The Plant Cell Culture Library

Helianthus ciliaris
Cell Line ID HC-13044
Media Type B122
Lowest Tolerable USDA Zone 5a
Drought Tolerance Tolera
Availability High
Order Asterales
Family Compositae
Genus Helianthus
Antibacterial Genus Level ➡ 72 citations
Antifungal Genus Level ➡ 24 citations
Insecticidal Genus Level
Common Names Blue Weed
Culture Initiation Site Dusseldorf
Plant Habit Herb Perennial
Plant Habitat Warm Temperate
Culture Start Material Seed
Native Range Summer-Autumn Texas.Arizona.Mexico
Plant Supplier Inst/Nat. Plant Germplasm System USDA
Antibacterial Citations
  1. Murti, V.V.S. et al., CA, 1948, 42, 5909 (synth)
  2. Stout, G.H. et al., Tetrahedron, 1961, 14, 296- 303 (Xanthomicrol) [https://doi.org/10.1016/S0040-4020(01)92179-9]
  3. Bellino, A. et al., Ann. Chim. (Rome), 1962, 52, 795- 801 (synth, 4',6,7,8-tetra-Me ether)
  4. Lee, H.H. et al., J. Chem. Soc., 1964, 6255- 6256 (3'-Demethoxysudachitin)
  5. Chaliha, B.P. et al., Tetrahedron, 1965, 21, 1441- 1443 (Pedunculin, Gardenin B) [https://doi.org/10.1016/S0040-4020(01)98305-X]
  6. Kagan, H.B. et al., J. Org. Chem., 1966, 31, 1629- 1632 (Xanthomicrol) [https://doi.org/10.1021/jo01343a072]
  7. Farkas, L. et al., J. Org. Chem., 1966, 31, 3228- 3232 (Nevadensin) [https://doi.org/10.1021/jo01348a031]
  8. Thomas, M.B. et al., Phytochemistry, 1968, 7, 787- 790 (3'-Demethoxysudachitin) [https://doi.org/10.1016/S0031-9422(00)84833-5]
  9. Krishnamurti, M. et al., Indian J. Chem., 1972, 10, 23- 25 (Nevadensin)
  10. Talapatra, S.K. et al., Phytochemistry, 1975, 14, 309- 310 (synth) [https://doi.org/10.1016/0031-9422(75)85074-6]
  11. Arisawa, M. et al., Chem. Pharm. Bull., 1976, 24, 815, 1606 (Kanzakiflavone 1) [https://doi.org/10.1248/cpb.24.815]
  12. Bhardwaj, D.K. et al., Indian J. Chem., Sect. B, 1978, 16, 339- 340 (Kanzakiflavone 1, synth)
  13. Bohlmann, F. et al., Phytochemistry, 1979, 18, 1375- 1378 (7-Hydroxy-4',5,6,8-tetramethoxyflavone) [https://doi.org/10.1016/0031-9422(79)83026-5]
  14. Iinuma, M. et al., Chem. Pharm. Bull., 1980, 28, 708- 716 (cmr) [https://doi.org/10.1248/cpb.28.708]
  15. Iinuma, M. et al., Chem. Pharm. Bull., 1980, 28, 717- 722 (Gardenin B, 4'-Hydroxy-5,6,7,8-tetramethoxyflavone) [https://doi.org/10.1248/cpb.28.717]
  16. Herz, W. et al., Phytochemistry, 1982, 21, 2491- 2507 (Nevadensin)
  17. Voirin, B., Phytochemistry, 1983, 22, 2107- 2145 (uv) [https://doi.org/10.1016/S0031-9422(00)80133-8]
  18. Iinuma, M. et al., Chem. Pharm. Bull., 1984, 32, 1006- 1010 (synth) [https://doi.org/10.1248/cpb.32.1006]
  19. Jullien, F. et al., Phytochemistry, 1984, 23, 2972- 2973 (Gardenin B) [https://doi.org/10.1016/0031-9422(84)83060-5]
  20. Patron, N.H. et al., Int. Sugar J., 1985, 87, 213- 215 (6,8-diglycoside, isol)
