Microbial transformation of the labdane diterpene 13-epi-cupressic acid

Authors

  • Amal F. Soliman Department of Pharmacognosy, Faculty of Pharmacy, Mansoura University, Mansoura 35516, Egypt
  • Zein M. Naeem Department of Pharmacognosy, Faculty of Pharmacy, Mansoura University, Mansoura 35516, Egypt
  • Ashraf T. Khalil Department of Pharmacognosy, Faculty of Pharmacy, Mansoura University, Mansoura 35516, Egypt
  • Kuniyoshi Shimizu Division of Systematic Forest and Forest Products Sciences, Department of Agro-Environmental Sciences, Faculty of Agriculture, Graduate School of Kyushu University, Fukuoka, 812-8581, Japan
  • Saleh H. El-Sharkawy Department of Pharmacognosy, Faculty of Pharmacy, Mansoura University, Mansoura 35516, Egypt

Keywords:

Araucaria heterophylla, 13-epi-cupressic acid, biotransformation, COX inhibitors

Abstract

The labdane diterpene, 13-epi-cupressic acid 1, was isolated from the n-hexane-chloroform extract of Araucaria heterophylla resin. Of the 20 fungi screened for possible transformation, only four showed to produce metabolites including 13, 14, 15-trihydroxy-8(17)-labden-19-oic acid 2, 7α,13-dihydroxy-8(17),14-labdadien-19-oic acid 3,13-epi-cupressic acid β-glucosyl ester 4 and iso-communic acid 5 by Cunninghamilla echiulata NRRL 1382, Aspergillus restrictus NRRL 2869, Coriolus hirsutus ATCC MYA-828 and Cordyceps sinclairii ATCC 24400, respectively. The identity of the isolated compounds was confirmed using 1D and 2D NMR and MS spectroscopies. Compound 4 is a new metabolite while 5 is first time being produced by biotransformation technique. Compound 3 was proved to be a potent anti-inflammatory agent through selective inhibition of COX-2 enzyme assay.

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Published

2018-05-01

How to Cite

Amal F. Soliman, Zein M. Naeem, Ashraf T. Khalil, Kuniyoshi Shimizu, & Saleh H. El-Sharkawy. (2018). Microbial transformation of the labdane diterpene 13-epi-cupressic acid. World Journal of Pharmaceutical Sciences, 6(5), 61–69. Retrieved from https://wjpsonline.com/index.php/wjps/article/view/microbial-transformation-diterpene-epi-cupressic-acid

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Section

Research Article