Two novel creatinine adducts of andrographolide in human urine

Xenobiotica

Volumn 42, Issue 9, 2012, Pages 911-916

  Qiu, Feng ^a   Cui, Liang ^a   Chen, Lixia ^a   Sun, Jiawen ^a   Yao, Xinsheng ^a  

^a SHENYANG PHARMACEUTICAL UNIVERSITY   (China)

Author keywords

andrographolide; creatinine adducts; human urine; Metabolism

Indexed keywords

14 DEOXY 12 (CREATININE 5 YL)ANDROGRAPHOLIDE 19 O BETA DEXTRO GLUCURONIDE A; 14 DEOXY 12 (CREATININE 5 YL)ANDROGRAPHOLIDE 19 O BETA DEXTRO GLUCURONIDE B; 14 DEOXYANDROGRAPHOLIDE 19 O BETA DEXTRO GLUCURONIDE; ANDROGRAPHOLIDE; CARBON; CARBON 14; CREATININE; DRUG METABOLITE; HYDROXYL GROUP; UNCLASSIFIED DRUG;

ADULT; ARTICLE; CONTROLLED STUDY; DRUG METABOLISM; DRUG STRUCTURE; ELECTROSPRAY MASS SPECTROMETRY; HUMAN; HUMAN EXPERIMENT; MALE; NORMAL HUMAN; URINALYSIS;

CHROMATOGRAPHY, THIN LAYER; CREATININE; DITERPENES; GLUCURONIDES; HUMANS; MASS SPECTROMETRY; METABOLIC NETWORKS AND PATHWAYS; MOLECULAR STRUCTURE; NUCLEAR MAGNETIC RESONANCE, BIOMOLECULAR;

EID: 84864971977     PISSN: 00498254     EISSN: 13665928     Source Type: Journal    
DOI: 10.3109/00498254.2012.680619     Document Type: Article

References (19)

1. Basak A, Cooper S, Roberge AG, Banik UK, Chrétien M, Seidah NG. (1999). Inhibition of proprotein convertases-1, -7 and furin by diterpines of Andrographis paniculata and their succinoyl esters. Biochem J 338 (Pt 1):107-113.
2. Calabrese C, Berman SH, Babish JG, Ma X, Shinto L, Dorr M, Wells K, Wenner CA, Standish LJ. (2000). A phase I trial of andrographolide in HIV positive patients and normal volunteers. Phytother Res 14:333-338.
3. Carretta MD, Alarcón P, Jara E, Solis L, Hancke JL, Concha II, Hidalgo MA, Burgos RA. (2009). Andrographolide reduces IL-2 production in T-cells by interfering with NFAT and MAPK activation. Eur J Pharmacol 602:413-421.
4. Cui L, Chan W, Qiu F, Cai Z, Yao X. (2008). Identification of four urea adducts of andrographolide in humans. Drug Metab Lett 2:261-268.
5. Cui L, Qiu F, Wang N, Yao X. (2004). Four new andrographolide metabolites in human urine. Chem Pharm Bull 52:772-775.
6. Cui L, Qiu F, Yao X. (2005). Isolation and identification of seven glucuronide conjugates of andrographolide in human urine. Drug Metab Dispos 33:555-562.
7. Haynes LJ, Peach KI, Tracey MV. (1955). Modern Methods in Plant Analysis. Berlin: Springer-Verlagm, Vol. 2, 583.
8. He XJ, Li JK, Gao H, Qiu F, Hu K, Cui XM, Yao XS. (2003a). Four new andrographolide metabolites in rats. Tetrahedron 59:6603-6607.
9. He XJ, Li JK, Gao H, Qiu F, Hu K, Cui XM, Yao XS. (2003b). Six new andrographolide metabolites in rats. Chem Pharm Bull 51:586-589.
10. John RB, Denise PH, Lan H. (1984). Use of high-resolution proton nuclear magnetic resonance spectroscopy for rapid multicomponent analysis of urine. Clin Chem 30:426-432.
11. Kumar RA, Sridevi K, Kumar NV, Nanduri S, Rajagopal S. (2004). Anticancer and immunostimulatory compounds from Andrographis paniculata. J Ethnopharmacol 92:291-295.
12. Meng ZM. (1981). Studies on the structure of the adduct of andrographolide with sodium hydrogen sulfite (author's transl). Yao Xue Xue Bao 16:571-575.
13. Panossian A, Hovhannisyan A, Mamikonyan G, Abrahamian H, Hambardzumyan E, Gabrielian E, Goukasova G, Wikman G, Wagner H. (2000). Pharmacokinetic and oral bioavailability of andrographolide from Andrographis paniculata fixed combination Kan Jang in rats and human. Phytomedicine 7:351-364.
14. Rajagopal S, Kumar RA, Deevi DS, Satyanarayana C, Rajagopalan R. (2003). Andrographolide, a potential cancer therapeutic agent isolated from Andrographis paniculata. J Exp Ther Oncol 3: 147-158.
15. Shen YC, Chen CF, Chiou WF. (2000). Suppression of rat neutrophil reactive oxygen species production and adhesion by the diterpenoid lactone andrographolide. Planta Med 66:314-317.
16. Shen YC, Chen CF, Chiou WF. (2002). Andrographolide prevents oxygen radical production by human neutrophils: Possible mechanism(s) involved in its anti-inflammatory effect. Br J Pharmacol 135:399-406.
17. Shukla B, Visen PK, Patnaik GK, Dhawan BN. (1992). Choleretic effect of andrographolide in rats and guinea pigs. Planta Med 58: 146-149.
18. Stahl E. (1969). Thin-layer Chromatography: A Laboratory Handbook. New York: Springer-Verlag.
19. Yu BC, Hung CR, Chen WC, Cheng JT. (2003). Antihyperglycemic effect of andrographolide in streptozotocin-induced diabetic rats. Planta Med 69:1075-1079.