Characterization of Diterpenes from <i>Euphorbia prolifera</i> and Their Antifungal Activities against Phytopathogenic Fungi

Xu, Jing; Kang, Jing; Cao, Xiangrong; Sun, Xiaocong; Yu, Shujing; Zhang, Xiao; Sun, Hongwei; Guo, Yuanqiang

doi:10.1021/acs.jafc.5b02021

Cited by 20 publications

(17 citation statements)

References 36 publications

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“…A comparison of their spectroscopic data (Table 1) with those of diterpenes from other Euphorbia spp. showed that they were very similar to those described for prolifepene B ( 12), previously isolated from E. prolifera, 25 suggesting the presence of a common diterpene skeleton, while differences in the substituents and relative configurations were observed.…”

Section: ■ Results and Discussionsupporting

confidence: 83%

Lathyrane, Premyrsinane, and Related Diterpenes from Euphorbia boetica: Effect on in Vitro Neural Progenitor Cell Proliferation

et al. 2019

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Lathyrane-type diterpenes previously have been proven to promote proliferation of neural precursor cells (NPCs) by targeting and activating one or more protein kinase C (PKC) isozymes. Aiming to find new drug candidates with a lathyrane skeleton to modulate adult neurogenesis through PKC activation, a phytochemical study of a methanol extract of the aerial parts of Euphorbia boetica was carried out. Seven new diterpenes, representing the premyrsinane (1–3), myrsinane (4, 5), and cyclomyrsinane types (6, 7), along with three known diterpenes, belonging to the cyclomyrsinane (8) and lathyrane types (9, 10), were isolated. The chemical structures and relative configurations of the new compounds were determined by extensive NMR spectroscopic studies and comparison with known compounds. The absolute configurations for compounds 2, 3, 6, and 7 were proposed, based on a comparison of the experimental ECD spectra of compounds 2 and 7 with those of known related compounds. The activity of lathyrane compounds 9 and 10 as promoters of NPC proliferation was evaluated using a neurosphere assay. Both compounds increased the size of neurospheres in a dose-dependent manner when proliferation was stimulated by the epidermal growth factor and the basic fibroblast growth factor.

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Section: ■ Results and Discussionsupporting

confidence: 83%

Lathyrane, Premyrsinane, and Related Diterpenes from Euphorbia boetica: Effect on in Vitro Neural Progenitor Cell Proliferation

et al. 2019

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“…Diterpenes are produced by some organisms as a defense strategy against predators, parasites and mechanical injury and these compounds may be effectively exploited by other fields as, for example, in agriculture. Therefore, diterpenes can be useful in the development of insect antifeedants, insecticides, and antifungal agrochemicals for crop protection products [ 97 , 98 ].…”

Section: Toxicity Of Diterpenesmentioning

confidence: 99%

An Overview of Biotransformation and Toxicity of Diterpenes

2018

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Diterpenes have been identified as active compounds in several medicinal plants showing remarkable biological activities, and some isolated diterpenes are produced at commercial scale to be used as medicines, food additives, in the synthesis of fragrances, or in agriculture. There is great interest in developing methods to obtain derivatives of these compounds, and biotransformation processes are interesting tools for the structural modification of natural products with complex chemical structures. Biotransformation processes also have a crucial role in drug development and/or optimization. The understanding of the metabolic pathways for both phase I and II biotransformation of new drug candidates is mandatory for toxicity and efficacy evaluation and part of preclinical studies. This review presents an overview of biotransformation processes of diterpenes carried out by microorganisms, plant cell cultures, animal and human liver microsomes, and rats, chickens, and swine in vivo and highlights the main enzymatic reactions involved in these processes and the role of diterpenes that may be effectively exploited by other fields.

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“…Antifungal Activity of[5][6][9][10][11][14][15][16] at 50 μg/mL a identical to that of 8 (FigureS2, Supporting Information). Therefore, compound 12 was deduced as shown.The molecular formula of 13 (picrasjavacin M) was established as C 32 H 38 O 12 by its HRESIMS.…”

mentioning

confidence: 81%

“…Several of these secondary metabolites have been shown to be effective as pesticides and have been used extensively in agriculture . There is, therefore, a growing interest in the discovery and development of new types of environmentally friendly antifungal agents from medicinal plants. − …”

mentioning

confidence: 99%

Quassinoids with Inhibitory Activities against Plant Fungal Pathogens from Picrasma javanica

Chen

Bai

et al. 2021

J. Nat. Prod.

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A bioactivity-guided study on the leaves of Picrasma javanica led to the isolation of 19 quassinoids, including 13 new compounds. The structures of the new compounds were elucidated by a combination of spectroscopic data analysis, X-ray crystallography studies, and electronic circular dichroism (ECD) data interpretation. Compounds 1−7 are rare examples of quassinoids with a keto carbonyl group at C-12. The biological activities of 11 of the more abundant isolates were evaluated against five phytopathogenic fungi in vitro, and several of them including 6 and 15 showed moderate inhibitory effects that were comparative to those of the positive control, carbendazim. In addition, the preliminary structure−activity relationships (SARs) of these quassinoids were also investigated.

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Characterization of Diterpenes from Euphorbia prolifera and Their Antifungal Activities against Phytopathogenic Fungi

Cited by 20 publications

References 36 publications

Lathyrane, Premyrsinane, and Related Diterpenes from Euphorbia boetica: Effect on in Vitro Neural Progenitor Cell Proliferation

Lathyrane, Premyrsinane, and Related Diterpenes from Euphorbia boetica: Effect on in Vitro Neural Progenitor Cell Proliferation

An Overview of Biotransformation and Toxicity of Diterpenes

Quassinoids with Inhibitory Activities against Plant Fungal Pathogens from Picrasma javanica

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