Deacetyl-mycoepoxydiene, isolated from plant endophytic fungi Phomosis sp. demonstrates anti-microtubule activity in MCF-7 cells

Zhu, Shanshan; Zhang, Yusheng; Xiong, Sheng; Xu, Miao; Wu, Sisi; Shen, Yuemao; Huang, Yipeng; Wang, Yi; Shi, Yufeng

doi:10.1016/j.biopha.2014.11.020

Cited by 6 publications

(1 citation statement)

References 25 publications

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“…Similar to other reports, mycoepoxydiene was found active against human breast cancer MCF-7 (IC 50 9.27 μM) and human oral cavity cancer KB (IC 50 14.43 μM) cells while the rest were less active [ 7 , 12 ]. Based on the cytotoxic mechanisms of mycoepoxydiene derivatives, they are able to induce cancer cells apoptosis in vivo , thus reflecting their potential for the development of anti-cancer drugs [ 13 ].…”

Section: Mycoepoxydienesmentioning

confidence: 99%

Potential of Endophytic Diaporthe sp. as a New Source of Bioactive Compounds

Nagarajan

Tong

Leong

et al. 2021

J. Microbiol. Biotechnol.

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Plant-derived fungi of Diaporthe have been reported to produce numerous types of compounds that exhibit a range of biological activities. These compounds offer abundant bioactive core skeletons for new medicinal lead compounds, thus contributing to the research of drug discovery and development. The unique classes of compounds are discussed in the following section. Table 1 lists the isolated compounds from Diaporthe sp.Mycoepoxydienes Fungal mycoepoxydienes were among the bioactive compounds isolated from Diaporthe sp.. They are formed via polyketide pathway through the condensation of acetyl-coenzyme A (CoA) and malonyl-CoA [10]. Mycoepoxydienes have a rare oxygen-bridged cyclooctadiene that serves as the core with α,β-unsaturated lactone moiety [11]. In 2015, Mandavid et al. reported the isolation of mycoepoxydiene (1) from the ethyl acetate extract of Diaporthe sp. SNB-GSS10. The compound exhibited potent cytotoxicity against human uterine cervical carcinoma KB, human breast cancer MDA-MB-435 and human lung fibroblast MRC-5 cells with IC 50 7.5, 17.7 and Endophytic fungi are symbiotically related to plants and spend most of their life cycle within them. In nature, they have a crucial role in plant micro-ecosystem. They are harnessed for their bioactive compounds to counter human health problems and diseases. Endophytic Diaporthe sp. is a widely distributed fungal genus that has garnered much interest within the scientific community. A substantial number of secondary metabolites have been detected from Diaporthe sp. inhabited in various plants. As such, this minireview highlights the potential of Diaporthe sp. as a rich source of bioactive compounds by emphasizing on their diverse chemical entities and potent biological properties. The bioactive compounds produced are of significant importance to act as new lead compounds for drug discovery and development.

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Section: Mycoepoxydienesmentioning

confidence: 99%

Potential of Endophytic Diaporthe sp. as a New Source of Bioactive Compounds

Nagarajan

Tong

Leong

et al. 2021

J. Microbiol. Biotechnol.

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Optimization of genome shuffling for high-yield production of the antitumor deacetylmycoepoxydiene in an endophytic fungus of mangrove plants

Wang

Zhang

et al. 2016

Appl Microbiol Biotechnol

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As an accelerated evolutionary tool, genome shuffling is largely dependent on the high fusion frequency of different parental protoplasts. However, it was unclear how many types of parental protoplasts would afford the highest fusion frequency. Here, we applied the Monte Carlo method to simulate the simplified processes of protoplast fusion, to achieve maximal useful fusions in genome shuffling. The basic principle of this simulation is that valid fusions would take place when the minimum distance between two different types of parent protoplasts is smaller than that between two of the same types. Accordingly, simulations indicated that the highest fusion frequency would be achieved from eight to 12 different parental protoplasts. Based on the simulation results, eight parental protoplasts of the fungal endophyte Phomopsis sp. A123 were subjected to genome shuffling for yield improvement of deacetylmycoepoxydiene (DAM), an antitumor natural product with a novel chemical structure. After only two rounds of genome shuffling, four high-yield DAM-producing strains, namely G2-119, G2-448, G2-866, and G2-919, were obtained with the aid of activity screening and HPLC analysis. The results showed that the DAM yield in these four strains were 243-, 241-, 225-, and 275-fold, respectively, higher than that of the starting strain A123. This is the first time Monte Carlo simulation is introduced into the field of cell fusion and is also the first report on the optimization of genome shuffling focusing on the number of parental types in protoplast fusions.

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Deacetylmycoepoxydiene is an agonist of Rac1, and simultaneously induces autophagy and apoptosis

Xie

Zhang

Sun

et al. 2018

Appl Microbiol Biotechnol

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Lung cancer is the second most common cause of cancer-related death in the world. Most cases of lung cancer are not curable, especially non-small cell lung cancer (NSCLC). Thus, novel treatment targets for this malignant disease are urgently needed. Here, we demonstrate the feasibility of Rac1 in treating p53-null human NSCLC H1299 as a novel drug target. Deacetylmycoepoxydiene (DA-MED), a cytotoxic natural polyketide, functions as a Rac1 agonist in p53-null NSCLC H1299 cells. DA-MED treatment drives Rac1 activation and promotes robust production of reactive oxygen species, activating mitochondrial permeability transition and the intrinsic apoptotic pathway. Knockdown of Rac1 decreases ROS production in DA-MED-treated cells, resulting in a concomitant decrease in DA-MED-induced apoptosis. DA-MED-activated Rac1 induces autophagy by inhibiting mammalian target of rapamycin, leading to anti-apoptotic and anti-metastatic effects. Therefore, this study provides novel insight into the complex cytotoxic and pro-survival mechanisms associated with a potent Rac1 agonist and suggests that further development of more potent Rac1 agonists could be an effective strategy for future non-small cell lung cancer treatments.

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Deacetyl-mycoepoxydiene, isolated from plant endophytic fungi Phomosis sp. demonstrates anti-microtubule activity in MCF-7 cells

Cited by 6 publications

References 25 publications

Potential of Endophytic Diaporthe sp. as a New Source of Bioactive Compounds

Potential of Endophytic Diaporthe sp. as a New Source of Bioactive Compounds

Optimization of genome shuffling for high-yield production of the antitumor deacetylmycoepoxydiene in an endophytic fungus of mangrove plants

Deacetylmycoepoxydiene is an agonist of Rac1, and simultaneously induces autophagy and apoptosis

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