  21. Ferreres, F. et al., Phytochemistry, 1985, 24, 1869- 1871 (Thymusin, Isothymusin) [https://doi.org/10.1016/S0031-9422(00)82579-0]
  22. Barberan, F.A.T. et al., Planta Med., 1985, 452- 454 (5,6-Dihydroxy-4',7,8-trimethoxyflavone) [https://doi.org/10.1055/s-2007-969549]
  23. Barberan, F.A.T. et al., Tetrahedron, 1985, 41, 5733- 5740 (Thymusin, Isothymusin) [https://doi.org/10.1016/S0040-4020(01)91379-1]
  24. Wollenweber, E. et al., Z. Naturforsch., C, 1986, 41, 87- 93 (Xanthomicrol)
  25. Rani, I., Indian J. Chem., Sect. B, 1987, 26, 879 (synth)
  26. San Feliciano, A. et al., Phytochemistry, 1989, 28, 2717- 2721 (5,6,8-Trihydroxy-4',7-dimethoxyflavone) [https://doi.org/10.1016/S0031-9422(00)98074-9]
  27. Ward, R.S., Synthesis, 1992, 719- 730 (rev, synth, bibl) [https://doi.org/10.1055/s-1992-26207]
  28. Horie, T. et al., Phytochemistry, 1995, 39, 1201- 1210 (Pedunculin) [https://doi.org/10.1016/0031-9422(95)00070-N]
  29. Liu, Y. et al., Phytochemistry, 1996, 42, 1203- 1205 (Nevadensin glycosides) [https://doi.org/10.1016/0031-9422(96)00066-0]
  30. Wang, J. et al., Nat. Prod. Sci., 1998, 4, 38- 41 (6-Me ether, Isothymusin 8-glucoside)
  31. Grayer, R.J. et al., Phytochemistry, 1998, 47, 779- 782 (Isothymusin 8-glucoside) [https://doi.org/10.1016/S0031-9422(97)00626-2]
  32. Liu, Y. et al., Phytochemistry, 1998, 48, 339- 343 (Nevadensin glycosides) [https://doi.org/10.1016/S0031-9422(97)01129-1]
  33. Wollenweber, E. et al., Z. Naturforsch., C, 2000, 55, 5- 9 (6-Isobutyrylthymusin) [https://doi.org/10.1515/znc-2000-1-203]
  34. Na, Z. et al., Chin. Chem. Lett., 2001, 12, 231- 232 (4',6,7-tri-Me 8-glucoside)
  35. Greenham, J. et al., Phytochemistry, 2001, 56, 87- 91 (3'-Demethoxysudachitin,Nevadensin) [https://doi.org/10.1016/S0031-9422(00)00355-1]
  36. Grayer, R.J. et al., Phytochemistry, 2001, 56, 559- 567 (Pilosin, Nevadensin) [https://doi.org/10.1016/S0031-9422(00)00439-8]
  37. Suksamrarn, A. et al., Arch. Pharmacal Res., 2003, 26, 816- 820 (Isothymusin, Nevadensin)
  38. Wollenweber, E. et al., Z. Naturforsch., C, 2003, 58, 771- 775 (Xanthomicrol)
  39. Brahmachari, G. et al., Indian J. Chem., Sect. B, 2004, 43, 219- 222 (4',6,7-tri-Me ether, isol)
  40. Ponce, M.A. et al., Phytochemistry, 2004, 65, 1925- 1930 (5,6,7,8-Tetrahydroxy-4'-methoxyflavone) [https://doi.org/10.1016/j.phytochem.2004.06.005]
  41. Jahaniani, F. et al., Phytochemistry, 2005, 66, 1581- 1592 (Xanthomicrol) [https://doi.org/10.1016/j.phytochem.2005.04.035]
  42. Li, S. et al., J. Agric. Food Chem., 2006, 54, 4176- 4185 (Gardenin B) [https://doi.org/10.1021/jf060234n]
  43. Nakagawa, H. et al., J. Nat. Prod., 2006, 69, 1177- 1179 (3'-Demethoxysudachiin C) [https://doi.org/10.1021/np060217s]
  44. Michael, H.N. et al., Egypt. J. Chem., 2007, 50, 523- 529 (6-rhamnoside 8-galactoside)
  45. Balasubramanian, R. et al., J. Nat. Med. (Tokyo), 2007, 61, 80- 83 (6,8-di-Me 7-rhamnoside)
