Synthesis of biotinylated 18β-glycyrrhetinic acid and its effect on tumor cells activity

Medicinal Chemistry Research

Volumn 18, Issue 7, 2009, Pages 538-544

  Shi, Jun Hua ^a,b   Xiao, Jun Hua ^a   Wei, Dong Zhi ^a  

^a EAST CHINA UNIVERSITY OF SCIENCE AND TECHNOLOGY   (China)

^b JILIN AGRICULTURAL UNIVERSITY   (China)

Author keywords

18 Glycyrrhetinic acid; Antitumor; Biotinylated 18 glycyrrhetinic acid

Indexed keywords

BIOTIN; BIOTINYLATED 18BETA GLYCYRRHETINIC ACID; GLYCYRRHETINIC ACID; GLYCYRRHETINIC ACID DERIVATIVE; UNCLASSIFIED DRUG; WATER;

ANIMAL CELL; ANTINEOPLASTIC ACTIVITY; ARTICLE; BIOTINYLATION; CELL LINE; CELL STRAIN BEL 7402; CELL VIABILITY; CONTROLLED STUDY; DRUG EFFECT; DRUG STABILITY; DRUG STRUCTURE; DRUG SYNTHESIS; HIGH PERFORMANCE LIQUID CHROMATOGRAPHY; HUMAN; HUMAN CELL; LIQUID; LIVER CELL CARCINOMA; MELANOMA B16; MELANOMA CELL; MOUSE; NONHUMAN;

EID: 70349243313     PISSN: 10542523     EISSN: None     Source Type: Journal    
DOI: 10.1007/s00044-008-9147-7     Document Type: Article

References (15)

1. H Abe N Ohya KF Yamamoto 1987 Effects of glycyrrhizin and glycyrrhetinic acid on growth and melanogenesis in cultured B16 Eur J Cancer Clin Oncol 23 1549 1555 10.1016/0277-5379(87)90099-X 3678319 10.1016/0277-5379(87)90099-X 1:CAS:528:DyaL1cXivFw%3D
2. JS Davidson IM Baumgarten 1988 Glycyrrhetinic acid derivatives: a novel class of inhibitors of gap-junctional intercellular communication. Structure-activity relationships J Pharmacol Exp Ther 246 1104 1107 3418512 1:CAS:528:DyaL1MXitFKntA%3D%3D
3. Y Jin J Yu YG Yu 2002 Identification of hNopp 140 as a binding partner for doxorubicin with a phage display cloning method Chem Biol 9 157 162 11880030 10.1016/S1074-5521(02)00096-0 1:CAS:528:DC%2BD38Xhs1yltL0%3D (Pubitemid 34196653)
4. A Morana A Di Lazzaro I Di Lernia C Ponzone M De Rosa 2002 Enzymatic production of 18-β-glycyrrhetinic acid from Glycyrrhiza glabra L Biotechnol Lett 24 1907 1911 10.1023/A:1020904325906 10.1023/A:1020904325906 1:CAS:528:DC%2BD38Xotleku7g%3D (Pubitemid 35399828)
5. H Nishino K Kitagawa A Iwashima 1984 Antitumor-promoting activity of glycyrrhetic acid in mouse skin tumor formation induced by 7,12-dimethylbenz[a] anthracene plus teleocidin Carcinogenesis 5 1529 1530 10.1093/carcin/5.11.1529 6435904 10.1093/carcin/5.11.1529 1:CAS:528:DyaL2MXhslamug%3D%3D
6. Parks LL, Turney MK, Kovacs DGWJ (1998) Expression of 11β-hydroxysterois dehydrogenase type 2 in an ACTH-producing small cell lung cancer. Steroid Biochem Mol Biol 67:341-346. doi: 10.1016/S0960-0760(98) 00125-3
7. E Postaire M Cisse MD Le Hoang D Pradeau 1991 Simultaneous determination of water-soluble vitamins by over-pressure layer chromatography and photodensitometric detection J Pharm Sci 80 368 701 10.1002/jps.2600800417 1865338 10.1002/jps.2600800417 1:CAS:528:DyaK3MXktlGrsrs%3D
8. DJ Rodi RW Janes HJ Sanganee 1999 Screening of a library of phage-displayed peptides identifies Human Bcl-2 as a taxol-binding protein J Mol Biol 285 197 203 10.1006/jmbi.1998.2303 9878399 10.1006/jmbi.1998.2303 1:CAS:528:DyaK1MXntFCrtA%3D%3D (Pubitemid 29034037)
9. CF Romijn CF Verkoelen FH Schroeder 1988 Application of the MTT assay to human prostate cancer cell lines in vitro: establishment of test conditions and assessment of hormone stimulated growth and drug-induced cytostatic and cytotoxic effects Prostate 12 99 110 10.1002/pros.2990120112 3126493 10.1002/pros.2990120112 1:CAS:528:DyaL1cXhsl2nur8%3D
10. PP Sche KM Mckenzie JD White DJ Austin 1999 Display cloning: functional identification of natural product receptors using cDNA-phage display Chem Biol 6 707 716 10.1016/S1074-5521(00)80018-6 10508685 10.1016/S1074-5521(00)80018-6 1:CAS:528:DyaK1MXmvVOnsrY%3D (Pubitemid 29485533)
11. S Takeda K Ishihara Y Wakui S Amagaya M Maruno T Akao K Kobashi 1996 Bioavailability study of glycyrrhetic acid after oral administration of glycyrrhizin in rats; relevance to the intestinal bacterial hydrolysis J Pharm Pharmacol 48 902 905 8910850 1:CAS:528:DyaK28XmvFGisrk%3D
12. M Wilchek EA Bayer 1988 The avidin-biotin complex in bioanalytical applications Anal Biochem 171 1 32 10.1016/0003-2697(88)90120-0 3044183 10.1016/0003-2697(88)90120-0 1:CAS:528:DyaL1cXktF2ls7o%3D
13. M Wilchek EA Bayer 1990 Introduction to avidin-biotin technology Meth Enzymol 184 5 45 2201884 10.1016/0076-6879(90)84256-G 1:CAS:528: DyaK3MXltV2msrw%3D (Pubitemid 20219728)
14. H Yi I Nakashima K Isobe 1996 Enhancement of nitric oxide production from activated macrophages by glycyrrhizin Am J Chin Med 24 271 278 8982439 10.1142/S0192415X96000335 1:STN:280:DyaK2s7jslSlsA%3D%3D
15. UB Zakirov AK Abdullaev 1996 Hypolipidemic and antiatherosclerotic properties of ammonium salt of glycyrretic acid and 18-dehydroglycyrretic acid Eksp Klin Farmakol 59 53 55 9026213 1:CAS:528:DyaK2sXnt1Kjtg%3D%3D