Research Topics
| Gunda GeorgSummaryAffiliation: University of Kansas Country: USA Publications
Research Grants
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Detail Information
Publications
Enantiospecific formal total syntheses of (-)-salicylihalamides A and B from D-glucose and L-rhamnoseKyoungLang Yang
Department of Medicinal Chemistry, Center for Cancer Experimental Therapeutics and Drug Discovery Program, Higuchi Biosciences Center, University of Kansas, 1251 Wescoe Hall Drive, Lawrence, Kansas 66045-7582, USA
Org Lett 5:4007-9. 2003..reaction: see text] Two formal chiral pool syntheses of the (-)-salicylihalamides A and B were achieved from commercially available 1,2,5,6-diacetone-d-glucose and l-rhamnose...- Synthesis, modeling, and anti-tubulin activity of a D-seco paclitaxel analogueLuciano Barboni
Dipartimento di Scienze Chimiche, Universita di Camerino, Via S Agostino 1, 62032 Camerino MC, Italy
Org Lett 6:461-4. 2004..Compound 1 is as potent as paclitaxel at microtubule stabilization in vitro; however, it has only about one-four-hundredth the cytotoxicity of paclitaxel... 
Artificial neural network--based analysis of high-throughput screening data for improved prediction of active compoundsSwapan Chakrabarti
Department of Electrical Engineering and Computer Science, University of Kansas, Lawrence, KS 66045, USA
J Biomol Screen 14:1236-44. 2009..Thus, ANNs trained with limited HTS data might become useful in recovering active compounds from large data sets...- Support vector machines in HTS data mining: Type I MetAPs inhibition studyJianwen Fang
Bioinformatics Core Facility, University of Kansas, Lawrence, KS 66045, USA
J Biomol Screen 11:138-44. 2006..A training set with 10,000 member compounds is likely the minimum size required to build a model with reasonable predictive power... - A systematic SAR study of C10 modified paclitaxel analogues using a combinatorial approachYanbin Liu
Department of Medicinal Chemistry, and the Drug Discovery Program, Higuchi Biosciences Center, University of Kansas, Lawrence, KS 66045, USA
Comb Chem High Throughput Screen 5:39-48. 2002..It was also found that the presence of a nitrogen atom in the C10 substituent might play a role in the interaction of analogues with microtubules... - Synthesis and interactions of 7-deoxy-, 10-deacetoxy, and 10-deacetoxy-7-deoxypaclitaxel with NCI/ADR-RES cancer cells and bovine brain microvessel endothelial cellsHaibo Ge
Department of Medicinal Chemistry, University of Kansas, 1251 Wescoe Hall Drive, Lawrence, KS 66045-7582, USA
Bioorg Med Chem Lett 16:433-6. 2006..They also appeared to interact with P-glycoprotein in the endothelial cells with the two 10-deacetoxy compounds having less interaction than paclitaxel and 7-deoxypaclitaxel... - Synthesis and anti-tubulin activity of a 3'-(4-azidophenyl)-3'-dephenylpaclitaxel photoaffinity probeJared T Spletstoser
Department of Medicinal Chemistry, University of Kansas, 1251 Wescoe Hall Drive, Lawrence, Kansas 66045-7582, USA
J Med Chem 47:6459-65. 2004.... - Synthetic studies with 13-deoxybaccatin IIIYu Mi Ahn
Department of Medicinal Chemistry and The Drug Discovery Program, Higuchi Biosciences Center, The University of Kansas, Lawrence, Kansas 66045-7582, USA
J Org Chem 67:7140-3. 2002..The preparation of 13-oxo-7-O-(triethylsilyl)baccatin III from 13-epi-7-O-(triethylsilyl)baccatin III using tetrapropylammonium perruthenate and N-methylmorpholine N-oxide is also reported... - Synthesis of cryptophycins via an N-acyl-beta-lactam macrolactonizationRamdas Vidya
Department of Medicinal Chemistry and Department of Molecular Biosciences, University of Kansas, Lawrence, Kansas 66045, USA
J Org Chem 68:9687-93. 2003..In this case, the cyanide-initiated ring opening of the bis-substituted 2-azetidinone followed by macrolactonization was achieved through a catalytic process... 