  46. Brahmachari, G. et al., Chem. Biodiversity, 2011, 8, 1139- 1151 (Nevadensin, 4',7,8-tri-Me ether, activity)
  47. Feng, J. et al., Phytochemistry, 2011, 72, 242- 247 (Aquilarisin) [https://doi.org/10.1016/j.phytochem.2010.11.025]
  48. Embaby, I.S. et al., Int. J. Pharm. Pharm. Sci., 2012, 4(3), 124- 129 (6-Me ether 7-rhamnoside)
  49. Raj, M., Int. J. Pharm. Pharm. Sci., 2012, 4 (Suppl. 3), 159- 162 (Emilia sonchifolia triglycoside)
  50. Satnami, D.K. et al., Int. J. Pharm. Sci. Res., 2012, 3, 2819- 2824 (4',6-di-Me ether 7-rhamnosylxylosylgalactoside)
  51. Turkmenoglu, F.P. et al., Molecules, 2015, 20, 7454- 7473 (Xanthomicrol, cryst struct,activity)
  52. St Pyrek, J., J. Nat. Prod., 1984, 47, 822 [https://doi.org/10.1021/np50035a012]
  53. Faulkner, D.F. et al., Planta Med., 1985, 354 [https://doi.org/10.1055/s-2007-969516]
  54. Da Costa, F.B. et al., Fitoterapia, 1995, 69, 86- 87 (activity)
  55. Leong, Y.W. et al., Phytochemistry, 1997, 45, 1457- 1459 (isol, pmr, cmr) [https://doi.org/10.1016/S0031-9422(97)00181-7]
  56. Toyota, M. et al., J. Org. Chem., 2000, 65, 4565- 4570 (synth) [https://doi.org/10.1021/jo000142b]
  57. Horie, T. et al., Bull. Chem. Soc. Jpn., 1961, 34, 1547- 1548 (Sudachitin) [https://doi.org/10.1246/bcsj.34.1547]
  58. Lee, H.H. et al., J. Chem. Soc., 1964, 6255 (synth)
  59. Iinuma, M. et al., Chem. Pharm. Bull., 1980, 28, 708- 716 (cmr) [https://doi.org/10.1248/cpb.28.708]
  60. Tomas, F. et al., Phytochemistry, 1980, 19, 2039- 2040 (7-glucoside) [https://doi.org/10.1016/0031-9422(80)83037-8]
  61. Horie, T. et al., Bull. Chem. Soc. Jpn., 1982, 55, 2928- 2932 (Sudachiin A, struct, synth) [https://doi.org/10.1246/bcsj.55.2928]
  62. Zakharova, O.I. et al., Chem. Nat. Compd. (Engl. Transl.), 1982, 18, 619- 620 (Mentha piperita constit)
  63. Salmenkallis, M. et al., Phytochemistry, 1982, 21, 2990- 2991 (Trichophorum cespitosum constit)
  64. Voirin, B., Phytochemistry, 1983, 22, 2107- 2145 (uv) [https://doi.org/10.1016/S0031-9422(00)80133-8]
  65. Herz, W. et al., Phytochemistry, 1984, 23, 1453- 1460 (Helianthus strumosus constit) [https://doi.org/10.1016/S0031-9422(00)80485-9]
  66. Kumamoto, H. et al., Agric. Biol. Chem., 1985, 49, 2797- 2798 (glycoside)
  67. Mata, R. et al., Phytochemistry, 1985, 24, 1515- 1520 (Artemisia klotzchiana constit) [https://doi.org/10.1016/S0031-9422(00)81057-2]
  68. Horie, T. et al., Phytochemistry, 1986, 25, 2621- 2624 (Sudachiins A,B) [https://doi.org/10.1016/S0031-9422(00)84522-7]
  69. Hradetzky, D. et al., Z. Naturforsch., C, 1986, 42, 73- 76 (Gutierrezia sarothrae constit)
  70. Greenham, J. et al., Phytochemistry, 2001, 56, 87- 91 (Biebersteinia orphanidis constit) [https://doi.org/10.1016/S0031-9422(00)00355-1]
