Induction of hairy root cultures from Gossypium hirsutum and Gossypium barbadense to produce gossypol and related compounds

In Vitro Cellular and Developmental Biology - Plant

Volumn 44, Issue 6, 2008, Pages 508-517

  Triplett, Barbara A ^a   Moss, Stephanie C ^b   Bland, John M ^a   Dowd, Michael K ^a  

^a SOUTHERN REGIONAL RESEARCH CENTER   (United States)

^b UNIVERSITY OF NEW ORLEANS   (United States)

Author keywords

Agrobacterium rhizogenes; Gossypol; Hairy root; Rhizobium rhizogenes; Sesquiterpene

Indexed keywords

AGROBACTERIUM RHIZOGENES; GOSSYPIUM BARBADENSE; GOSSYPIUM HIRSUTUM;

EID: 60049088478     PISSN: 10545476     EISSN: None     Source Type: Journal    
DOI: 10.1007/s11627-008-9141-2     Document Type: Article

References (52)

1. A. M. Baíza A. Quiroz J. A. Ruíz I. Maldonado-Mendoza 1998 Growth patterns and alkaloid accumulation in hairy root and untransformed root cultures of Datura stramonium Plant Cell Tissue Organ Cult. 54 123 130
2. V. Band A. P. Hoffer H. Band A. E. Rhinehardt R. C. Knapp S. A. Matlin D. J. Anderson 1989 Antiproliferative effect of gossypol and its optical isomers on human reproductive cancer cell lines Gynecol. Oncol. 32 273 277
3. L. A. Brigham P. J. Michaels H. E. Flores 1999 Cell-specific production and antimicrobial activity of naphthoquinones in roots of Lithospermum erythrorhizon Plant Physiol. 119 417 428
4. P. Bushunow M. M. Reidenberg J. Wasenko J. Winfield B. Lorenzo S. Lemke B. Himpler R. Corona T. Coyle 1999 Gossypol treatment of recurrent adult malignant gliomas J. Neuro-oncol. 43 79 86
5. F. E. Carruth 1918 Contribution to the chemistry of gossypol, the toxic principle of cottonseed J. Am. Chem. Soc. 40 647 633
6. H. J. Cho S. K. Farrand G. R. Noel J. M. Widholm 2000 High-efficiency induction of soybean hairy roots and propagation of the soybean cyst nematode Planta 210 195 204
7. M. K. Dowd S. M. Pelitire 2001 Recovery of gossypol acetic acid from cottonseed soapstock Ind. Crops Prod. 14 113 123
8. M. K. Dowd S. M. Pelitire 2006 Isolation of 6-methoxy gossypol and 6,6¢-dimethoxy gossypol from Gossypium barbadense Sea Island cotton J. Agric. Food Chem. 54 3265 3270
9. K. Edwards C. Johnstone C. Thompson 1991 A simple and rapid method for the preparation of plant genomic DNA for PCR analysis Nucleic Acids Res. 19 1349
10. H. E. Flores J. M. Vivanco L. M. Loyola-Vargas 1999 'Radicle' biochemistry: The biology of root-specific metabolism Trends Plant Sci. 4 220 226
11. A. Giri M. L. Narasu 2000 Transgenic hairy roots: Recent trends and applications Biotechnol. Adv. 18 1 22
12. P. Heinstein H. El-Shagi 1981 Formation of gossypol by Gossypium hirsutum L. cell suspension cultures J. Nat. Prod. 44 1 6
13. R. J. Hron Sr. M. S. Kuk G. Abraham 1990 Determination of free and total gossypol by high performance liquid chromatography J. Am. Oil Chem. Soc. 67 182 187
14. R. E. Hunter J. M. Halloin J. A. Veech W. W. Carter 1978 Exudation of terpenoids by cotton roots Plant Soil. 50 237 240
15. H. J. Kim B. A. Triplett 2001 Cotton fiber growth in planta and in vitro. Models for plant cell elongation and cell wall biogenesis Plant Physiol. 127 1361 1366
16. H. L. Kim M. C. Calhoun R. D. Stipanovic 1996 Accumulation of gossypol enantiomers in ovine tissues Comp. Biochem. Physiol 113B 417 420