Synthesis of docetaxel and butitaxel analogues through kinetic resolution of racemic beta-lactams with 7-O-triethylsilylbaccatin IIIHaibo Ge
Department of Medicinal Chemistry, University of Kansas, 1251 Wescoe Hall Drive, University of Kansas, Lawrence, Kansas 66045 7582, USA
J Org Chem 72:756-9. 2007..In addition, it was found that the C4 beta-lactam substituents also influenced diastereoselectivity. The C4 tert-butyl-beta-lactams provided better diastereoselectivity than the corresponding C4 phenyl beta-lactams...- A novel lumazine synthase inhibitor derived from oxidation of 1,3,6,8-tetrahydroxy-2,7-naphthyridine to a tetraazaperylenehexaone derivativeYanlei Zhang
Department of Medicinal Chemistry and Molecular Pharmacology, School of Pharmacy and Pharmaceutical Sciences, and the Purdue Cancer Center, Purdue University, West Lafayette, Indiana 47907, USA
J Org Chem 72:2769-76. 2007..Ab initio calculations indicate that the meso form is slightly less stable than the enantiomeric form, and that the two forms interconvert rapidly at room temperature... - Synthesis, in vitro and in vivo cytotoxicity of 6,7-diaryl-2,3,8,8a-tetrahydroindolizin-5(1H)-onesF Scott Kimball
Department of Medicinal Chemistry, University of Kansas, 1251 Wescoe Hall Drive, Lawrence, KS 66045, USA
Bioorg Med Chem Lett 17:4703-7. 2007..39 microM and displayed promising activity in vivo in the NCI's mouse hollow fiber assay... - Studies towards the synthesis of methionine aminopeptidase inhibitors: diversification utilizing a ROMP-derived coupling reagentPunitha Vedantham
Department of Chemistry, University of Kansas, 1251 Wescoe Hall Drive, Lawrence, Kansas 66045, USA
J Comb Chem 10:195-203. 2008..In addition, in silico Lipinksi profiles and ADME properties of the library are also reported... - Ionic immobilization, diversification, and release: application to the generation of a library of methionine aminopeptidase inhibitorsPunitha Vedantham
Department of Chemistry, University of Kansas, 1251 Wescoe Hall Drive, Lawrence, Kansas 66045, USA
J Comb Chem 10:185-94. 2008..Qualitative SAR analysis, supplemented by molecular modeling studies, provides valuable information on structural elements responsible for potency and selectivity... - Gamendazole, an orally active indazole carboxylic acid male contraceptive agent, targets HSP90AB1 (HSP90BETA) and EEF1A1 (eEF1A), and stimulates Il1a transcription in rat Sertoli cellsJoseph S Tash
Department of Molecular and Integrative Physiology, University of Kansas Medical Center, Kansas City, Kansas 66160, USA
Biol Reprod 78:1139-52. 2008..A current model for gamendazole action posits that this pathway links interaction with HSP90AB1 and EEF1A1 to the loss of spermatids and resulting infertility... - Palladium(II)-catalyzed direct arylation of enaminones using organotrifluoroboratesHaibo Ge
Department of Medicinal Chemistry, University of Kansas, 1251 Wescoe Hall Drive, Lawrence, Kansas 66045, USA
J Am Chem Soc 130:3708-9. 2008..It provides immediate access to arylpiperidine, indolizidine, and quinolizidine scaffolds from the corresponding mono- and bicyclic, unattenuated enaminones... - Enantiospecific synthesis and cytotoxicity of 7-(4-methoxyphenyl)-6-phenyl-2,3,8,8a-tetrahydroindolizin-5(1H)-one enantiomersF Scott Kimball
Department of Medicinal Chemistry, University of Kansas, 1251 Wescoe Hall Drive, Lawrence, KS 66045, USA
Bioorg Med Chem 16:4367-77. 2008..A biological assay utilizing the HCT-116 colon cancer cell line to determine the cytotoxicity of these analogs revealed that only the (R)-enantiomer exhibited appreciable cytotoxicity with an IC(50) value of 0.2 microM... - Synthesis and evaluation of heteroaromatic 6,7-diaryl-2,3,8,8a-tetrahydroindolizin-5(1H)-ones for cytotoxicity against the HCT-116 colon cancer cell lineF Scott Kimball
Department of Medicinal Chemistry, University of Kansas, 1251 Wescoe Hall Drive, Lawrence, KS 66045, USA
