel R, Gruner M, Zeippert L, Pieper B, Koelling-Speer I, Speer K. Floral markers of cornflower (Centaurea cyanus) honey and its peroxide antibacterial activity for an alternative treatment of digital dermatitis. J Agric Food Chem. 2012 Nov 28;60(47):11811-20. [https://doi.org/10.1021/jf303699t.] Epub 2012 Nov 19. PubMed PMID: 23140532.
  4. Politeo O, Skocibusic M, Carev I, Burcul F, Jerkovic I, Sarolic M, Milos M. Phytochemical profiles of volatile constituents from Centaurea ragusina leaves and flowers and their antimicrobial effects. Nat Prod Commun. 2012 Aug;7(8):1087-90. PubMed PMID: 22978236.
  5. Kahriman N, Tosun G, İskender NY, Alpay Karaoğlu Ş, Yayli N. Antimicrobial activity and a comparative essential oil analysis of Centaurea pulcherrima Willd. var. pulcherrima extracted by hydrodistillation and microwave distillation. Nat Prod Res. 2012;26(8):703-12. [https://doi.org/10.1080/14786419.2010.551298.] Epub 2011 Sep 9. PubMed PMID: 21902569.
  6. Milosević T, Argyropoulou C, Solujić S, Murat-Spahić D, Skaltsa H. Chemical composition and antimicrobial activity of essential oils from Centaurea pannonica and C. jacea. Nat Prod Commun. 2010 Oct;5(10):1663-8. PubMed PMID: 21121269.
  7. Ugur A, Sarac N, Ceylan O, Emin Duru M. Antimicrobial activity and chemical composition of endemic Centaurea cariensis subsp. niveo-tomentosa. Nat Prod Res. 2010 May;24(9):861-72. [https://doi.org/10.1080/14786410903315127.] PubMed PMID: 20461631.
  8. Ugur A, Sarac N, Ceylan O, Duru ME. Chemical composition of endemic Centaurea austro-anatolica and studies of its antimicrobial activity against multi-resistant bacteria. Acta Pharm. 2009 Dec;59(4):463-72. [https://doi.org/10.2478/v10007-009-0036-5.] PubMed PMID: 19919935.
  9. Ugur A, Sarac N, Duru ME, Beyatli Y. In vitro study of antibacterial activity on multi-resistant bacteria and chemical composition of the chloroform extract of endemic Centaurea drabifolia subsp. cappadocica. Nat Prod Commun. 2009 Sep;4(9):1267-70. PubMed PMID: 19831042.
  10. Ozçelik B, Gürbüz I, Karaoglu T, Yeşilada E. Antiviral and antimicrobial activities of three sesquiterpene lactones from Centaurea solstitialis L. ssp. solstitialis. Microbiol Res. 2009;164(5):545-52. Epub 2007 Jul 5. PubMed PMID: 17614269.
  11. Djeddi S, Karioti A, Sokovic M, Koukoulitsa C, Skaltsa H. A novel sesquiterpene lactone from Centaurea pullata: structure elucidation, antimicrobial activity, and prediction of pharmacokinetic properties. Bioorg Med Chem. 2008 Apr 1;16(7):3725-31. [https://doi.org/10.1016/j.bmc.2008.01.056.] Epub 2008 Feb 2. PubMed PMID: 18280170.
  12. Formisano C, Rigano D, Senatore F, Celik S, Bruno M, Rosselli S. Volatile constituents of aerial parts of three endemic Centaurea species from Turkey: Centaurea amanicola Hub.-Mor., Centaurea consanguinea DC. and Centaurea ptosimopappa Hayek and their antibacterial activities. Nat Prod Res. 2008;22(10):833-9. [https://doi.org/10.1080/14786410701218259.] PubMed PMID: 18626816.
  13. Djeddi S, Karioti A, Sokovic M, Stojkovic D, Seridi R, Skaltsa H. Minor sesquiterpene lactones from Centaurea pullata and their antimicrobial activity. J Nat Prod. 2007 Nov;70(11):1796-9. Epub 2007 Nov 3. PubMed PMID: 17979247.
