Cinnamic Acid Uses

Apr. 19, 2021

Plant mycosis is an important problem of agricultural production worldwide and often results in severe yield losses and quality decrease of agricultural products. Furthermore, many fungi can harm animal and human health due to their mycotoxins. Therefore, various fungicides have been extensively used to control fungal plant diseases in current agriculture. However, the prolonged usage of some antifungal agents can lead to drug resistance, environmental problems and residue toxicity. Thus, it is necessary to develop environmentally-friendly plant fungicides. In the past decades, researchers have already put attention to natural product-based or -derived plant protectants due to the lower environmental and mammalian toxicity of natural products.

Cinnamic Acid Uses

Cinnamic acid esters and their derivatives are widely distributed in plants including cereals, legumes, oilseeds, fruits, vegetables and tea or coffee beverages.

Cinnamyl Cinnamate is a concentrated aromatic and flavour ingredient that may be used in flavour and fragrance compounds. It tastes slightly sweet aroma of resin. Generally, it can be used as edible spices, which is mainly used for a variety of fruit flavour of fixed deodorant. And it also can be used as a scent of carnation, hyacinth, tuberose, Susan Blue, sandalwood, lily of the valley.

 Cinnamyl Cinnamate

Due to the common occurrence in plants and the low toxicity for humans, animals and the environment, cinnamic acid derivatives have attracted much attention of many pharmacologists. In the past decades, cinnamic acid derivatives including natural and non-natural compounds had been proved to possess diverse pharmacological actions such as antimicrobial, anti-Mycobacterium tuberculosis, anticancer, anti-inflammatory, anti-human immunodeficiency virus (HIV), antiparasitic, inducing neural progenitor cell proliferation and so on. Although cinnamic acid itself and its derivative cinnamaldehyde had been found to have inhibition activity against some plant pathogenic fungi, few reports have been found on the systematic investigation on the activity of cinnamic acid esters against plant pathogenic fungi. The purpose of the present research is to explore the bioactivity of a series of cinnamic acid esters and their derivatives against phytopathogenic fungi and structure-activity relationship (SAR) and meanwhile discover new potent antifungal compounds.

This study involves three series of the target compounds: ethyl cinnamates with various substituents on the phenyl ring (A), cinnamic acid esters with various alkyl groups in the alcohol moiety (B) and t-butyl or t-amyl cinnamates with various substituents on the phenyl ring (C).

Design of compounds

In order to know the effect of substitution patterns of the phenyl ring and the type of alkyl groups in the alcohol moiety on the activity, we firstly designed both the A and B series of target compounds. A series consisting of 28 compounds is a class of ethyl cinnamate derivatives containing various substituents on the phenyl ring. B series including 12 compounds is a class of cinnamic acid esters formed by cinnamic acid and various alcohols or phenol. Next, under the guidance of SAR of compounds A and B, we further designed C series including 20 compounds by a combination of preponderant active groups in order to further explore the comprehensive effect of the substituents on the phenyl ring and the alkyl groups in the alcohol moiety on the activity and find more potent compounds. Compounds C are a class of t-butyl or t-amyl cinnamates with various substituents on the phenyl ring.

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