Cytochrome P450 CYP716A254 catalyzes the formation of oleanolic acid from β-amyrin during oleanane-type triterpenoid saponins biosynthesis in Anemone flaccida.

Biochem Biophys Res Commun

Laboratory of Drug Discovery and Molecular Engineering, Department of Medicinal Plants, College of Plant Science and Technology, Huazhong Agricultural University (HZAU), Wuhan 430070, China; National-Regional Joint Engineering Research Center in Hubei for Medicinal Plant Breeding and Cultivation, HZAU, Wuhan 430070, China; Medicinal Plant Engineering Research Center of Hubei Province, HZAU, Wuhan 430070, China. Electronic address:

Published: January 2018

Anemone flaccida Fr. Shmidt (Ranunculaceae), known as 'Di Wu' in China, is a perennial herb which has long been used to treat arthritis. The rhizome of A. flaccida contains pharmacologically active components i.e. oleanane-type triterpenoid saponins. Oleanolic acid is natural triterpenoid in plants with diverse biological activities. The biosynthesis of oleanolic acid involves cyclization of 2,3-oxidosqualene to the oleanane-type triterpenoid skeleton, followed by a series of oxidation reactions catalyzed by cytochrome P450 monooxygenase (CYP450). Previously, we identified four possible cytochrome P450 genes belonging to CYP716A subfamily from the transcriptome of A. flaccida. In this study, we identified one of those genes "CYP716A254" encoding a cytochrome P450 monooxygenase from A. flaccida that catalyzes the conversion of the β-amyrin into oleanolic acid. The heterologous expression of CYP716A254 in yeast resulted in oxidation of β-amyrin at the C-18 position to oleanolic acid production. These results provide an important basis for further studies of oleanane-type triterpenoid saponins synthesis in A. flaccida.

Download full-text PDF

Source
http://dx.doi.org/10.1016/j.bbrc.2017.11.142DOI Listing

Publication Analysis

Top Keywords

oleanolic acid
20
cytochrome p450
16
oleanane-type triterpenoid
16
triterpenoid saponins
12
anemone flaccida
8
p450 monooxygenase
8
oleanolic
5
acid
5
triterpenoid
5
cytochrome
4

Similar Publications

An endophytic actinomycetes, , was -isolated from the leaves of Hook. et Arn. Five compounds were separated from the ethyl acetate extract of the fermentation broth of endophytic actinomycetes, and their structures were confirmed by utilising methods such as nuclear magnetic resonance, mass spectrometry, and literature references.

View Article and Find Full Text PDF

Harnessing HDAC-targeted oleanolic acid derivatives for combined anti-cancer and hepatoprotective effects.

Int J Biol Macromol

January 2025

State Key Laboratory of Functions and Applications of Medicinal Plants, Engineering Research Center for the Development and Application of Ethnic Medicine and TCM (Ministry of Education), Guizhou Provincial Key Laboratory of Pharmaceutics, School of Pharmacy, Guizhou Medical University, Guiyang 550004, China. Electronic address:

The development of anti-tumor drugs with hepatoprotective properties has always been highly valued due to their dual capabilities of safeguarding the liver and combating tumors. Moreover, when used in conjunction with specific chemotherapy drugs, they can enhance the efficacy of cancer treatment while simultaneously reducing liver damage caused by chemotherapeutic agents. Our research focused on oleanolic acid (OA), a natural compound known for its liver-protective effects.

View Article and Find Full Text PDF

Oleanolic acid (OA) is a pentacyclic triterpenoid molecule widely distributed throughout medicinal plants. This naturally occurring OA has attracted considerable interest due to its wide range of pharmacological characteristics, notably its cytotoxic effects on various human cancer cell lines, making it a potential candidate for extensive therapeutic uses. In vivo studies have shown that OA possesses hepatoprotective, cardioprotective, anti-inflammatory and anti-microbial properties.

View Article and Find Full Text PDF

Despite its important pharmacological bioactivities, betulinic acid is still primarily obtained through extraction from heartwood and bark or synthesized synthetically, with less than 3% efficiency. Our endemic rose species, Rosa pisiformis (Christ.) D.

View Article and Find Full Text PDF

In Vitro Evaluation of the Anti-Chikungunya Virus Activity of an Active Fraction Obtained from Latex.

Viruses

December 2024

Laboratorio de Medicina de Conservación de la Sección de Estudios de Posgrado e Investigación, Escuela Superior de Medicina, Instituto Politécnico Nacional, Plan de San Luis, Colonia Casco de Santo Tomas, Ciudad de Mexico 11340, Mexico.

Chikungunya virus (CHIKV) is classified as a pathogen with the potential to cause a pandemic. This situation becomes more alarming since no approved drug exists to combat the virus. The present research aims to demonstrate the anti-CHIKV activity of molecules present in the latex of .

View Article and Find Full Text PDF

Want AI Summaries of new PubMed Abstracts delivered to your In-box?

Enter search terms and have AI summaries delivered each week - change queries or unsubscribe any time!