17. V. Krishna Murty K. Satyanarayana Murty T. R. Seshadri 1942 Chemistry of gossypol. Part 1. Preparation and properties Proc. Ind. Acad. Sci. 16 54 61
18. M. Le Blanc J. Russo A. P. Kudelka J. A. Smith 2002 An in vitro study of inhibitory activity of gossypol, a cottonseed extract, in human carcinoma cell lines Pharmacol. Res. 46 551 555
19. T. S. Lin R. F. Schinazi J. Zhu E. Birks R. Carbone Y. Si K. Wu L. Huang W. H. Prusoff 1993 Anti-HIV-1 activity and cellular pharmacology of various analogs of gossypol Biochem. Pharmacol. 46 251 255
20. S. Liu S. K. Kulp Y. Sugimoto J. Jiang H. L. Chang M. K. Dowd P. Wan Y. C. Lin 2002 The (-)-enantiomer of gossypol possesses higher anticancer potency than racemic gossypol in human breast cancer Anticancer Res. 22 33 38
21. A. Lorence F. Medina-Bolivar C. L. Nessler 2004 Camptothecin and 10-hydroxycamptothecin from Camptotheca acuminate hairy roots Plant Cell Rep. 22 437 441
22. M. E. Mace A. A. Bell R. D. Stipanovic 1974 Histochemistry and isolation of gossypol and related terpenoids in roots of cotton seedlings Phytopathol. 64 1297 1302
23. Y. Mano H. Ohkawa Y. Yamada 1989 Production of tropane alkaloids by hairy root cultures of Duboisia leichhardtii transformed by Agrobacterium rhizogenes Plant Sci. 59 191 201
24. S. A. Matlin R. H. Zhou D. E. Games A. Jones E. D. Ramsey 1984 HPLC, mass spectroscopy, and LC/MS of gossypol and its derivatives J. High Resolut. Chromatogr. Chromatogr. Commun. 7 196 202
25. E. E. Montamat C. Burgos N. M. Gerez de Burgos L. E. Rovai A. Blanco E. L. Segura 1982 Inhibitory action of gossypol on enzymes and growth of Trypanosoma cruzi Science 218 288 289
26. T. Murashige F. Skoog 1962 A revised medium for rapid growth and bio-assays with tobacco tissue cultures Physiol. Plant. 15 473 497
27. O. Nilsson O. Olsson 1997 Getting to the root: The role of the Agrobacterium rhizogenes rol genes in the formation of hairy roots Physiol. Plant. 100 463 473
28. A. V. Phillips P. A. Hedin 1990 Spectral techniques for structural analysis of the cotton terpenoid aldehydes gossypol and gossypolone J. Agric. Food Chem. 38 525 528
29. J. Palazón R. M. Cusidó J. Gonzalo M. Bonfill C. Morales M. T. Piñol 1998 Relation between the amount of rolC gene product and indole alkaloid accumulation in Catharanthus roseus transformed root cultures J. Plant Physiol. 153 712 718
30. J. Palazón A. Mallol R. Eibl C. Lettenbauer R. M. Cusidó M. T. Piñol 2003 Growth and ginsenoside production in hairy root cultures of Panax ginseng using a novel bioreactor Planta Med. 69 344 349
31. W. A. Pons Jr. J. Pominski W. H. King J. A. Harris T. H. Hopper 1959 Recovery of gossypol from cottonseed gums J. Am. Oil Chem. Soc. 36 328 332
32. L. S. Puckhaber M. K. Dowd R. D. Stipanovic C. R. Howell 2002 Toxicity of (+) and (-)-gossypol to the plant pathogen, Rhizoctonia solani J. Agric. Food Chem. 50 7017 7021
33. S. R. Rao G. A. Ravishankar 2002 Plant cell cultures: chemical factories of secondary metabolites Biotechnol. Adv. 20 101 153
34. H. D. Royce J. R. Harrison E. R. Hahn 1941 Cotton-root bark as a source of gossypol Oil Soap 18 27 29
35. K. Saito H. Sudo M. Yamazaki M. Koseki-Nakamura M. Kitajima H. Takayama N. Aimi 2001 Feasible production of camptothecin by hairy root culture of Ophiorrhiza pumila Plant Cell Rep. 20 267 271