  14. Bülent Köse Y, Işcan G, Demirci B, Başer KH, Celik S. Antimicrobial activity of the essential oil of Centaurea aladagensis.Fitoterapia. 2007 Apr;78(3):253-4. Epub 2007 Feb 3. PubMed PMID: 17329038.
  15. Skliar MI, Toribio MS, Oriani DS. Antimicrobial activity of Centaurea diffusa. Fitoterapia. 2005 Dec;76(7-8):737-9. Epub 2005 Oct 25. PubMed PMID: 16253434.
  16. Saroglou V, Karioti A, Demetzos C, Dimas K, Skaltsa H. Sesquiterpene lactones from Centaurea spinosa and their antibacterial and cytotoxic activities. J Nat Prod. 2005 Sep;68(9):1404-7. Erratum in: J Nat Prod. 2011 Sep 23;74(9):2029. PubMed PMID: 16180824.
  17. Yayli N, Yaşar A, Güleç C, Usta A, Kolayli S, Coşkunçelebi K, Karaoğlu S. Composition and antimicrobial activity of essential oils from Centaurea sessilis and Centaurea armena. Phytochemistry. 2005 Jul;66(14):1741-5. PubMed PMID: 16050993.
  18. Karioti A, Skaltsa H, Lazari D, Sokovic M, Garcia B, Harvala C. Secondary metabolites from Centaurea deusta with antimicrobial activity. Z Naturforsch C. 2002 Jan-Feb;57(1-2):75-80. Erratum in: Z Naturforsch [C]. 2004 Jul-Aug;59(7-8):612. PubMed PMID: 11926547.
  19. Monya M, Sabău M, Rácz G. [Antibiotic effect of extracts from Centaurea-species]. Planta Med. 1968 Feb;16(1):58-62. German. PubMed PMID: 4879745.
  20. SATSYPEROVA IF. [Data on antibacterial properties of Centaurea]. Aptechn Delo. 1953 Jul-Aug;2(4):25-6. Undetermined Language. PubMed PMID: 13081015.
  21. Cavallito CJ, Bailey JH. AN ANTIBACTERIAL PRINCIPLE FROM CENTAUREA MACULOSA. J Bacteriol. 1949 Feb;57(2):207-12. PubMed PMID: 16561665; PubMed Central PMCID: PMC385495.
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Antifungal Citations
  1. Suchý, M. et al., Tet. Lett., 1964, 3907- 3911 (Arctiopicrin) [https://doi.org/10.1016/S0040-4039(01)93314-3]
  2. Droźdź, B. et al., Coll. Czech. Chem. Comm., 1968, 33, 1730- 1737; 1972, 37, 1546 - 1554 (Onopordopicrin, Eupatoriopicrin)
  3. Samek, Z. et al., Tet. Lett., 1969, 10, 2931- 2934 (Cnicin) [https://doi.org/10.1016/S0040-4039(01)88311-8]
  4. Yoshioka, H. et al., Chem. Comm., 1970, 148- 149 (Salonitenolide) [https://doi.org/10.1039/C29700000148]
  5. Tori, K. et al., JCS(B), 1971, 1084- 1088 (Cnicin, config)
  6. Geissman, T.A., Phytochemistry, 1971, 10, 1075- 1077 (Eupatoriopicrin, occur) [https://doi.org/10.1016/S0031-9422(00)89941-0]
  7. Vanhaelen-Fastré, R. et al., Planta Med., 1974, 26, 375- 379; 1976, 29, 179 - 189 (Salonitenolide, isol, activity) [https://doi.org/10.1055/s-0028-1099402]
  8. Zakirov, S.Kh. et al., Chem. Nat. Compd. (Engl. Transl.), 1975, 11, 690 (Salonitenolide, isol,pmr, ir)
  9. Herz, W. et al., Phytochemistry, 1975, 14, 1561- 1567 (Eleagnin, Liscundin: Liscunditrin) [https://doi.org/10.1016/0031-9422(75)85351-9]
