title: Atropa belladonna hairy roots: orchestration of concurrent oxidation and reduction reactions for biotransformation of carbonyl compounds.
abstract: The biotransformation potential of a selected Atropa belladonna hairy root clone (AB-09) had been evaluated with regard to three different aromatic carbonyl compounds, i.e., 3,4,5-trimethoxybenzaldehyde (1), 3,4,5-trimethoxyacetophenone (2), and 3,4,5-trimethoxy benzoic acid (3). The results demonstrated for the first time the untapped potentials of the selected hairy root clone to perform simultaneous oxidation (34.49%) and reduction (32.68%) of 3,4,5-trimethoxy benzaldehyde (1) into 3,4,5-trimethoxy benzoic acid (3), and 3,4,5-trimethoxy benzyl alcohol (4), respectively, without any intermediate separation or addition of reagents. The same hairy root clone also demonstrated reduction (<5%) of a 3,4,5-trimethoxyacetophenone (2) into a secondary alcohol, i.e., 1-(3,4,5-trimethoxyphenyl) ethanol (5), while in the case of aromatic carboxylic acid substrate (3), no biotransformation could be obtained under the similar conditions. The current observations revealed oxidation and reduction of the formyl group of the aromatic ring, and only reduction of the carbonyl group of acetophenone through the specific hairy root clone. The concurrent oxidation and reduction reactions by the selected hairy root clone highlight the importance of this study, which, as per our observations, is the first of its kind relating the hairy root culture of A. belladonna.
authors.affiliation: Plant Biotechnology Division, Central Institute of Medicinal and Aromatic Plants (C.S.I.R.), Lucknow, 226015, Uttar Pradesh, India.
authors.forename: Vikas
authors.initials: V
authors.lastname: Srivastava
authors.forename: Arvind Singh
authors.initials: AS
authors.lastname: Negi
authors.forename: P V
authors.initials: PV
authors.lastname: Ajayakumar
authors.forename: Shamshad A
authors.initials: SA
authors.lastname: Khan
authors.forename: Suchitra
authors.initials: S
authors.lastname: Banerjee
mesh_terms: D000098:Acetophenones / Q000378:metabolism*; D001532:Atropa belladonna / Q000378:metabolism*; D001547:Benzaldehydes / Q000378:metabolism; D001592:Benzyl Alcohols / Q000378:metabolism; D001711:Biotransformation; D002855:Chromatography, Thin Layer / Q000379:methods; D003470:Culture Media / Q000737:chemistry; D005707:Gallic Acid / Q000031:analogs & derivatives / Q000378:metabolism; D009682:Magnetic Resonance Spectroscopy; D010084:Oxidation-Reduction; D018517:Plant Roots / Q000378:metabolism*; D013997:Time Factors; D046509:Tissue Culture Techniques
chemical_list: D000098:Acetophenones; D001547:Benzaldehydes; D001592:Benzyl Alcohols; D003470:Culture Media; C078858:3',4',5'-trimethoxyacetophenone; D005707:Gallic Acid; C005854:3,4,5-trimethoxybenzoic acid