Thiophenecarboxylate suppressor of cyclic nucleotides discovered in a small-molecule screen blocks toxin-induced intestinal fluid secretion

Molecular Pharmacology

Volumn 75, Issue 1, 2009, Pages 134-142

  Tradtrantip, Lukmanee ^a   Yangthara, Buranee ^a   Padmawar, Prashant ^a   Morrison, Christopher ^a   Verkman, A S ^a  

^a UNIVERSITY OF CALIFORNIA   (United States)

Author keywords

[No Author keywords available]

Indexed keywords

2 (ACYLAMINO) 3 THIOPHENECARBOXYLATE DERIVATIVE; ADENYLATE CYCLASE; CHOLERA TOXIN; CYCLIC AMP; CYCLIC GMP; G PROTEIN COUPLED RECEPTOR; GUANYLATE CYCLASE; PHOSPHODIESTERASE; THIOPHENE DERIVATIVE; TRANSMEMBRANE CONDUCTANCE REGULATOR; UNCLASSIFIED DRUG; CYCLIC NUCLEOTIDE; INORGANIC COMPOUND;

ANIMAL CELL; ANIMAL EXPERIMENT; ANIMAL MODEL; ARTICLE; CHLORIDE CURRENT; CONTROLLED STUDY; DIARRHEA; DRUG EFFECT; ENZYME ACTIVATION; INTESTINE FLUID; KIDNEY EPITHELIUM; KIDNEY POLYCYSTIC DISEASE; MOUSE; NONHUMAN; PRIORITY JOURNAL; RAT; ANIMAL; CELL CULTURE; CELL LINE; CHEMICAL STRUCTURE; CHEMISTRY; CHO CELL; CRICETULUS; CYTOLOGY; DISEASE MODEL; DOG; DRUG ANTAGONISM; FISCHER 344 RAT; GENETIC TRANSFECTION; HAMSTER; INTESTINE SECRETION; KIDNEY; METABOLISM; MOUSE STRAIN; STEREOISOMERISM; STRUCTURE ACTIVITY RELATION; SYNTHESIS; THYROID GLAND;

ANIMALS; CELL LINE; CELLS, CULTURED; CHO CELLS; CHOLERA TOXIN; CRICETINAE; CRICETULUS; CYCLIC AMP; CYCLIC GMP; CYSTIC FIBROSIS TRANSMEMBRANE CONDUCTANCE REGULATOR; DISEASE MODELS, ANIMAL; DOGS; INORGANIC CHEMICALS; INTESTINAL SECRETIONS; KIDNEY; MICE; MICE, INBRED STRAINS; MOLECULAR STRUCTURE; NUCLEOTIDES, CYCLIC; POLYCYSTIC KIDNEY DISEASES; RATS; RATS, INBRED F344; STEREOISOMERISM; STRUCTURE-ACTIVITY RELATIONSHIP; THYROID GLAND; TRANSFECTION;

EID: 58849113603     PISSN: 0026895X     EISSN: 15210111     Source Type: Journal    
DOI: 10.1124/mol.108.050567     Document Type: Article

References (27)