  10. Herz, W. et al., JOC, 1976, 41, 1015- 1020 (Eupassopin, Eupassofilin) [https://doi.org/10.1021/jo00868a022]
  11. Lee, K.H. et al., Tet. Lett., 1976, 17, 1051- 1054 (Eupassopin, cryst struct) [https://doi.org/10.1016/S0040-4039(00)93748-1]
  12. Guerrero, C. et al., Rev. Cubana Quim., 1977, 8, 123- 127 (Euparhombin, struct, activity)
  13. Hall, I.H. et al., J. Pharm. Sci., 1978, 67, 1235- 1235 (Euopahyssopin, activity) [https://doi.org/10.1002/jps.2600670912]
  14. Ito, K. et al., Chem. Lett., 1979, 8, 1503- 1506 (Eupatoriopicrin, cmr) [https://doi.org/10.1246/cl.1979.1503]
  15. Herz, W. et al., JOC, 1979, 44, 2784- 2788 (Euserotin, isol, struct) [https://doi.org/10.1021/jo01329a039]
  16. Bohlmann, F. et al., Phytochemistry, 1979, 18, 95- 98; 1982, 21, 647 - 651 (Amarin, isol) [https://doi.org/10.1016/S0031-9422(00)90921-X]
  17. González, A.G. et al., An. Quim., 1980, 76, 296- 297 (Amarin, isol)
  18. Herz, W. et al., Phytochemistry, 1983, 22, 513- 521 (Liatris mucronata constit) [https://doi.org/10.1016/0031-9422(83)83036-2]
  19. Bohlmann, F. et al., Annalen, 1984, 240- 249 (Cronquistianthus chachapoyensis constits)
  20. El-Masry, S. et al., Phytochemistry, 1985, 24, 999- 1001 (Centaurea glomerata constits,pmr) [https://doi.org/10.1016/S0031-9422(00)83170-2]
  21. Huneck, S. et al., Planta Med., 1986, 52, 398- 399 (Centaurea stoebe constits) [https://doi.org/10.1055/s-2007-969196]
  22. Jakupovic, J. et al., Planta Med., 1986, 52, 399- 401 (Acetylcnicin, struct) [https://doi.org/10.1055/s-2007-969197]
  23. Barrero, A.F. et al., An. Quim., Ser. C, 1988, 84, 344- 347 (Acetylcnicin, isol)
  24. Miski, M. et al., Phytochemistry, 1988, 27, 1417- 1420 (Arctiopicrin, isol, pmr) [https://doi.org/10.1016/0031-9422(88)80207-3]
  25. Maurizio, B. et al., Phytochemistry, 1988, 27, 1873- 1875 (Acetylcnicin, isol, struct)
  26. Turdybekov, K.M. et al., Chem. Nat. Compd. (Engl. Transl.), 1989, 25, 662- 665 (Salonitenolide, isol, cryst struct)
  27. Martinez-Vázquez, M. et al., J. Nat. Prod., 1991, 54, 1642- 1644 (Euparhombin, struct) [https://doi.org/10.1021/np50078a024]
  28. Lonergan, G. et al., J. Nat. Prod., 1992, 55, 225- 228 (Onopordopicrin, struct, activity) [https://doi.org/10.1021/np50080a012]
  29. Cardona, L. et al., Nat. Prod. Lett., 1994, 5, 47- 54 (Centaurea paui constits, struct)
  30. Bruno, M. et al., Phytochemistry, 1994, 35, 1371- 1377 (Centaurea sphaerocephala constits) [https://doi.org/10.1016/S0031-9422(06)80129-9]
  31. Lu, T. et al., Phytochemistry, 1994, 37, 1295- 1299 (Ohlingerin, Liscunditrin, cryst struct)
  32. Maldonado, E. et al., Phytochemistry, 1995, 38, 1265- 1267 (15-Acetoxy-8α-hydroxycostunolide, struct) [https://doi.org/10.1016/0031-9422(94)00752-F]
