Molecules 2013, 18(3), 3615-3629; doi:10.3390/molecules18033615
Article

Efficient Synthesis and Anti-Fungal Activity of Oleanolic Acid Oxime Esters

Hanqing Zhao, Minjie Zhou, Lifeng Duan, Wei Wang, Jianjun Zhang* email, Daoquan Wang and Xiaomei Liang
Department of Applied Chemistry, China Agricultural University, Beijing 100193, China
* Author to whom correspondence should be addressed.
Received: 4 February 2013; in revised form: 14 March 2013 / Accepted: 15 March 2013 / Published: 21 March 2013
(This article belongs to the Special Issue Triterpenes and Triterpenoids)
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Abstract: In order to develop potential glucosamine-6-phosphate synthase inhibitors and anti-fungal agents, twenty five oleanolic acid oxime esters were synthesized in an efficient way. The structures of the new compounds were confirmed by MS, HRMS, 1H-NMR and 13C-NMR. Preliminary studies based on means of the Elson-Morgan method indicated that many compounds exhibited some inhibitory activity of glucosamine-6-phosphate synthase (GlmS), and the original fungicidal activities results showed that some of the compounds exhibited good fungicidal activities towards Sclerotinia sclerotiorum (Lib.) de Bary, Rhizoctonia solani Kuhn and Botrytis cinerea Pers at the concentration of 50 µg/mL. These compounds would thus merit further study and development as antifungal agents.
Keywords: oleanolic acid; oxime ester; glucosamine-6-phosphate synthase; anti-fungal activity

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Cite This Article

MDPI and ACS Style

Zhao, H.; Zhou, M.; Duan, L.; Wang, W.; Zhang, J.; Wang, D.; Liang, X. Efficient Synthesis and Anti-Fungal Activity of Oleanolic Acid Oxime Esters. Molecules 2013, 18, 3615-3629.

AMA Style

Zhao H, Zhou M, Duan L, Wang W, Zhang J, Wang D, Liang X. Efficient Synthesis and Anti-Fungal Activity of Oleanolic Acid Oxime Esters. Molecules. 2013; 18(3):3615-3629.

Chicago/Turabian Style

Zhao, Hanqing; Zhou, Minjie; Duan, Lifeng; Wang, Wei; Zhang, Jianjun; Wang, Daoquan; Liang, Xiaomei. 2013. "Efficient Synthesis and Anti-Fungal Activity of Oleanolic Acid Oxime Esters." Molecules 18, no. 3: 3615-3629.

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