36. K. Sato T. Yamazaki E. Okuyama K. Yoshihira K. Shimomura 1991 Anthraquinone production by transformed root cultures of Rubia tinctorum: Influence of phytohormones and sucrose concentration Phytochemistry 30 1507 1510
37. F. H. Smith 1961 Biosynthesis of gossypol by excised cotton roots Nature 192 888 889
38. F. F. Souret Y. Kim B. E. Wyslouzil K. K. Wobbe P. J. Weathers 2003 Scale-up of Artemisia annua L. hairy root cultures produces complex patterns of terpenoid gene expression Biotechnol. Bioeng. 83 653 667
39. R. D. Stipanovic A. A. Bell M. E. Mace C. R. Howell 1975 Antimicrobial terpenoids of Gossypium: 6-Methoxygossypol and 6,6¢-dimethoxygossypol Phytochemistry 14 1077 1081
40. R. D. Stipanovic A. A. Bell M. J. Lukefahr 1977 Natural insecticides from cotton (Gossypium) ACS Symp. Ser. 62 197 214
41. R. D. Stipanovic M. H. Elissalde D. W. Altman J. O. Norman 1990 Cell culture bioassay to evaluate allelochemical toxicity to Heliothis virescens (Lepidoptera: Noctuidae) J. Econ. Entomol. 83 737 741
42. R. D. Stipanovic L. S. Puckhaber A. A. Bell 2006 Ratio of (+)- and (-)-gossypol in leaves, stems, and roots of selected accessions of Gossypium hirsutum var. marie galante (Watt) Hutichinson J. Agric. Food Chem. 54 1633 1637
43. D. L. Vander Jagt L. M. Deck R. E. Royer 2000 Gossypol: Prototype of inhibitors targeted to antiviral activity against enveloped viruses including HIV Curr. Med. Chem. 7 479 498
44. C. Van Poznak A. D. Seidmann M. M. Reidenberg M. M. Moasser N. Sklarin K. Van Zee P. Borger M. Gollub D. Bacotti T.-J. Yao R. Bloch M. Ligueros M. Sonenberg L. Norton C. Hudis 2001 Oral gossypol in the treatment of patients with refractory metastatic breast cancer: A phase I/II clinical trial Breast Cancer Res. Treat. 66 239 248
45. S. Verdejo B. A. Jaffee R. Mankau 1988 Reproduction of Meloidogyne javanica on plant roots genetically transformed by Agrobacterium rhizogenes J. Nematol. 20 599 604
46. S.-S. Woo J.-S. Song J.-Y. Lee D.-S. In H.-J. Chung J.-R. Liu D.-W. Choi 2004 Phytochemistry 65 2751 2761
47. L. Xu D. Yang S. Wang W. Tang M. Liu M. Davis J. Chen J. M. Rae T. Lawrence M. E. Lippman 2005 (-)-Gossypol enhances responses to radiation therapy and results in tumor regression of human prostate cancer Mol. Cancer Ther. 4 197 205
48. T. Xu L. Zhang X. Sun H. Zhang K. Tang 2004 Production and analysis of organic acids in hairy-root cultures of Isatis indigotica Fort. (indigo woad) Biotechnol. Appl. Biochem. 39 123 128
49. M. Yildirim-Aksoy C. Lim M. K. Dowd P. J. Wan P. H. Klesius C. Shoemaker 2004 In vitro inhibitory effect of gossypol from gossypol-acetic acid, and (+)- and (-)-isomers of gossypol on the growth of Edwardsiella ictaluri J. Appl. Microbiol. 97 87 92
50. T. Yoshikawa T. Furuya 1987 Saponin production by cultures of Panax ginseng transformed with Agrobacterium rhizogenes Plant Cell Rep. 6 449 453
51. J. M. Young L. D. Kuykendall E. Martinez-Romero A. Kerr H. Sawada 2001 A revision of Rhizobium Frank 1889, with an emended description of the genus, and the inclusion of all species of Agrobacterium Conn 1942 and Allorhizobium undicola de Lajudie et al. 1998 as new combinations: Rhizobium radiobacter, R. rhizogenes, R. rubi, R. undicola and R. vitis Int. J. Syst. Evol. Microbiol. 51 89 103
52. Y. Yukimune Y. Hara Y. Yamada 1994 Tropane alkaloid production in root cultures of Duboisia myoporoides obtained by repeated selection Biosci. Biotech. Biochem. 58 1443 1446