  33. Robles, M. et al., Planta Med., 1995, 61, 199- 203 (Eupatoriopicrin, rev, activity) [https://doi.org/10.1055/s-2006-958055]
  34. García, B. et al., Phytochemistry, 1996, 41, 1113- 1117 (hydroxymethylbutenoyl, struct) [https://doi.org/10.1016/0031-9422(95)00776-8]
  35. Cardona, L. et al., Annalen, 1997, 527- 532 (Centaurea paui constit)
  36. Cardona, L. et al., Liebigs Ann./Recl., 1997, 527- 532 (Centaurea paui constits, struct)
  37. Lazari, D. et al., Phytochemistry, 1998, 47, 415- 422 (Onopordon laconicum constit,Onopordon sibthorpianum constit) [https://doi.org/10.1016/S0031-9422(97)00587-6]
  38. Neves, M. et al., Phytochemistry, 1999, 50, 967- 972 (8-Acetylsalonitenolide,Diacetylsalonitenolide) [https://doi.org/10.1016/S0031-9422(98)00648-7]
  39. Skaltsa, H. et al., Phytochemistry, 2000, 55, 903- 908 (Centaurea constits, activity) [https://doi.org/10.1016/S0031-9422(00)00254-5]
  40. Skaltsa, H. et al., Z. Naturforsch., C, 2000, 55, 534- 539 (Centaurea achaia constit) [https://doi.org/10.1515/znc-2000-7-810]
  41. Fortuna, A.M. et al., Biochem. Syst. Ecol., 2001, 29, 967- 971 (Centaurea tweediei ester) [https://doi.org/10.1016/S0305-1978(01)00042-4]
  42. Zidorn, C. et al., Z. Naturforsch., C, 2001, 56, 904- 908 (Leontodon cichoraceus constit)
  43. Saroglou, V. et al., J. Nat. Prod., 2005, 68, 1404- 1407 (Centaurea spinosa constits, activity) [https://doi.org/10.1021/np058042u]
  44. Marco, J.A. et al., Phytochemistry, 2005, 66, 1644- 1650 (Centaurea aspera constit) [https://doi.org/10.1016/j.phytochem.2005.06.004]
  45. Bach, S.M. et al., Nat. Prod. Commun., 2011, 6, 163- 166 (Cnicin, Onopordopicrin, activity)
  46. García, B. et al., Phytochemistry, 1996, 41, 1113- 1117 (Onopordon myriacanthum constits) [https://doi.org/10.1016/0031-9422(95)00776-8]
  47. Barrero, A.F. et al., J. Nat. Prod., 1997, 60, 1034- 1035 (Malacitanolide) [https://doi.org/10.1021/np970040p]
  48. Lazari, D. et al., Phytochemistry, 1998, 47, 415- 422 (dihydro) [https://doi.org/10.1016/S0031-9422(97)00587-6]
  49. Georgiadou, E. et al., Nat. Prod. Lett., 2000, 14, 167- 173 (Centaurea thessala constit)
  50. Skaltsa, H. et al., Phytochemistry, 2000, 55, 903- 908 (Centaurea thessala constit,Malacitanolide, activity) [https://doi.org/10.1016/S0031-9422(00)00254-5]
  51. Orabi, K.Y. et al., Saudi Pharm. J., 2000, 8, 101- 105 (3-hydroxy-2-methylenepropanoyl)
  52. Fortuna, A.M. et al., Biochem. Syst. Ecol., 2001, 29, 967- 971 (2-methyl-2-propenoyl) [https://doi.org/10.1016/S0305-1978(01)00042-4]
  53. Koukoulitsa, E. et al., Planta Med., 2002, 68, 649- 652 (8α-Hydroxysonchucarpolide) [https://doi.org/10.1055/s-2002-32893]
