Skip to main page content
U.S. flag

An official website of the United States government

Dot gov

The .gov means it’s official.
Federal government websites often end in .gov or .mil. Before sharing sensitive information, make sure you’re on a federal government site.

Https

The site is secure.
The https:// ensures that you are connecting to the official website and that any information you provide is encrypted and transmitted securely.

Access keys NCBI Homepage MyNCBI Homepage Main Content Main Navigation
. 2020 Jun;17(6):e2000178.
doi: 10.1002/cbdv.202000178. Epub 2020 May 26.

New Derivatives from Microbial Transformation of ent-Kaur-16-en-19-oic Acid by Cunninghamella echinulata

Chenggang Song  1 , Juan Liu  1 , Haoyu Wang  1 , Xiang Li  1 , Bing Liu  1 , Mingzhe Zhang  1 , Xiaohui Shan  1 , He Li  1 , Jinming Gao  2 , Jianchun Qin  1
Affiliations

New Derivatives from Microbial Transformation of ent-Kaur-16-en-19-oic Acid by Cunninghamella echinulata

Chenggang Song et al. Chem Biodivers. 2020 Jun.

Abstract

Biotransformation of ent-kaur-16-en-19-oic acid using fungus Cunninghamella echinulata resulted in two novel hydroxylated metabolites together with five known compounds. Their structures were elucidated by means of extensive NMR and HR-ESI-MS data analysis. The eight compounds were measured for their cytotoxicity against the human breast carcinoma (MCF-7) and human hepatoblastoma (HepG-2) cell lines. Seven compounds showed no cytotoxicity to the two cell lines. One compound displayed moderate cytotoxicity against HepG-2 and MCF-7 with the IC50 values of 12.6 and 27.1 μM, respectively.

Keywords: Cunninghamella echinulata; biotransformation; cytotoxicity; ent-kaur-16-en-19-oic acid.

PubMed Disclaimer

References

    1. A. Parra, F. Rivas, A. Garcia-Granados, A. Martinez, ‘Microbial transformation of triterpenoids’, Mini-Rev. Org. Chem. 2009, 6, 307-320.
    1. M. Sanchez-Gonzalez, J. P. N. Rosazza, ‘Microbial transformations of chalcones: hydroxylation, O-demethylation, and cyclization to flavanones’, J. Nat. Prod. 2004, 67, 553-558.
    1. K. Hayashi, K. Horie, Y. Hiwatashi, H. Kawaide, S. Yamaguchi, A. Hanada, T. Nakashima, M. Nakajima, L. N. Mander, H. Yamane, M. Hasebe, H. Nozaki, ‘Endogenous diterpenes derived from ent-kaurene, a common gibberellin precursor, regulate protonema differentiation of the moss Physcomitrella patens’, Plant Physiol. 2010, 153, 1085-1097.
    1. E. L. Ghisalberti, ‘The biological activity of naturally occurring kaurane diterpenes’, Fitoterapia 1997, 68, 303-325.
    1. X. Luo, J. X. Pu, W. L. Xiao, Y. Zhao, X. M. Gao, X. N. Li, H. B. Zhang, Y. Y. Wang, Y. Li, H. D. Sun, ‘Cytotoxic ent-kaurane diterpenoids from Isodon rubescens var. Lushiensis’, J. Nat. Prod. 2010, 73, 1112-1116.

Supplementary concepts

LinkOut - more resources