An improved ultrasound-assisted extraction process of gossypol acetic acid from cottonseed soapstock

AIChE Journal

Volumn 55, Issue 3, 2009, Pages 797-806

  Jia, Guangfeng ^a,b   Zhan, Yonghua ^a   Wu, Daocheng ^a   Meng, Yang ^c   Xu, Liang ^c  

^a BEIJING UNIVERSITY OF POSTS AND TELECOMMUNICATIONS   (China)

^b Shaanxi Institute of Education   (China)

^c UNIVERSITY OF MICHIGAN   (United States)

Author keywords

Anticancer; Gossypol; Gossypol acetic acid; Soapstock; Ultrasound

Indexed keywords

ANTICANCER; GOSSYPOL; GOSSYPOL ACETIC ACID; SOAPSTOCK; ULTRASOUND;

ACETIC ACID; ACIDS; ACOUSTIC WAVES; CELL CULTURE; CRYSTALLIZATION; METAL ANALYSIS; NUCLEAR MAGNETIC RESONANCE SPECTROSCOPY; PH EFFECTS; SOLVENTS; ULTRASONICS;

SOLVENT EXTRACTION;

MICROPUS;

EID: 63849191211     PISSN: 00011541     EISSN: 15475905     Source Type: Journal    
DOI: 10.1002/aic.11700     Document Type: Article

References (35)