Bioorg Med Chem Lett 18:3248-50. 2008..The most active of the new analogs proved to be the C6 2-thiophene and 3-thiophene analogs with IC(50) values of 0.27 microM and 0.60 microM, respectively... - N-methylation of the c3' amide of taxanes: synthesis of N-methyltaxol C and N-methylpaclitaxelHari K R Santhapuram
Department of Medicinal Chemistry, University of Kansas, Lawrence, KS 66045 7582, USA
J Org Chem 73:4705-8. 2008..Subsequent reaction with potassium tert-butoxide and methyl iodide provided the corresponding N-methylated taxane derivatives. Removal of the silyl protecting groups furnished N-methyltaxol C and N-methylpaclitaxel... - Design, synthesis, and antiproliferative and CDK2-cyclin a inhibitory activity of novel flavopiridol analoguesYu Mi Ahn
Department of Medicinal Chemistry, 1251 Wescoe Hall Drive, University of Kansas, Lawrence, KS 66045 7582, USA
Bioorg Med Chem 15:702-13. 2007..Molecular docking simulations were carried out and these studies suggested a different binding orientation inside the CDK2 binding pocket for these analogues compared to flavopiridol... - Amino acid-derived enaminones: a study in ring formation providing valuable asymmetric synthonsBrandon J Turunen
Department of Medicinal Chemistry and Center for Methodology and Library Development, University of Kansas, 1251 Wescoe Hall Drive, Lawrence, Kansas 66045, USA
J Am Chem Soc 128:8702-3. 2006..Although disguised as a 6-endo-dig cyclization, the reagents employed in the transformation play a direct role in bond making and bond breaking, thus changing the mode of addition... - Epothilone and paclitaxel: unexpected differences in promoting the assembly and stabilization of yeast microtubulesClaudia J Bode
Department of Molecular Biosciences and the Department of Medicinal Chemistry, University of Kansas, Lawrence, Kansas 66045, USA
Biochemistry 41:3870-4. 2002..These results also indicate that mutagenesis of yeast tubulin could help define the sites of interaction with paclitaxel and the epothilones... - Studies toward the synthesis of oximidines I and IITorsten Haack
Department of Medicinal Chemistry, University of Kansas, 1251 Wescoe Hall Drive, Lawrence, KS 66045-7582, USA
Org Lett 5:5019-22. 2003..The thermodynamic driving force for this unexpected isomerization was established by DFT and MP2 calculations. [reaction: see text].. - Total synthesis and antitubulin activity of c10 analogues of cryptophycin-24Suzanne B Buck
Department of Medicinal Chemistry and Department of Molecular Biosciences, University of Kansas, 1251 Wescoe Drive, Lawrence, Kansas 66045-7582, USA
J Med Chem 47:696-702. 2004..These results demonstrated that the 4'-MeO group in cryptophycin-24 is not essential and can be replaced with 3'-C1 or 4'-C1 substituents... - [Bis(2-methoxyethyl)amino]sulfur trifluoride, the Deoxo-Fluor reagent: application toward one-flask transformations of carboxylic acids to amidesJonathan M White
Department of Medicinal Chemistry, University of Kansas, 1251 Wescoe Hall Drive, Lawrence, Kansas 60045-7582, USA
J Org Chem 69:2573-6. 2004..We have explored the utility of this reagent for the one-flask conversion of acids to amides and Weinreb amides and as a peptide-coupling reagent... - Total synthesis and anti-tubulin activity of epi-c3 analogues of cryptophycin-24Suzanne B Buck
Department of Medicinal Chemistry, University of Kansas, 1251 Wescoe Drive, Lawrence, KS 66045-7582, USA
J Med Chem 47:3697-9. 2004..The results demonstrate that the S configuration at the C3 stereocenter is not required to induce potent cytotoxicity and the m-Cl substituent present on the C10 side chain did not induce any large change in activity... - Site-specifically traced drug release and biodistribution of a paclitaxel-antibody conjugate toward improvement of the linker structureAhmad Safavy
Department of Radiation Oncology and Medicine, Biostatistics and Bioinformatics Unit, and Comprehensive Cancer Center, University of Alabama at Birmingham, Birmingham, Alabama 35294, USA
