Nematicidal Effect of Methyl Palmitate and Methyl Stearate against <i>Meloidogyne incognita</i> in Bananas

Lu, Qiaofang; Liu, Tongtong; Wang, Nanqi; Dou, Zhechao; Wang, Kunguang; Zuo, Yuanmei

doi:10.1021/acs.jafc.0c00218

Cited by 40 publications

(19 citation statements)

References 35 publications

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“…Remarkably, hydrolysis of ethyl β-chlorooctanoate 5b promoted by HCl would provide an antibacterial compound 3 . Cetylates and stearates are privileged motifs encountered across the molecular sciences 23 , particularly in food chemistry 23 , medicinal chemistry 24 , flavor, and fragrance industry 25 . Reaction of 1-pentadecene or 1-heptadecene would afford the addition product of ethyl β-chlorocetylate 5d or ethyl β-chlorostearate 5e in moderate yields, respectively.…”

Section: Resultsmentioning

confidence: 99%

Efficient access to aliphatic esters by photocatalyzed alkoxycarbonylation of alkenes with alkyloxalyl chlorides

Chen

Tang

et al. 2021

Nat Commun

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Aliphatic esters are essential constituents of biologically active compounds and versatile chemical intermediates for the synthesis of drugs. However, their preparation from readily available olefins remains challenging. Here, we report a strategy to access aliphatic esters from olefins through a photocatalyzed alkoxycarbonylation reaction. Alkyloxalyl chlorides, generated in situ from the corresponding alcohols and oxalyl chloride, are engaged as alkoxycarbonyl radical fragments under photoredox catalysis. This transformation tolerates a broad scope of electron-rich and electron-deficient olefins and provides the corresponding β-chloro esters in good yields. Additionally, a formal β-selective alkene alkoxycarbonylation is developed. Moreover, a variety of oxindole-3-acetates and furoindolines are prepared in good to excellent yields. A more concise formal synthesis of (±)-physovenine is accomplished as well. With these strategies, a wide range of natural-product-derived olefins and alkyloxalyl chlorides are also successfully employed.

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Section: Resultsmentioning

confidence: 99%

Efficient access to aliphatic esters by photocatalyzed alkoxycarbonylation of alkenes with alkyloxalyl chlorides

Chen

Tang

et al. 2021

Nat Commun

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“…Additionally, protocatechualdehyde, a naturally occurring polyphenol, was isolated, purified, and characterized in green cavendish bananas (42). The phenolic compounds collectively present in the banana are octadeca-9,12,15 trienoic acid (1) (Figure 2), octadeca-9,12-dienoicacid (2), vanillic acid (3), caffeic acid (4), ellagic acid (5), 13-octadecanoic acid (6), palmitic acid ( 7), oleic acid (8), linoleic acid ( 9), methyl palmitate (10), methyl oleate (11), methyl linoleate (12), stearic acid ( 13), carvacrol ( 14), pentadecanoic acid ( 15), palmitoleic acid ( 16), benzoic acid (17), tannic acid (18), cinnamic acid (19), ferulic acid (20), delphinidin-3-rutinoside ( 21), cyanidin-3rutinoside ( 22), petunidin-3-rutinoside ( 23), peonidin-3rutinoside ( 24), malvidin-3-rutinoside (25) (Figure 3), leucoanthocyanidin ( 26), gallic acid (27), protocatechualdehyde (28), hydroxycinnamic acid ( 29), caffeoylquinic acid (30), quercetin (31), proanthocyanidin (32), catechin (33), gallocatechin (34), epicatechin (35), procyanidin ( 36), (+) catechin hydrate (37), apigenin (38), myricetin (39), kaempferol (40), endo-b-1,3-glucanase (Ban-Glu) ( 41), and atocopherol (42).A triterpenoid, namely cycloartenol ( 43), was extracted from the dichloromethane extract of ripe pulp of various banana cultivars (29,(31)(32)(33)(34)(35)(36)(37)(38)(39)(40)…”

Section: Phytochemical Profiles Of Musa Speciesmentioning

confidence: 99%

Cancer Preventive and Therapeutic Potential of Banana and Its Bioactive Constituents: A Systematic, Comprehensive, and Mechanistic Review

Mondal¹,

Banerjee²,

Bose³

et al. 2021

Front. Oncol.

