Literature DB >> 3560154

Thienothiopyran-2-sulfonamides: a novel class of water-soluble carbonic anhydrase inhibitors.

G S Ponticello, M B Freedman, C N Habecker, P A Lyle, H Schwam, S L Varga, M E Christy, W C Randall, J J Baldwin.   

Abstract

An attempt to develop a water-soluble carbonic anhydrase inhibitor focused on exploring structure-activity relationships in the thienothiopyransulfonamide class. The strategy to influence water solubility while retaining carbonic anhydrase activity involved the introduction of a hydroxyl moiety and adjusting the oxidation state of the sulfur on the thiopyran portion of the molecule. Compounds 4 and 17 best fit the criteria of aqueous solubility and inhibitory potency vs. human carbonic anhydrase II and are candidates for evaluation as topically effective antiglaucoma agents.

Entities:  

Mesh：

Substances：

Year:  1987        PMID： 3560154     DOI： 10.1021/jm00387a002

Source DB:  PubMed          Journal:  J Med Chem        ISSN： 0022-2623            Impact factor:   7.446


  12 in total

1.  Characterization of heterologously produced carbonic anhydrase from Methanosarcina thermophila.

Authors:  B E Alber; J G Ferry
Journal:  J Bacteriol       Date:  1996-06       Impact factor: 3.490

Review 2.  Carbonic anhydrase as a model for biophysical and physical-organic studies of proteins and protein-ligand binding.

Authors:  Vijay M Krishnamurthy; George K Kaufman; Adam R Urbach; Irina Gitlin; Katherine L Gudiksen; Douglas B Weibel; George M Whitesides
Journal:  Chem Rev       Date:  2008-03       Impact factor: 60.622

3.  Structural analysis of inhibitor binding to human carbonic anhydrase II.

Authors:  P A Boriack-Sjodin; S Zeitlin; H H Chen; L Crenshaw; S Gross; A Dantanarayana; P Delgado; J A May; T Dean; D W Christianson
Journal:  Protein Sci       Date:  1998-12       Impact factor: 6.725

Review 4.  Ocular drug delivery. Pharmacokinetic considerations.

Authors:  R D Schoenwald
Journal:  Clin Pharmacokinet       Date:  1990-04       Impact factor: 6.447

5.  A Simple Representation of Three-Dimensional Molecular Structure.

Authors:  Seth D Axen; Xi-Ping Huang; Elena L Cáceres; Leo Gendelev; Bryan L Roth; Michael J Keiser
Journal:  J Med Chem       Date:  2017-08-08       Impact factor: 7.446

6.  A single dose of the topical carbonic anhydrase inhibitor MK-927 decreases IOP in patients.

Authors:  N Pfeiffer; R Hennekes; E A Lippa; F Grehn; H Garus; F L Brunner-Ferber
Journal:  Br J Ophthalmol       Date:  1990-07       Impact factor: 4.638

7.  L-662,583 is a topically effective ocular hypotensive carbonic anhydrase inhibitor in experimental animals.

Authors:  M F Sugrue; P Gautheron; P Mallorga; T E Nolan; S L Graham; H Schwam; K L Shepard; R L Smith
Journal:  Br J Pharmacol       Date:  1990-01       Impact factor: 8.739

8.  Positions of His-64 and a bound water in human carbonic anhydrase II upon binding three structurally related inhibitors.

Authors:  G M Smith; R S Alexander; D W Christianson; B M McKeever; G S Ponticello; J P Springer; W C Randall; J J Baldwin; C N Habecker
Journal:  Protein Sci       Date:  1994-01       Impact factor: 6.725

9.  A paradigm for drug discovery employing encoded combinatorial libraries.

Authors:  J J Burbaum; M H Ohlmeyer; J C Reader; I Henderson; L W Dillard; G Li; T L Randle; N H Sigal; D Chelsky; J J Baldwin
Journal:  Proc Natl Acad Sci U S A       Date:  1995-06-20       Impact factor: 11.205

Review 10.  Pharmacological advances in the treatment of glaucoma.

Authors:  J B Serle
Journal:  Drugs Aging       Date:  1994-09       Impact factor: 3.923
View more

北京卡尤迪生物科技股份有限公司 © 2022-2023.