Abstract

This manuscript describes the biooxidation of rac-camphor using whole cells of marine-derived fungus Botryosphaeria sp. CBMAI 1197. The main biotransformation products of this monoterpene were achieved via a hydroxylation reaction and occurred with 5 days of rac-camphor incubation. Products were identified by means of gas chromatography mass spectrometry (GC-MS) and nuclear magnetic resonance (NMR) data. The major hydroxylated products were 6-endo-hydroxycamphor, 6-exo-hydroxycamphor, 5-exo-hydroxycamphor, 5-endo-hydroxycamphor, 3-exo-hydroxycamphor and 8-hydroxycamphor. The 6-exo-hydroxycamphor was obtained through a retro-aldol reaction when 6-endo-hydroxycamphor was maintained in presence of CDCl3; this isomerization was confirmed by 1H NMR and GC-MS data.

Highlights

  • The mono and sesquiterpenes belong to the largest class of secondary metabolites

  • We recently investigated the bio-oxidation of natural products using marine-derived fungi.[10]

  • The hydroxylation mediated by Botryosphaeria genus has been described in the literature in different natural products including biooxidation reactions of 3-keto-bisnorcholeno, nootkatone, ambrox, sclareol, sclareolide and valencene.[12,13,14]

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Summary

Introduction

The mono and sesquiterpenes belong to the largest class of secondary metabolites. They are known as raw materials for flavor and fragrance, and as biologically active substances.[1]. Biotransformation of rac-camphor (1) by marine-derived fungus Botryosphaeria sp. Multiple Monohydroxylation Products from rac-Camphor by Marine Fungus Botryosphaeria sp. Soc. Purification of hydroxylated products obtained by biotransformation of rac-camphor (1)

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