Enhanced recovery of antitumor ganoderic acid T from Ganoderma lucidum mycelia by novel chemical conversion strategy

Biotechnology and Bioengineering

Volumn 109, Issue 3, 2012, Pages 754-762

  Wang, Jia Le ^a   Gu, Tingyue ^b   Zhong, Jian Jiang ^a  

^a Shanghai Jiao Tong University   (China)

^b Ohio University   (United States)

Author keywords

Analog impurity; Bioactive natural compound; Bioseparation; Medicinal mushroom; Pretreatment; Triterpenoid

Indexed keywords

BIO-SEPARATION; MEDICINAL MUSHROOM; NATURAL COMPOUNDS; PRETREATMENT; TRITERPENOID;

ACETYLATION; BIOTECHNOLOGY; DRUG PRODUCTS; DRUG PRODUCTS PLANTS; ENHANCED RECOVERY; HYDROLYSIS; IMPURITIES; PURIFICATION;

REMOVAL;

7 O ETHYL GANODERIC ACID O; ANTINEOPLASTIC AGENT; GANODERIC ACID MK; GANODERIC ACID T; GANODERMA LUCIDUM EXTRACT; UNCLASSIFIED DRUG;

ACETYLATION; ARTICLE; BIOSEPARATION; DRUG IMPURITY; DRUG ISOLATION; DRUG PURIFICATION; DRUG SCREENING; GANODERMA LUCIDUM; HYDROLYSIS; MYCELIUM; NONHUMAN; REVERSED PHASE HIGH PERFORMANCE LIQUID CHROMATOGRAPHY;

ACETYLATION; ANTINEOPLASTIC AGENTS; BIOTECHNOLOGY; CHROMATOGRAPHY, HIGH PRESSURE LIQUID; CHROMATOGRAPHY, REVERSE-PHASE; HYDROLYSIS; LANOSTEROL; MYCELIUM; REISHI;

BASIDIOMYCOTA; GANODERMA LUCIDUM;

EID: 84855935520     PISSN: 00063592     EISSN: 10970290     Source Type: Journal    
DOI: 10.1002/bit.24358     Document Type: Article

References (33)