1. Barkia DH, Whitehead RH, and Hayward IP (1992) Effects of cholera toxin on human colon carcinoma cell lines. Pathology 24:296-301.
2. Barrett KE. (1993) Positive and negative regulation of chloride secretion in T84 cells. Am J Physiol 265:C859-C868.
3. Bender AT and Beavo JA (2006) Cyclic nucleotide phosphodiesterases: molecular regulation to clinical use. Pharmacol Rev 58:488-520.
4. Canonne P, Belanger D, and Lemay G (1982) Novel synthesis of five- and six- membered spiro g-lactones in rigid bicyclic systems. J Org Chem 47:3953-3959.
5. Crane JK, Choudhari SS, Naeher TM, and Duffey ME (2006) Mutual enhancement of virulence by enterotoxigenic and enteropathogenic Escherichia coli. Infect Immun 74:1505-1515.
6. Field M (2003) Intestinal ion transport and the pathophysiology of diarrhea. J Clin Invest 111:931-943.
7. Li C, Krishnamurthy PC, Penmatsa H, Marrs KL, Wang XQ, Zaccolo M, Jalink K, Li M, Nelson DJ, Schuetz JD, et al. (2007) Spatiotemporal coupling of cAMP transporter to CFTR chloride channel function in the gut epithelia. Cell 131:940-951.
8. Ma T, Thiagarajah JR, Yang H, Sonawane ND, Folli C, Galietta LJ, and Verkman AS (2002) Thiazolidinone CFTR inhibitor identified by high throughput screening blocks cholera toxin-induced intestinal fluid secretion. J Clin Invest 110:1651-1658.
9. Mangoo-Karim R, Uchic M, Lechene C, and Grantham JJ (1989) Renal epithelial cyst formation and enlargement in vitro: dependence on cAMP. Proc Natl Acad Sci USA 86:6007-6011.
10. Meyer G, Guizzardi F, Rodighiero S, Manfredi R, Saino S, Sironi C, Garavaglia ML, Bazzini C, Botta G, Portincasa P, et al. (2005) Ion transport across the gall bladder epithelium. Curr Drug Targets Immune Endocr Metabol Disord 5:143-151.
11. Miklos F, Hetenyi A, Sohar P, and Stajer G (2004) Preparation and structure of di-exo-condensed norbornane heterocycles. Monatsh Chem 135:839 -847.
12. Muanprasat C, Sonawane ND, Salinas D, Taddei A, Galietta LJ, and Verkman AS (2004) Discoveryofglycine hydrazide pore occludingCFTRinhibitors:mechanism, structure-activity analysis, and in vivo efficacy. J Gen Physiol 124:125-137.
13. Murakami M, Kamiya Y, Yanagita Y, and Mori M (1999) Gs alpha mutations in hyperfunctioning thyroid adenomas. Arch Med Res 30:514-521.
14. Murthy KS (2006) Signaling for contraction and relaxation in smooth muscle of the gut. Annu Rev Physiol 68:345-374.
15. Omori K and Kotera J (2007) Overview of PDEs and their regulation. Circ Res 100:309-327.
16. Reid G, Wielinga P, Zelcer N, De Haas M, Van Deemter L, Wijnholds J, Balzarini J, and BorstP (2003) Characterization of the transport of nucleoside analog drugs by the human multidrug resistance protein-MRP4 and MRP5. Mol Pharmacol 63:1094 -1103.
17. Rybalkin SD, Yan C, Bornfeldt KE, and Beavo JA (2003) Cyclic GMP phosphodies-terase and regulation of smooth muscle function. Circ Res 93:280-291.
18. Sack DA, Sack RB, Nair GB, and Siddique AK (2004) Cholera. Lancet 363:223-233.
19. Sweeney WE Jr and Avner ED (2006) Molecular and cellular pathophysiology of autosomal recessive polycystic kidney disease (ARPKD). Cell Tissue Res 326:671-685.
20. Thiagarajah JR, Broadbent T, Hsieh E, and Verkman AS (2004) Prevention of toxin-induced intestinal ion and fluid secretion by a small-molecule CFTR inhibitor. Gastroenterology 126:511-519.
21. Thiagarajah JR and Verkman AS (2005) New drug targets for cholera therapy. Trends Pharmacol Sci 26:172-175.
22. Torres VE (2008) Vasopressin antagonists in polycystic kidney disease. Semin Nephrol 28:306-317.
23. Vaandrager AB (2002) Structure and function of the heat-stable enterotoxin recep- tor/guanylyl cyclase C. Mol Cell Biochem 230:73-83.
24. van Staveren WC, Detours V, Dumont JE, and Maenhaut C (2006) Negative feedbacks in normal cell growth and their suppression in tumorigenesis. Cell Cycle 5:571-572.
25. Wielinga PR, van der Heijden I, Reid G, Beijnen JH, Wijnholds J, and Borst P (2003) Charcaterization of the MRP4- and MRP5-mediated transport of cyclic nucleotides from intact cells. J Biol Chem 278:17664-17671.
26. Yang B, Sonawane ND, Zhao D, Somlo S, and Verkman AS (2008) Small-molecule CFTR inhibitors slow cyst growth in polycystic kidney disease. J Am Soc Nephrol 19:1300-1310.
27. Yangthara B, Mills A, Chatsudthipong V, Tradtrantip L, and Verkman AS (2007) Small-molecule vasopressin-2 receptor antagonist identified by a G-protein coupled receptor "pathway" screen. Mol Pharmacol 72:86-94.