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<p><strong>Bioconversion of (+)- and (-)-alpha-pinene to (+)- and (-)-verbenone by plant cell cultures of <em>Psychotria brachyceras</em> and <em>Rauvolfia sellowii</em></strong><strong> </strong></p> <p><em><strong>Renata Pereira Limberger<br></strong>Programa de Pós-Graduação em Ciências Farmacêuticas<br>Faculdade de Farmácia<br>Universidade Federal do Rio Grande do Sul<br>Av. Ipiranga 2752, 90.610.000<br>Porto Alegre, RS, Brazil<br>Tel: 55 51 33085297<br>Fax: 55 51 33085437<br>E-mail: </em><a href="mailto:renata@farmacia.ufrgs.br"><em>renata@farmacia.ufrgs.br</em></a></p> <p><em><strong>Adriana Mendes Aleixo<br></strong>Faculdade de Engenharia, Arquitetura e Urbanismo<br>Universidade Metodista de Piracicaba<br>Rodovia Santa Bárbara Iracemápolis Km 1, 13450-000<br>Santa Barbara D'oeste, SP, Brazil<br>Tel: 19 31241782<br>E-mail: </em><a href="mailto:amaleixo@unimep.br"><em>amaleixo@unimep.br</em></a><strong> </strong></p> <p><em><strong>Arthur Germano Fett-Neto<br></strong>Programa de Pós-Graduação em Biologia Celular e Molecular<br>Centro de Biotecnologia<br>Universidade Federal do Rio Grande do Sul<br>CP 15005 Agronomia, 91509-900<br>Porto Alegre, RS - Brazil<br>Tel: 51 33087642<br>Fax: 51 33087309<br>E-mail: </em><a href="mailto:fettneto@cbiot.ufrgs.br"><em>fettneto@cbiot.ufrgs.br</em></a></p> <p><em><strong>Amélia T. Henriques<br></strong>Programa de Pós-Graduação em Ciências Farmacêuticas<br>Faculdade de Farmácia<br>Universidade Federal do Rio Grande do Sul<br>Av. Ipiranga 2752, 90.610.000<br>Porto Alegre, RS, Brazil<br>Tel: 55 51 33085417<br>Fax: 55 51 33085437<br>E-mail: </em><a href="mailto:amelia@farmacia.ufrgs.br"><em>amelia@farmacia.ufrgs.br</em></a></p> <p><strong><em>Corresponding author</em></strong></p> <p><em><strong>Financial support:</strong> CNPq, CAPES and FAPERGS.</em></p> <p><em><strong>Keywords:</strong> alpha-pinene, biotransformation, verbenol, verbenone.</em></p> <div><em></em></div> <p><strong><em>Abbreviations:</em></strong></p> <p><em>2,4-D: 2,4-dichlorophenoxyacetic acid<br>EtOAc: ethyl acetate<br>GC: gas chromatography<br>GC-MS: gas chromatography-mass spectrometry<br>MS: Murashige and Skoog<br>NMR: Nuclear Magnetic Resonance Spectroscopy</em></p> <a></a> <p>This work describes the bioconversion of (-)- and (+)-alpha-pinene (2,6,6-trimethyl-bicyclo[3.1.1]hept-2-ene), targeted at the production of (-)- and (+)-verbenone (4,6,6-trimethyl-bicyclo (3.1.1) hept-3-en-2-one), respectively, using <em>Psychotria brachyceras</em> and<em> Rauvolfia sellowii</em> cell suspension cultures. <em>P. brachyceras</em> showed selectivity to (-)-alpha-pinene with 80.9% conversion (relative integrated area gas chromatography-mass spectrometry (GC-MS)) of (-)-verbenone in 10-day-incubation, whereas <em>R. sellowii</em> was able to convert both pinene enantiomers (37.6% conversion of (-)-verbenone in 7-day-incubation and 32.2% conversion of (+)-verbenone in 10-day-incubation). In both systems <em>trans-</em>verbenol was formed as main product and then slowly biocatalyzed to verbenone. Verbenone were also present among the autoxidation products during control experiments, but in much lower amounts and accompanied by several by-products, highlighting the usefulness of the biotransformation process.</p> <p><em>Electronic Journal of Biotechnology, Vol. 10 No. 4, Issue of October 15, 2007.</em></p>
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