Characterization of the Antifungal Activity Against Botrytis Cinerea of Sclareol and 13-Epi-Sclareol, Two Labdane-Type Diterpenoids

Mendoza, Leonora; Sepúlveda, Carolina; Melo, Ricardo; Cotoras, Milena

doi:10.4067/s0717-97072015000300010

Cited by 17 publications

(24 citation statements)

References 17 publications

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“…and Eutypella sp. [ 62 ], and the fungus Botrytis cinerea [ 63 ]. The most common metabolites are the hydroxylated derivatives 3β-hydroxysclareol, 18-hydroxysclareol, and 6α-hydroxysclareol.…”

Section: Biotransformation 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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Section: Biotransformation Of Diterpenesmentioning

confidence: 99%

An Overview of Biotransformation and Toxicity of Diterpenes

2018

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“…(Figure 8), isolated from the resinous exudate Eupatorium salvia leaves (salvia macho), in vitro, inhibit the mycelial growth of B. cinerea [61]. At the same way (in vitro), diterpenoids sclareol and 13-epi-sclareol (Figure 9), isolated and purified from the resinous exudate of Pseudognaphalium cheiranthifolium, can also inhibit B. cinerea mycelial growth [62]. Deducing that these diterpenes could be used as a natural control against the phytopathogenic fungus B. cinerea.…”

Section: Active Compounds Obtained From Plantsmentioning

confidence: 99%

“…Figure 9. Chemical structures of diterpenoids isolated from the resinous exudate of P. cheiranthifolium [62].…”

Section: Active Compounds Obtained From Plantsmentioning

confidence: 99%

Natural Compounds: A Sustainable Alternative to the Phytopathogens Control

Jiménez-Reyes¹,

Carrasco

Olea

et al. 2019

J. Chil. Chem. Soc.

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Fungi are the primary infectious agents in plants causing significant economic losses in agroindustry. Traditionally, these pathogens have been treated with different synthetic fungicides such as hydroxianilides, anilinopyrimidines, and azoles, to name a few. However, the indiscriminate use of these chemicals has increased fungi resistance in plants. Natural products have been researched as a control, and an alternative to these synthetic fungicides since they are not harmful to health and contribute to the environment caring. This review describes plants extracts, essential oils, and active compounds or secondary metabolites as antifungal agents both, in vitro and in vivo. Active compounds have been recently described as the best candidates for the control of phytopathogenic fungi. When metabolized by plants, these compounds concentrations rely on the environmental conditions and pathogens incidence. However, one issue regarding the direct application of these preformed compounds in plants touch upon their low persistence in the environment, and their even lower bioavailability than synthetic fungicides. Hence the challenge is to develop useful formulations based on natural products to increase the compounds solubility facilitating thus their application in the field while maintaining their properties.

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“…Differences have also been reported in the fungitoxic activity of epimers, such as the diterpenes 13‐ epi ‐sclareol and sclareol, the latter being more active against the fungus (Mendoza et al . ).…”

Section: Introductionmentioning

confidence: 97%

Characterization of the fungitoxic activity onBotrytis cinereaof the aristolochic acids I andII

Melo

Sanhueza

Mendoza

et al. 2018

Lett Appl Microbiol

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Significance and Impact of the Study: The fungitoxic effect on Botrytis cinerea of aristolochic acids I and II was characterized. The only structural difference among these compounds is a methoxy group at carbon 8. However, despite their structural similarity, the fungitoxic effect of aristolochic acid I was higher than the effect of aristolochic acid II. This result suggests that the methoxy group is important for the fungitoxic activity of these compounds on B. cinerea. AbstractThe fungitoxic effect of aristolochic acids I and II on mycelial growth and conidial germination of Botrytis cinerea was analysed. Aristolochic acid I had a higher effect on mycelial growth of B. cinerea than aristolochic acid II with IC 50 value of 18Á7 and 57Á0 lg ml À1 , respectively. These compounds did not affect the conidia germination. Also, the effect of both compounds on DNA and plasmatic membrane integrity of B. cinerea was studied. Only aristolochic acid II was able to cause damage to the integrity of the plasmatic membrane. When the fungus was incubated with a mixture of these compounds, degradation of DNA was observed. Finally, biotransformation products were not detected in the culture broth when B. cinerea was incubated in the presence of the aristolochic acids. Studies of structural characteristics that increase the antifungal effect of compounds against B. cinerea will permit to design new molecules to control this phytopathogenic fungus.

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Characterization of the Antifungal Activity Against Botrytis Cinerea of Sclareol and 13-Epi-Sclareol, Two Labdane-Type Diterpenoids

Cited by 17 publications

References 17 publications

An Overview of Biotransformation and Toxicity of Diterpenes

An Overview of Biotransformation and Toxicity of Diterpenes

Natural Compounds: A Sustainable Alternative to the Phytopathogens Control

Characterization of the fungitoxic activity onBotrytis cinereaof the aristolochic acids I andII

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