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BackgroundThe banana (Musa spp.) plant produces elongated and edible fruit. The two main parthenocarpic species of banana are Musa accuminata Colla and Musa balbisiana Colla. There are several health-promoting and disease-preventing effects of Musa accuminata Colla, which are attributed to its important bioactive compounds, including phenolics, carotenoids, biogenic amines, phytosterols, and volatile oils, found in the stem, fruit, pseudostem, leaf, flower, sap, inner trunk, root, and inner core. Banana possesses numerous pharmacological activities, such as antioxidant, immunomodulatory, antimicrobial, antiulcerogenic, hypolipidemic, hypoglycemic, leishmanicidal, anthelmintic, and anticancer properties. Various individual studies have reported anticancer effects of different components of the banana plant. However, according to our understanding, an up-to-date, systematic, and critical analysis of existing scientific results has not yet been carried out.ObjectivesThis review aims to include a thorough assessment of banana and its phytochemicals for cancer prevention and therapy with a focus on cellular and molecular mechanisms of action.MethodsThe available research studies on anticancer activities of banana extracts, fractions and pure compounds were collected using various scholarly databases, such as PubMed, ScienceDirect, and Scopus, based on predetermined selection criteria.ResultsVarious banana extracts, fractions, and phytoconstituents, including ferulic acid, protocatechualdehyde, 2-pentanone, 4-epicyclomusalenone, cycloeucalenol acetate, and chlorogenic acid, have been shown to exhibit cancer preventative and anticancer activities in breast, cervical, colorectal, esophageal, hepatic, oral, prostate, and skin cancers. Bioactive components present in bananas have exhibited antiproliferative, cell cycle arrest-inducing, apoptotic, anti-adhesive, anti-invasive, and antiangiogenic effects through modulation of diverse, dysregulated oncogenic signaling pathways.ConclusionBased on the critical analysis of available literature, banana products and phytoconstituents show enormous potential for future development of drugs for cancer prevention and therapy. However, more mechanistic studies and well-designed clinical trials should be performed to establish its efficacy.

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“…In addition to DEHP, there were types of fatty-acid derivatives in the fungus-comb n-hexane extract, i.e., methyl palmitate, benzenepropanoic acid 3,5-bis (1,1 dimethylethyl) -4-hydroxy-, methyl ester, methyl linolelaidate, and methyl oleate. Methyl palmitate is reported to display nematicidal activity by inhibiting egg hatching and reducing egg masses, as well as herbicidal activity [13,54]. Benzenepropanoic acid, 3,5-bis (1,1 dimethylethyl)-4hydroxy-methyl ester is reported as an antifungal agent as well as a natural antioxidant [55].…”

Section: Extractives Contentmentioning

confidence: 99%

Chemical Components of Fungus Comb from Indo-Malayan Termite Macrotermes gilvus Hagen Mound and Its Bioactivity against Wood-Staining Fungi

Nandika

Karlinasari

Arinana

et al. 2021

Forests

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Recently, the architectural and physical properties of the fungus comb from subterranean termite Macrotermes gilvus Hagen (Isoptera: Termitidae) mounds had been studied and it is important to determine its chemical profile as well as to evaluate its anti-staining-fungi activity. The results showed that fungus comb of M. gilvus has a high crude ash (30.57%), fiber (25.46%), starch (7.76%), protein (5.80%, 5.53% amino acid), acid-insoluble ash (3.45%), and fat (0.73%). It also contained phenol hydroquinone, steroids, terpenoids, and saponin compounds. Seventeen amino acids were identified via high-performance liquid chromatography analysis, of which arginine, leucine, glutamate, and aspartic acid were the majority. According to gas chromatography-mass spectrometry analysis, the n-hexane extract consists of several types of fatty acid derivatives. Meanwhile, the ethyl acetate (EtOAc) extracts were primarily phenol groups with 1,2,3-propanetriol (glycerol) at the highest relative concentration. Four fungus-comb extracts (n-hexane, EtOAc, MeOH, and water) inhibited the Aspergillus foetidus fungus, with inhibition rates ranging from 24.17% to 100% and EtOAc extract as the most active extract. It appears that EtOAc extracts from the M. gilvus fungus comb can be considered an active ingredient source of novel organic fungicide in preventing wood-staining fungi attacks on susceptible wood.

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Nematicidal Effect of Methyl Palmitate and Methyl Stearate against Meloidogyne incognita in Bananas

Cited by 40 publications

References 35 publications

Efficient access to aliphatic esters by photocatalyzed alkoxycarbonylation of alkenes with alkyloxalyl chlorides

Efficient access to aliphatic esters by photocatalyzed alkoxycarbonylation of alkenes with alkyloxalyl chlorides

Cancer Preventive and Therapeutic Potential of Banana and Its Bioactive Constituents: A Systematic, Comprehensive, and Mechanistic Review

Chemical Components of Fungus Comb from Indo-Malayan Termite Macrotermes gilvus Hagen Mound and Its Bioactivity against Wood-Staining Fungi

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