Methyl Palmitate, an Acaricidal Compound Occurring in Green Walnut Husks

Wang, Y. N.; Wang, H. X.; Shen, Zonghai; Zhao, Liu; Clarke, Stephen R.; Sun, Jianghua; Du, Yuzhe; Shi, Guanglu

doi:10.1603/029.102.0128

Cited by 58 publications

(25 citation statements)

References 24 publications

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“…Moreover, it was identified in the green walnut husks producing strong acaricidal activity. [75] As reported by Jordan et al, [76] we found that ketones are less abundant in the profile of fruit volatiles and are more abundant in leaves. In many cases, the flavor and aroma of many fruits is due to the presence of volatile ketones, potentially derived from carotenoids.…”

Section: Headspace Leaf Volatilessupporting

confidence: 76%

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Profiles of the Essential Oils and Headspace Analysis of Volatiles from Mandragora autumnalis Growing Wild in Tunisia

Arbia

Ayari‐Gribaa

Souilem

et al. 2019

Chemistry & Biodiversity

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Mandragora autumnalis Bertol. (Solanaceae family), synonym of M. officinalis Mill., occurs in North Africa and grows natively in Northern and Central Tunisia, in humid to sub‐arid climates. The ripe fruits of mandrake are odiferous with a particular, indescribable, specific odor, shared, to a lesser extent, by the leaves and roots. We carried out an investigation of the essential oils (EOs) and of the aromatic volatiles emitted by fresh leaves, roots and ripe fruits of M. autumnalis growing wild in Central Tunisia. The EOs were obtained from freshly collected plant material by hydrodistillation, while the volatile emissions from the powdered M. autumnalis tissues were sampled by headspace solid phase microextraction (HS‐SPME); both types of samples were analyzed by gas chromatography‐mass spectrometry (GC/MS). Fifty‐one compounds representing 96.2–98.6 % of the total oil compositions were identified in the three tissues and belonged to different chemical classes specifically in 16 esters, 12 alcohols, 12 hydrocarbons, 6 ketones, 3 aldehydes and 3 acids. The main constituents were pentadecanoic acid (34.2 %) and hexadecanol (26.3 %). A total of 78 volatile compounds emanating from M. autumnalis tissues, representing 94.1–96.4 % of the total volatile compositions, were identified: 22 esters, 11 alcohols, 9 aldehydes, 14 ketones, 7 nitrogen, 10 hydrocarbons, 2 lactones, 1 sulfur and 2 ethers. Ethyl hexanoate (12.3 %) and 1,3‐butanediol (12.3 %) were at the highest relative percentages. This study characterizes and distinguishes M. autumnalis from Tunisia and attributes the compounds responsible for the intoxicating and particular odor of fruits. Chemosystematic of Mandragora autumnalis based on the identification of essential oils and headspace volatiles of each of its organ can be used to characterize this species according to its geographic distribution.

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Section: Headspace Leaf Volatilessupporting

confidence: 76%

“…demonstrated the effectiveness of methyl hexadecanoate in combating inflammation in several experimental models. Moreover, it was identified in the green walnut husks producing strong acaricidal activity …”

Section: Resultsmentioning

confidence: 99%

Profiles of the Essential Oils and Headspace Analysis of Volatiles from Mandragora autumnalis Growing Wild in Tunisia

Arbia

Ayari‐Gribaa

Souilem

et al. 2019

Chemistry & Biodiversity

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“…Among these, the insecticidal activity of farnesol has also been reported [58]. Methyl palmitate and myristic acid also possess insecticidal properties [59, 60]. …”

Section: Discussionmentioning

confidence: 99%

Chemical profiling, antimicrobial and insecticidal evaluations of Polygonum hydropiper L