1. Coutinho EM. Gossypol: a contraceptive for men. Contraception. 2002;65:259-263.
2. Razakantoanina V, Phung NKP, Jaureguiberry G. Antimalrial activity of new gossypol derivatives. Parasitol Res. 2000;86:665-668.
3. Bushunow P, Reiclenberg MM, Wasenko J, Winfieid J, Lorenzo B, Lemke S, Himpler B, Corona R, Coyle T. Gossypol treatment of recurrent adult malignant gliomas. J Neurooncol. 1999;43:79-86.
4. Keller PA, Birch C, Leach SP, Tyssen D, Griffith R. Novel pharmacophore-based methods reveal gossypol as a reverse transcriptase inhibitor. J Mol Graph. 2003;21:365-373.
5. Zhang JF, Cao CH, Yuan T, Gui YP, Gossypol acetate induces apoptosis in human T24 urinary bladder cancer cells. J Tongji Med Univ. 2002;24:18-19, 30.
6. Van Poznak C, Seidman AD, Reidenberg MM, Moasser MM, Sklarin N, Van Zee K, Borgen P, Gollub M, Bacotti D, Yao TJ, Bloch R, Ligueros M, Sonenberg M, Norton L, Hudis C. Oral gossypol in the treatment of patients with refractory metastatic breast cancer: a phase I/ II clinical trial. Breast Cancer Res Jr. 2001:66:239-248.
7. Xu L, Yang D, Wang S, Liu M, Chen J, Lawrence T, Lippman ME. Radiosensitization of human prostate cancer by natural polyphenol inhibitor of Bcl-2/XL, (-)-gossypol, results in tumor regression. Ear J Cancer Suppl. 2004;2:94.
8. Zhang MC, Liu HP, Tian ZK, Griffith BN, Ji M, Li QQ. Gossypol induces apoptosis in human PC-3 prostate cancer cells by modulating caspase-dependent and caspase-independent cell death pathways. Life Sci. 2007;80:767-774.
9. Geldof A, Kuipers G, Sminia P, Lafleur M, Zerp S, Yang D, Lippman M, Slotman B, Verheif M. Gossypol, a small molecule inhibitor of BCL-2, increases radiation-induced cytotoxicity in human prostate and head and neck cancer cells. Radiother Oncol. 2006:78(Supp! 1):S83.
10. Wu YW, Chik CL, Knazek RA, An in vitro and in vivo study of antitumor effects of gossypol on human SW-13 adrenocortical carcinoma. Cancer Res. 1989:49:3754-3758.
11. Flack MR, Pyle RG, Sullen NM, Lorenzo B, Wu Y, Knazek RA, Nisula BC, Reidenberg AM, Oral gossypol in the treatment of raetastatic adrenal cancer. J Clin Endocrinol Metab. 1993;76:1019-1024.
12. Benz CC, Keniry MA, Ford JM, Townsend AJ, Cox FW, Palayoor S, Matlin SA, Hait WN, Cowan KH. Biochemical correlates of the antitumor and antimitochondrial properties of gossypol enantimers. Mol Pharmacol. 1990;37:840-847.
13. Oliver CL, Miranda MB, Shangary S, Land S, Wang S, Johnson DE. (-)-Gossypol acts directly on the mitochondria to overcome Bcl- 2- and Bcl-XL-mediated apoptosis resistance. Mol Cancer Ther. 2005;4:23-31.
14. Xu L, Yang D, Wang S, Tang W, Liu M, Davis M, Chen J, Rae JM, Lawrence T, Lippman ME. (-)-Gossypol enhances response to radiation therapy and results in tumor regression of human prostate cancer, Mol Cancer Ther. 2005;4:197-205.
15. Carruth FE. Contribution to the chemistry of gossypol, the toxic principle of cottonseed, J Am Chem Soc. 1918:40:647-663.
16. Royce HD, Harrison JR, Hahn ER. Cotton-root bark as a source of gossypol. J Am Oil Chem Soc. 1941; 18:27-29.
17. Castillon LE, Hall CM, Boatner CH. Preparation of gossypol from cottonseed pigment glands. J Am Oil Chem Soc. 1948:25:233- 236.
18. Dowd MK, Pelitire SM. Recovery of gossypol acetic acid from cottonseed soapstock. Ind Crop Prod. 2001;14:l 13-123.
19. Chen F, Sun Y, Zhao G, Liao X, Hu X, Wu J, Wang Z. Optimization of ultrasound-assisted extraction of anthocyanins in red raspberries and identification of anthocyanins in extract using high-performance liquid chromatography-mass spectrometry. Ultrason Sonochem, 2007; 14:767-778.
20. Hroraadkova Z, Ebringerova A, Valachovic P. Ultrasound-assisted extraction of water-soluble polysaccharides from the roots of valerian (Valeriatia officinalis L.). Ultrason Sonochem. 2002:9:37-44.
21. Rodrigues S, Pinto GAS, Fernandes FAN. Optimization of ultrasound extraction of phenolic compounds from coconut (Cocos nucifera) shell powder by response surface methodology. Ultrason Sonochem. 2007;15:95-100.
22. Araara N, Ratsimba B. Crystallization of potash alum: effect of power ultrasound. Ultrason Sonochem, 2001;8:265.
23. McCausland LJ, Cains PW, Martin PD. Use the power of sonocrystallization for improved properties. Chem Eng Prog. 2001;97:56- 61.
24. Dalas E. The effect of ultrasonic field on calcium carbonate scale formation. J Crys Grow. 2001;222:287-292.
25. Ruecroft G, Hipkiss D, Ly T, Maxted N, Cains PW. The use of ultrasound for improved industrial crystallization. Org Process Res Dev. 2005:9:923-932.
26. AOCS. Ba 8-78 Total Gossypol in Official Methods and Recommended Practices of the AOCS, 5th ed. Am Oil Chem Soc: Champaign, IL, 1998.
27. Koda S, Kiraura T, Kondo T, Mitome H. A standard method to calibrate sonochemical efficiency of an individual reaction system. Ultrason Sonochem. 2003:10:149-156.
28. Castellanos MM, Reyman D, Sieiro C, Calle P. ESR-spin trapping study on the sonochemistry of liquids in the presence of oxygen. Evidence for the superoxide radical anion formation. Ultrason Sonochem. 2001:8:17-22.
29. Vercet A, Lopez P, Burgos J, Free radical production by manothermosonication. Ultrasonics. 1998:36:615-618.
30. Li H, Wang J, Bao Y, Guo Z, Zhang M. Rapid sonocrystallization in the salting-out process. J Crys Grow. 2003:247:192-198.
31. Bund RK, Pandit AB. Sonocrystallization: effect on lactose recovery and crystal habit. Ultrason Sonochem. 2007; 14:143-152.
32. Gogate PR, Mnjumdar S, Pandit AB. Sonochemical reactors for waste water treatment: comparison using formic acid degradation as a model reaction. Adv Environ Res. 2003:7:283-299.
33. Clark EP. Studies on gossypol. I. The preparation, purification, and some of the properties of gossypol, the toxic principle of cottonseed. J Biol Chem. 1927:75:725-739.
34. Campbell KN, Morris RC, Adams R. The structure of gossypol I. J Am Chem Soc. 1937:59:1723-1728.
35. Murty VK, Murty KS, Seshadri TR. Chemistry of gossypol. Part I. Preparation and properties. Proc. Indian Acad Sci. 1942;A16:54- 61.