  54. Karioti, A. et al., Z. Naturforsch., C, 2002, 57, 75- 80 (Centaura deusta constit) [https://doi.org/10.1515/znc-2002-1-213]
  55. Saroglou, V. et al., J. Nat. Prod., 2005, 68, 1404- 1407 (Centaurea spinosa esters) [https://doi.org/10.1021/np058042u]
  56. Djeddi, S. et al., J. Nat. Prod., 2007, 70, 1796- 1799 (Centaurea pullata esters) [https://doi.org/10.1021/np070125i]
  57. Ćirić, A. et al., Chem. Biodiversity, 2012, 9, 2843- 2853 (Centaurea zuccariniana constit)
  58. Bohlmann, F. et al., Chem. Ber., 1958, 91, 1642- 1656; 1959, 92, 1319; 1961, 94, 3179; 1964, 97, 520 - 522; 1966, 99, 3433 - 3436 (isol, struct, biosynth)
  59. Allen, E.H. et al., Phytochemistry, 1971, 10, 1579- 1582 (isol) [https://doi.org/10.1016/0031-9422(71)85027-6]
  60. Allen, E.H. et al., Phytopathology, 1971, 62, 471- 474 (Safynol, activity) [https://doi.org/10.1094/Phyto-62-471]
  61. Nakada, H. et al., Agric. Biol. Chem., 1977, 41, 1761- 1765 (synth, abs config)
  62. Jente, R. et al., Phytochemistry, 1979, 18, 829- 837 (isol, struct, ms, uv, pmr) [https://doi.org/10.1016/0031-9422(79)80023-0]
  63. Bauer, R. et al., Phytochemistry, 1992, 31, 2035- 2037 (2-glucosides) [https://doi.org/10.1016/0031-9422(92)80357-K]
  64. Redl, K. et al., Planta Med., 1994, 60, 58- 62 (Safynol 2-isobutyrate) [https://doi.org/10.1055/s-2006-959409]
  65. Rustaiyan, A. et al., Planta Med., 1984, 50, 363 [https://doi.org/10.1055/s-2007-969738]
  66. Daniewski, W.M. et al., Phytochemistry, 1992, 31, 2891; 1993, 34, 445 (Salograviolide A,cryst struct, isol) [https://doi.org/10.1016/0031-9422(92)83656-J]
  67. Vajs, V. et al., Phytochemistry, 1999, 52, 383- 386 (9-Ac, activity) [https://doi.org/10.1016/S0031-9422(99)00207-1]
  68. Rustaiyan, A. et al., Phytochemistry, 1986, 25, 1659- 1662 (Carmanin, 4-Epicarmanin) [https://doi.org/10.1016/S0031-9422(00)81230-3]
  69. Braca, A. et al., J. Nat. Prod., 1999, 62, 1371- 1375 (Onopordum illyricum ester) [https://doi.org/10.1021/np990098z]
  70. Skaltsa, H. et al., Phytochemistry, 2000, 55, 903- 908 (Atticin) [https://doi.org/10.1016/S0031-9422(00)00254-5]
  71. Skaltsa, H. et al., Z. Naturforsch., C, 2000, 55, 534- 539 (4-Epicarmanin, activity) [https://doi.org/10.1515/znc-2000-7-810]
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Anticancer Citations
  1. Ozawa, T., Yakugaku Zasshi, 1952, 72, 551- 553 (Arctigenin, synth, abs config) [https://doi.org/10.1248/yakushi1947.72.4_551]
  2. Hänsel, R. et al., Z. Naturforsch., B, 1964, 19, 727- 734 (Arctiin, occur) [https://doi.org/10.1515/znb-1964-0810]
  3. Nishibe, S. et al., Chem. Pharm. Bull., 1972, 20, 2710- 2719 (Arctiin, Arctigenin gentiobioside) [https://doi.org/10.1248/cpb.20.2075]