Ayaz

Junaid

Ullah

et al. 2016

BMC Complement Altern Med

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BackgroundThe emergence of multidrug resistant (MDR) pathogens is of great concern to the global health community. Our ability to effectively treat diseases is based on the discovery of potent drugs for the treatment of these challenging diseases. Traditional medicines are one of the major sources for the discovery of safe, effective and economical drug candidates. In order to validate its antibacterial, antifungal and insecticidal potentials with respect to traditional uses, we have screened for the first time Polygonum hydropiper against pathogenic bacterial, fungal strains and a variety of insects.Methods Polygonum hydropiper samples including crude extract (Ph.Cr), subsequent fractions; n-hexane (Ph.Hex), chloroform (Ph.Chf), ethyl acetate (Ph.EtAc), n-Butanol (Ph.Bt), aqueous (Ph.Aq) and crude saponins (Ph.Sp) were tested against pathogenic bacterial and fungal strains. Insecticidal activities were performed against Tribolium castaneum and Rhyzopertha dominica and Monomorium pharaonis. Ph.Cr was analyzed by gas chromatography–mass spectrometry (GC-MS) for preliminary identification of chemical constituents.ResultsIn disc diffusion assay, Ph.Chf, Ph.Hex, Ph.EtAc and Ph.Sp exhibited highest activity against Enterococcus faecalis. MICs of Ph.Chf against Enterococcus faecalis, Klebsiella pneumoniae, Escherichia coli, P. mirabilis, Staphylococcus aureus, Salmonella typhi and Pseudomonas aeruginosa were 32.00, 13.33, 10.66, 5.33, 64.00, 8.66 and 10.66 μg/ml respectively. MFC’s of Ph.Chf against Aspergillus fumigatus, Aspergillus flavus, Aspergillus niger and Fusarium oxysporum were 16.66, 23.33, 125.00 and 46.66 μg/ml respectively. Ph.EtAc, Ph.Sp, Ph.Chf and Ph.Bt were most active fractions against T. castaneum and R. dominica. Ph.Sp being most active against A. punctatum exhibited LC50 of < 0.01 mg/ml. In GC-MS analysis of Ph.Cr, 124 compounds were identified among which several bioactive antibacterial, antifungal and insecticidal compounds were found.Conclusions P. hydropiper samples exhibited broad spectrum of activity against bacterial and fungal strains. Our results support previously reported insecticidal properties of saponins and may provide scientific justification for the ethno-medicinal uses of the plant.Electronic supplementary materialThe online version of this article (doi:10.1186/s12906-016-1491-4) contains supplementary material, which is available to authorized users.

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“…Furthermore, the LC 50 of the ninth fraction was 1.26 g/l after 24 h in slide-dip assays , and this value was higher than the values obtained for b-sitosterol-3-O-heptadeca-8Z,11Zdienoate. In addition, Wang et al (2009) showed that within 24 h of exposure to a glass slide treated with methyl palmitate isolated from green husk extracts of walnut (Juglans regia L.), adults of T. cinnabarinus exhibited significant mortality (97.9%) at a concentration of 10.00 g/l, whereas much lower concentrations of b-sitosterol-3-O-heptadeca-8Z, 11Z-dienoate (4.00 g/l) were required to cause a similarly dramatic effect. However, to the best of our knowledge, the active compound LLX-1 (b-sitosterol-3-O-heptadeca-8Z, 11Z-dienoate) is a novel compound and isolated from S. nigrum for the first time.…”

Section: Discussionmentioning

confidence: 99%

Effect of the extract and compound from Solanum nigrum Linn on Tetranychus cinnabarinus

Chen

Dai

2016

J Applied Entomology

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The carmine spider mite Tetranychus cinnabarinus (Boisduval) is a serious pest affecting various glasshouse vegetables, fruits and crops and causes significant damage to crop yields and quality by piercing and sucking foliar tissues. The control of this mite primarily involves the application of synthetic chemical pesticides. In this study, a Solanum nigrum L. extract was evaluated for its potential acaricidal activity against adult female T. cinnabarinus in laboratory conditions, and the S. nigrum extract showed marked efficacy in controlling the carmine spider mite both in vitro and in potted seedlings. Furthermore, the active compound, a phytostanol ester (β‐sitosterol‐3‐O‐heptadeca‐8Z, 11Z‐dienoate), was isolated from the petroleum ether‐soluble fraction of S. nigrum extract via repeated column chromatography and identified based on its physiochemical properties and spectral data. At 7 days after treatment in a potted seedling experiment, the LC50 values of the S. nigrum extract and active compound were found to be 4.70 and 1.85 g/l, respectively. All of these results demonstrated that the S. nigrum extract and its active component exhibit the potential for use as new natural acaricides for controlling carmine spider mites.

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Methyl Palmitate, an Acaricidal Compound Occurring in Green Walnut Husks

Cited by 58 publications

References 24 publications

Profiles of the Essential Oils and Headspace Analysis of Volatiles from Mandragora autumnalis Growing Wild in Tunisia

Profiles of the Essential Oils and Headspace Analysis of Volatiles from Mandragora autumnalis Growing Wild in Tunisia

Chemical profiling, antimicrobial and insecticidal evaluations of Polygonum hydropiper L

Effect of the extract and compound from Solanum nigrum Linn on Tetranychus cinnabarinus

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