Bioconjug Chem 15:1264-74. 2004..These results demonstrated the first time use of radioiodinated 3'-OH-PTX for in vivo tracing of a paclitaxel conjugate and application of the resulting information to the design of a therapeutically more useful PTX-MAb linker... - Understanding tubulin-Taxol interactions: mutations that impart Taxol binding to yeast tubulinMohan L Gupta
Department of Molecular Biosciences, University of Kansas, Lawrence 66045, USA
Proc Natl Acad Sci U S A 100:6394-7. 2003..Importantly, this experimental system can be used to reveal tubulin interactions with Taxol, the epothilones, and other Taxol-like compounds... - Chemical modification of paclitaxel (Taxol) reduces P-glycoprotein interactions and increases permeation across the blood-brain barrier in vitro and in situAntonie Rice
Department of Pharmaceutical Chemistry, University of Kansas, 226 Simons, 2095 Constant Avenue, Lawrence, Kansas 66047, USA
J Med Chem 48:832-8. 2005..These results demonstrate that the Taxol analogue Tx-67 had a reduced interaction with Pgp and, as a consequence, enhanced permeation across the blood-brain barrier in vitro and in situ... - Cryptophycin affinity labels: synthesis and biological activity of a benzophenone analogue of cryptophycin-24Ramdas Vidya
Department of Medicinal Chemistry, University of Kansas, Lawrence, KS 66045, USA
Bioorg Med Chem Lett 13:757-60. 2003..In an in vitro tubulin assembly assay, the benzophenone analogue of the beta isomer (IC(50)=7.4 microM) is twice as active as cryptophycin-24 (IC(50)=15 microM)... - Novel endotoxin-sequestering compounds with terephthalaldehyde-bis-guanylhydrazone scaffoldsKriangsak Khownium
Department of Medicinal Chemistry, University of Kansas, 1251 Wescoe Hall Drive, Lawrence KS 66045-7582, USA
Bioorg Med Chem Lett 16:1305-8. 2006..These first-generation compounds bind and neutralize lipopolysaccharide with a potency comparable to that of polymyxin B, a peptide antibiotic known to sequester LPS... - Single-site chemical modification at C10 of the baccatin III core of paclitaxel and Taxol C reduces P-glycoprotein interactions in bovine brain microvessel endothelial cellsJared T Spletstoser
Department of Medicinal Chemistry, University of Kansas, 1251 Wescoe Hall Drive, Lawrence, KS 66045, USA
Bioorg Med Chem Lett 16:495-8. 2006....
Research Grants
- PHARMACOPHORE INTERACTIONS WITH TUBULIN OF CRYPTOPHYCINSGunda Georg; Fiscal Year: 2001..Suitable candidates will be selected and used to study the ligand-protein interactions in fluorescent, photoaffinity and electrophilic labeling studies. ..
- MEDICINAL CHEMISTRYGunda Georg; Fiscal Year: 2000..In addition, Core will carry out the synthesis of a potentially promising novel anti-tumor agent, octalactin A, to assess its potential for cancer therapy. ..
- CENTER FOR CANCER EXPERIMENTAL THERAPEUTICSGunda Georg; Fiscal Year: 2005..The three COBRE Core laboratories will become University-supported research service laboratories. ..
- TAXOL BRAIN DELIVERYGunda Georg; Fiscal Year: 2003..In vivo studies with an in situ rat perfusion model will be used to assess their in vivo protein to cross the BBB. ..
- EPOTHILONE AFFINITY LABELSGunda Georg; Fiscal Year: 2003..Fluorescent epothilones will be used to study the interaction with microtubules and tubulin and the epothilone photo affinity will identify the ligand binding sites in the receptor. ..
- Updating Laboratory Facilities Under P20 RR 15563Gunda Georg; Fiscal Year: 2003..The availability of new research tools is expected to also have a positive impact on the number of NIH grants, NIH program projects, and SBIR/STTR grant submissions from KU faculty. ..
- Libraries for HTS: Privileged Structures in Sparsely Populated Chemical SpaceGunda Georg; Fiscal Year: 2007....
- Tyloindicines: Chemistry and BiologyGunda Georg; Fiscal Year: 2006..Their cytotoxicity and cellular mechanisms will be studied as well. In addition it is proposed to characterize the interaction of the tyloindicines with their biological targets with the help of photoaffinity labels. ..
- CENTER FOR CANCER EXPERIMENTAL THERAPEUTICSGunda Georg; Fiscal Year: 2004..abstract_text> ..