  4. Ingaki, I. et al., Chem. Pharm. Bull., 1973, 21, 2778- 2779 (Arctigenin gentiobioside, synth)
  5. Nishibe, S. et al., Experientia, 1973, 29, 17- 18 (Arctigenin gentiobioside)
  6. Omar, A.A., Lloydia, 1978, 41, 638- 639 (Arctiin)
  7. Suzuki, H. et al., Phytochemistry, 1982, 21, 1824- 1825 ((+)-Arctigenin) [https://doi.org/10.1016/S0031-9422(82)85082-6]
  8. Brown, E. et al., Tetrahedron, 1989, 45, 141- 154 (synth) [https://doi.org/10.1016/0040-4020(89)80041-9]
  9. Rahman, M.M.A. et al., Phytochemistry, 1990, 29, 1971- 1980 (Arctigenin, Arctiin) [https://doi.org/10.1016/0031-9422(90)85050-P]
  10. Eich, E. et al., Planta Med., 1990, 56, 506 (activity) [https://doi.org/10.1055/s-2006-961045]
  11. Imehara, K. et al., Chem. Pharm. Bull., 1993, 41, 1774- 1779 (Arctigenin, activity) [https://doi.org/10.1248/cpb.41.1774]
  12. Ozawa, S. et al., Phytochemistry, 1993, 32, 643- 652 (biosynth) [https://doi.org/10.1016/S0031-9422(00)95149-5]
  13. Mitra, J. et al., Indian J. Chem., Sect. B, 1994, 33, 953- 956 (synth)
  14. Hirano, T. et al., Life Sci., 1994, 55, 1061- 1069 (activity) [https://doi.org/10.1016/0024-3205(94)00641-5]
  15. Youssef, D. et al., Planta Med., 1995, 61, 570- 573 (pmr, cmr) [https://doi.org/10.1055/s-2006-959378]
  16. Eich, E. et al., J. Med. Chem., 1996, 39, 86- 89 (anti-HIV activity) [https://doi.org/10.1021/jm950387u]
  17. Sibi, M.P. et al., JOC, 2002, 67, 1738- 1745 (synth) [https://doi.org/10.1021/jo015501x]
  18. Fischer, J. et al., Org. Lett., 2004, 6, 1345- 1348 (synth) [https://doi.org/10.1021/ol049878b]
  19. Shoeb, M. et al., Phytochemistry, 2006, 67, 2370- 2375 (Americanin) [https://doi.org/10.1016/j.phytochem.2006.08.012]
  20. Gao, H. et al., Acta Cryst. E, 2008, 64, o1538 (cryst struct)
  21. Matsuzaki, Y. et al., Oncol. Rep., 2008, 19, 721- 727 (Arctiin, activity)
  22. Liu, Y.-D. et al., J. Asian Nat. Prod. Res., 2010, 12, 828- 833 (Acetylarctiins)
  23. Sun, C. et al., Chem. Nat. Compd. (Engl. Transl.), 2012, 48, 493- 497 (Wikstroemia indica constit)
  24. Chen, G-R. et al., Nat. Prod. Res., 2012, 26, 177- 181 (activity)
  25. Ifantis, T.M. et al., Phytochemistry, 2013, 94, 159- 170 (Centaurea pannonica constit) [https://doi.org/10.1016/j.phytochem.2013.05.014]
  26. Liu, F. et al., J. Sep. Sci., 2014, 37, 376- 381 (Arctigenin, isol, purifn)
  27. Yang, Y.-N. et al., J. Agric. Food Chem., 2015, 63, 7958- 7966 (Arctium lappa diglycosides) [https://doi.org/10.1021/acs.jafc.5b02838]
  28. Guan, Y.-X. et al., Zhongcaoyao, 2015, 46, 1620- 1624 (Arctigenin, prodn)
  29. Lü, H. et al., J. Chromatogr. Sci., 2016, 54, 472- 478 (Arctigenin, isol, purfn)
  30. Ping, W. et al., Youji Huaxue, 2016, 36, 1111- 1117 (Arctigenin, synth)
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