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Biosynthesis of vanillic acid by Ochrobactrum anthropi and its applications.
Girawale, Savita D; Meena, Surya N; Nandre, Vinod S; Waghmode, Suresh B; Kodam, Kisan M.
Afiliación
  • Girawale SD; Department of Chemistry, Savitribai Phule Pune University, Pune 411007, India.
  • Meena SN; Department of Chemistry, Savitribai Phule Pune University, Pune 411007, India.
  • Nandre VS; Department of Chemistry, Savitribai Phule Pune University, Pune 411007, India.
  • Waghmode SB; Department of Chemistry, Savitribai Phule Pune University, Pune 411007, India.
  • Kodam KM; Department of Chemistry, Savitribai Phule Pune University, Pune 411007, India. Electronic address: kisan.kodam@unipune.ac.in.
Bioorg Med Chem ; 72: 117000, 2022 10 15.
Article en En | MEDLINE | ID: mdl-36095944
Vanillic acid has always been in high-demand in pharmaceutical, cosmetic, food, flavor, alcohol and polymer industries. Present study achieved highly pure synthesis of vanillic acid from vanillin using whole cells of Ochrobactrum anthropi strain T5_1. The complete biotransformation of vanillin (2 g/L) in to vanillic acid (2.2 g/L) with 95 % yield was achieved in single step in 7 h, whereas 5 g/L vanillin was converted to vanillic acid in 31 h. The vanillic acid thus produced was validated using LC-MS, GC-MS, FTIR and NMR. Further, vanillic acid was evaluated for in vitro anti-tyrosinase and cytotoxic properties on B16F1 skin cell line in dose dependent manner with IC50 values of 15.84 mM and 9.24 mM respectively. The in silico Swiss target study predicted carbonic acid anhydrase IX and XII as key targets of vanillic acid inside the B16F1 skin cell line and revealed the possible mechanism underlying cell toxicity. Molecular docking indicated a strong linkage between vanillic acid and tyrosinase through four hydrogen and several hydrophobic bonds, with ΔG of -3.36 kJ/mol and Ki of 3.46 mM. The bioavailability of vanillic acid was confirmed by the Swiss ADME study with no violation of Lipinski's five rules.
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Texto completo: 1 Colección: 01-internacional Base de datos: MEDLINE Asunto principal: Ácido Vanílico / Ochrobactrum anthropi Idioma: En Revista: Bioorg Med Chem Asunto de la revista: BIOQUIMICA / QUIMICA Año: 2022 Tipo del documento: Article País de afiliación: India Pais de publicación: Reino Unido

Texto completo: 1 Colección: 01-internacional Base de datos: MEDLINE Asunto principal: Ácido Vanílico / Ochrobactrum anthropi Idioma: En Revista: Bioorg Med Chem Asunto de la revista: BIOQUIMICA / QUIMICA Año: 2022 Tipo del documento: Article País de afiliación: India Pais de publicación: Reino Unido