  71. Nakagawa, H. et al., J. Nat. Prod., 2006, 69, 1177- 1179 (Sudachitin, activity) [https://doi.org/10.1021/np060217s]
  72. Sagara, H. et al., Tetrahedron Lett., 2018, 59, 1816- 1818 (Sudachitin, synth)
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Antifungal Citations
  1. Arnone, A. et al., Tet. Lett., 1967, 8, 4201- 4206 (pmr, struct) [https://doi.org/10.1016/S0040-4039(00)72996-0]
  2. Bohlmann, F. et al., Chem. Ber., 1970, 103, 90- 96; 1972, 105, 863 - 873 (isol, pmr, synth)
  3. Naidu, M.V. et al., Indian J. Chem., Sect. B, 1979, 17, 73 (synth, pmr, deriv)
  4. Bohlmann, F. et al., Phytochemistry, 1981, 20, 281- 286 (Demethoxyencecalinol) [https://doi.org/10.1016/0031-9422(81)85107-2]
  5. Yamaguchi, S. et al., Bull. Chem. Soc. Jpn., 1984, 57, 442- 445 (synth, pmr) [https://doi.org/10.1246/bcsj.57.442]
  6. Varga, E. et al., Fitoterapia, 1984, 55, 307 (isol)
  7. Ahluwalia, V.K. et al., Indian J. Chem., Sect. B, 1984, 23, 1124 (synth, pmr)
  8. Satoh, A. et al., Biosci., Biotechnol., Biochem., 1996, 60, 664- 665 (isol, activity) [https://doi.org/10.1271/bbb.60.664]
  9. De Zelicourt, A. et al., Planta, 2007, 226, 591- 600 (HaDEF1) [https://doi.org/10.1007/s00425-007-0507-1]
  10. Kotlyarevskii, I.L. et al., Izv. Akad. Nauk SSSR, Ser. Khim., 1970, 1906
  11. Bohlmann, F. et al., Chem. Ber., 1981, 114, 147- 152 (synth, ir, pmr)
  12. De Pascual Teresa, J. et al., Phytochemistry, 1981, 20, 2417 (isol, pmr) [https://doi.org/10.1016/S0031-9422(00)82678-3]
  13. Gonzalez, A.G. et al., Phytochemistry, 1983, 22, 1515- 1516 (2,4-Diacetylanisole) [https://doi.org/10.1016/S0031-9422(00)84054-6]
  14. Heuning, H.G. et al., J. Prakt. Chem., 1984, 326, 491 (synth, ir, pmr)
  15. Garcia, H. et al., Tetrahedron, 1985, 41, 3131- 3134 (synth, ir, pmr, deriv) [https://doi.org/10.1016/S0040-4020(01)96666-9]
  16. Prats, E. et al., J. Chem. Ecol., 2007, 33, 2245- 2253 (Ac, isol, pmr) [https://doi.org/10.1007/s10886-007-9388-9]
  17. Smith, C.R. et al., JOC, 1960, 25, 218- 222 (Chrysanthemum coronarium constit) [https://doi.org/10.1021/jo01072a019]
  18. Powell, R.G. et al., Lipids, 1967, 2, 172- 177 (abs config) [https://doi.org/10.1007/BF02530918]
  19. Mikolajczak, K.L. et al., Lipids, 1968, 3, 489- 494 (Helianthus annuus constit, abs config) [https://doi.org/10.1007/BF02530891]
  20. Gunstone, F.D. et al., Chem. Phys. Lipids, 1975, 15, 174- 188 (synth) [https://doi.org/10.1016/0009-3084(75)90040-7]
  21. Gunstone, F.D. et al., Chem. Phys. Lipids, 1975, 15, 188- 197 (pmr)
  22. Gunstone, F.D. et al., Chem. Phys. Lipids, 1975, 15, 198- 208 (ms)
  23. Kato, T. et al., Biosci., Biotechnol., Biochem., 1993, 57, 283- 287 (rice constit, activity) [https://doi.org/10.1271/bbb.57.283]
  24. Huang, F.-C. et al., Phytochemistry, 2013, 90, 6- 15 (synth)
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