Application of simulated moving beds with variable zone lenght (Varicol) for the obtention of enantiomers of biologically active compounds

• Grant number: 07/02872-4
• Support Opportunities: Research Projects - Thematic Grants
• Start date: March 01, 2009
• End date: October 31, 2012
• Field of knowledge: Engineering - Chemical Engineering - Industrial Operations and Equipment for Chemical Engineering
• Principal Investigator: Cesar Costapinto Santana
• Grantee: Cesar Costapinto Santana
• Host Institution: Faculdade de Engenharia Química (FEQ). Universidade Estadual de Campinas (UNICAMP). Campinas , SP, Brazil
• Pesquisadores principais: Carlos Roque Duarte Correia
• Associated researchers: Amaro Gomes Barreto Júnior ; Quezia Bezerra Cass
• Associated scholarship(s): 09/18515-1 - Simulated moving bed chromatography (Varicol): a case study for the purification of enantiomers, BP.DR

Abstract

The aim of the proposal is the integration of modern technologies for the construction and application of biologically active molecules. The potential of simulated moving bed systems for racemic mixtures separation and purification will be explored aiming at the integration with synthetic organic chemistry. Relatively simple synthetic schemes will be applied and the key-intermediates racemic will be isolated and purified in a scale of several grams. The resolution of the intermediates will be accomplished by the technique of simulated moving bed to get the compounds in their enantiomeric pure form or highly enriched. These enriched compounds will be used in the total synthesis of the target compound. The resolution of racemic mixtures of BINAP (transition metals ligands) is also designed. These compounds are efficient ligands and their use is restricted due to the high costs of preparation. The use of SMB (simulated moving bed) and SMB/Varicol is an advantageous way of preparation of BINAP for homogeneous selective catalysis. (AU)

Scientific publications

(6)

(References retrieved automatically from Web of Science and SciELO through information on FAPESP grants and their corresponding numbers as mentioned in the publications by the authors)

EMERICK, GUILHERME L.; OLIVEIRA, REGINA V.; BELAZ, KATIA ROBERTA A.; GONCALVES, MONIQUE; DEOLIVEIRA, GEORGINO H.. Semipreparative enantioseparation of methamidophos by HPLC-UV and preliminary in vitro study of butyrylcholinesterase inhibition. Environmental Toxicology and Chemistry, v. 31, n. 2, p. 239-245, FEB 2012. (07/02872-4)

LOURENCO, TIAGO C.; BATISTA, JR., JOAO M.; FURLAN, MAYSA; HE, YANAN; NAFIE, LAURENCE A.; SANTANA, CESAR C.; CASS, QUEZIA B.. Albendazole sulfoxide enantiomers: Preparative chiral separation and absolute stereochemistry. Journal of Chromatography A, v. 1230, p. 61-65, MAR 23 2012. (09/17138-0, 09/18515-1, 07/02872-4)

DA SILVA, JR., ABSOLON C.; SALLES, JR., AIRTON G.; PERNA, RAFAEL F.; CORREIA, CARLOS R. D.; SANTANA, CESAR C.. Chromatographic Separation and Purification of Mitotane Racemate in a Varicol Multicolumn Continuous Process. CHEMICAL ENGINEERING & TECHNOLOGY, v. 35, n. 1, SI, p. 83-90, JAN 2012. (07/02872-4)

PERNA, R. F.; CREMASCO, M. A.; SANTANA, C. C.. CHROMATOGRAPHIC SEPARATION OF VERAPAMIL RACEMATE USING A VARICOL CONTINUOUS MULTICOLUMN PROCESS. Brazilian Journal of Chemical Engineering, v. 32, n. 4, p. 929-939, OCT-DEC 2015. (07/02872-4)

PAREDES, ADRIANA; LOURENCO, TIAGO DE CAMPOS; MARZAL, MIGUEL; RIVERA, ANDREA; DORNY, PIERRE; MAHANTY, SIDDHARTHA; GUERRA-GIRALDEZ, CRISTINA; GARCIA, HECTOR H.; NASH, THEODORE E.; CASS, QUEZIA B.; et al. In Vitro Analysis of Albendazole Sulfoxide Enantiomers Shows that (+)-(R)-Albendazole Sulfoxide Is the Active Enantiomer against Taenia solium. Antimicrobial Agents and Chemotherapy, v. 57, n. 2, p. 944-949, FEB 2013. (09/18515-1, 07/02872-4)

DA SILVA, ABSOLON C., JR.; SALLES, AIRTON G., JR.; PERNA, RAFAEL F.; CORREIA, CARLOS R. D.; SANTANA, CESAR C.. Chromatographic Separation and Purification of Mitotane Racemate in a Varicol Multicolumn Continuous Process. CHEMICAL ENGINEERING & TECHNOLOGY, v. 35, n. 1, p. 8-pg., 2012-01-01. (07/02872-4)