1. Chen NH, Liu JW, Zhong JJ. 2010. Ganoderic acid T inhibits tumor invasion in vitro and in vivo through inhibition of MMP expression. Pharmacol Rep 62(1): 150-163.
2. Chyr R, Shiao MS. 1991. Liquid chromatographic characterization of the triterpenoid patterns in Ganoderma lucidum and related species. J Chromatogr 542(2): 327-336.
3. Fang QH, Zhong JJ. 2002. Two-stage culture process for improved production of ganoderic acid by liquid fermentation of higher fungus Ganoderma lucidum. Biotechnol Prog 18(1): 51-54.
4. Gorri D, Ruiz A, Ortiz A, Ortiz I. 2010. The use of ionic liquids as efficient extraction medium in the reactive separation of cycloolefins from cyclohexane. Chem Eng J 154(1-3): 241-245.
5. Guiochon G. 2002. Preparative liquid chromatography. J Chromatogr A 965(1-2): 129-161.
6. Haynes C. 2004. The importance of bioseparations: Giving credit where credit is due. Biotechnol Bioeng 87(3): 257-258.
7. Hirotani M, Asaka I, Ino C, Furuya T, Shiro M. 1987. Ganoderic acid derivatives and ergosta-4, 7, 22-triene-3, 6-dione from Ganoderma lucidum. Phytochemistry 26(10): 2797-2803.
8. Jia G, Zhan Y, Wu D, Meng Y, Xu L. 2009. An improved ultrasound-assisted extraction process of gossypol acetic acid from cottonseed soapstock. AIChE J 55(3): 797-806.
9. 13C-NMR correlation of stereochemistry in lanostanoid triterpenes. J Nat Prod 52(3): 595-605.
10. Kan S, Li J, Huang W, Shao L, Chen D. 2010. Microsphere resin chromatography combined with microbial biotransformation for the separation and purification of salvianolic acid B in aqueous extract of roots of Salvia multiorrihza Bunge. J Chromatogr A 1216(18): 3881-3886.
11. Karmali A. 2007. Simultaneous extraction and purification of fine chemicals from spent mushroom compost, mushroom stems or degraded mushroom fruiting bodies comprises chromatographic separation and extraction, precipitation and gel-filtration chromatography. European Patent Application EP2078755.
12. Keim C, Ladisch MR. 2000. Bioseparation of natural products. Prog Biotechnol 16(C): 15-20.
13. Li YY, Mi ZY, Tang Y, Wang G, Li DS, Tang YJ. 2009. Lanostanoids isolated from Ganoderma lucidum mycelium cultured by submerged fermentation. Helv Chim Acta 92: 1586-1593.
14. Lightfoot EN, Moscariello JS. 2004. Bioseparations. Biotechnol Bioeng 87(3): 259-2273.
15. Likidis Z, Schügerl K. 1987. Recovery of penicillin by reactive extraction in centrifugal extractors. Biotechnol Bioeng 30(9): 1032-1040.
16. Majid E, Male KB, Tzeng YM, Omamogho JO, Glennon JD, Luong JHT. 2009. Cyclodextrin-modified capillary electrophoresis for achiral and chiral separation of ergostane and lanostane compounds extracted from the fruiting body of Antrodia camphorata. Electrophoresis 30(11): 1967-1975.
17. Nishitoba T, Sato H, Shirasu S, Sakamura S. 1987. Novel triterpenoids from the mycelial mat at the previous stage of fruiting of Ganoderma lucidum. Agric Biol Chem 51(2): 619-622.
18. Pai RA, Doherty MF, Malone MF. 2002. Design of reactive extraction systems for bioproduct recovery. AIChE J 48(3): 514-526.
19. Roush DJ, Hwang LY, Antia FD. 2005. Influence of mobile phase composition and thermodynamics on the normal phase chromatography of echinocandins. J Chromatogr A 1098(1-2): 55-65.
20. Sato H, Nishitoba T, Shirasu S, Oda H, Sakamura S. 1986. Ganoderiol A and B, new triterpenoids from the fungus Ganoderma lucidum. Agric Biol Chem 50(11): 2887-2890.
21. Shiao MS, Lin LJ, Chen CS. 1989. Determination of stereo- and positional isomers of oxygenated triterpenoids by reversed phase high performance liquid chromatography. J Lipid Res 30(2): 287-291.
22. Sticher O. 2008. Natural product isolation. Nat Prod Rep 25(3): 517-554.
23. Tang W, Gu T, Zhong JJ. 2006a. Separation of targeted ganoderic acids from Ganoderma lucidum by reversed phase liquid chromatography with ultraviolet and mass spectrometry detections. Biochem Eng J 32(3): 205-210.
24. Tang W, Liu JW, Zhao WM, Wei DZ, Zhong JJ. 2006b. Ganoderic acid T from Ganoderma lucidum mycelia induces mitochondria mediated apoptosis in lung cancer cells. Life Sci 80(3): 205-211.
25. Verkuijl BJV, Szymanski W, Wu B, Minnaard AJ, Janssen DB, de Vries JG, Feringa BL. 2010. Enantiomerically pure β-phenylalanine analogs from α-β-phenylalanine mixtures in a single reactive extraction step. Chem Commun 46(6): 901-903.
26. Wang JL, Li YB, Liu RM, Zhong JJ. 2010. A new ganoderic acid from Ganoderma lucidum mycelia. J Asian Nat Prod Res 12(8): 727-731.
27. Wang JL, Li YB, Qin HL, Zhong JJ. 2011. Kinetic study of 7-O-ethyl ganoderic acid O stability and its importance in the preparative isolation. Biochem Eng J 53(2): 182-186.
28. Wu DJ, Ma Z, Au BW, Wang NHL. 1997. Recovery and purification of paclitaxel using low-pressure liquid chromatography. AIChE J 43(1): 232-242.
29. Xu JW, Xu YN, Zhong JJ. 2010. Production of individual ganoderic acids and expression of biosynthetic genes in liquid static and shaking cultures of Ganoderma lucidum. Appl Microbiol Biotechnol 85(4): 941-948.
30. Yang C, Cussler EL. 2000. Reactive extraction of penicillin G in hollow-fiber and hollow-fiber fabric modules. Biotechnol Bioeng 69(1): 66-73.
31. Zhang W, Teng SP, Popovich DG. 2009. Generation of group B soyasaponins I and III by hydrolysis. J Agric Food Chem 57(9): 3620-3625.
32. Zhong JJ, Xiao JH. 2009. Secondary metabolites from higher fungi: Discovery, bioactivity, and bioproduction. Adv Biochem Eng Biotechnol 113: 79-150.
33. Zhong JJ, Yue CJ. 2005. Plant cells: Secondary metabolite heterogeneity and its manipulation. Adv Biochem Eng Biotechnol 100: 53-88.