Influence of asiatic acid, a triterpenoid from <i>Shores robusta</i>, on the feeding and enzyme activity of <i>Oxya fuscovittata</i> (Insecta, Orthoptera)

Sanjayan, K. P.; Partho, P. D.

doi:10.1111/j.1439-0418.1993.tb00420.x

Cited by 7 publications

(4 citation statements)

References 13 publications

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“…Triterpenes such as oleanolic and ursolic acid have fluidity-modulating effects on liposomal membranes (13). Asiatic acid reduced the consumption and growth of the rice grasshopper Oxya fuscoVita and inhibited the digestive enzymes amylase and invertase (14). Angiotensin blockers induced ecdisteroid secretion in the lepidopteran Lymantria dispar (15), and triterpene acids including oleanolic and β-glycyrrhetinic blocked agiotensin II receptors (16), suggesting that these triterpenes could interfere with the insect's ecdysteriod levels.…”

Section: Resultsmentioning

confidence: 99%

Biovalorization of Friedelane Triterpenes Derived from Cork Processing Industry Byproducts

Moiteiro

Curto

Mohamed

et al. 2006

J. Agric. Food Chem.

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Here, we describe the synthesis, bioactivity screening, and structure-activity relationships of various synthetic triterpenoids prepared from the cork processing byproducts friedelin (1) and 3-hydroxyfriedel-3-en-2-one (2) via oxidative procedures. The synthesis of compounds 2alpha-trimethylsiloxyfriedelan-3-one (17), friedelin-2,3-lactone (18), friedelin-3-oxime (19), and friedelin-3,4-lactam (20) is also described. We have studied the insecticidal and phytotoxic potential of these compounds, their selective cytotoxic effects on insect and mammalian cells, and their antiparasitic effects. Structural modifications of the A-ring of friedelin (1) improved its insecticidal activity with derivatives 5, 2,3-secofriedelan-2-al-3-oic acid (6), its acetylated derivative 6a, 3beta- and 3alpha-hydroxyfriedelane (9 and 10), 3alpha-hydroxyfriedel-2-one (11), 4beta-hydroxyfriedel-3-one (16), the acetylated 10a, 3,4-secofriedelan-4-oxo-3-oic-acid (14), lactone 18, and the oxime 19 being stronger insecticides than the parent compound. Methyl-3-nor-2,4-secofriedelan-4-oxo-2-oic acid (12) and its acetylated derivative 12a also showed insecticidal activity in contrast to their inactive parent compound 2. The postingestive effects and cytotoxicity of these compounds suggest a multifaceted insecticidal mode of action. These structural modifications did not result in better phytotoxic agents than the parent compounds except for lactam 20 and yielded several moderately active antiparasite derivatives (seco acids 6, 12, 14, and 4beta-hydroxyfriedel-3-one 16) with cytotoxic effects on mammalian cells.

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Section: Resultsmentioning

confidence: 99%

Biovalorization of Friedelane Triterpenes Derived from Cork Processing Industry Byproducts

Moiteiro

Curto

Mohamed

et al. 2006

J. Agric. Food Chem.

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“…Asiatic acid (26) reduced the consumption and growth of the rice grasshopper Oxya fuscovita and inhibited the digestive enzymes amylase and invertase (Sanjan and Partho 1993). Angiotensin blockers, including triterpene such as oleanolic and b-glycyrrhetinic acids, induced ecdysteroid secretion in the lepidopteran Lymantria dispar (Caballero-George et al 2004;Loeb et al 1998), suggesting that these triterpenes could interfere with the insect's ecdysteroid levels.…”

Section: Postingestive and Cytotoxic Effectsmentioning

confidence: 99%

Triterpene-based plant defenses

et al. 2010

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Pentacyclic triterpenes are abundant in the plant kingdom and have a wide array of pharmacological activities. They also have insect antifeedant effects and therefore apparently play a role in plant defense. In this paper, we describe the insecticidal activity of pentacyclic triterpenes of plant origin from different chemical classes on several insect pests (Spodoptera littoralis, Leptinotarsa decemlineata and Myzus persicae), their phytotoxic properties and their selective cytotoxic effects on insect-derived Sf9 and mammalian CHO cells. We also discuss the role they play in plant defense based on these activities.

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“…They exist in either simple, unmodified form or as conjugates with carbohydrates and other macromolecules, especially as triterpene glycosides [ 60 ]. Triterpene glycosides contribute to the resistance of pest insects and pathogens, as a group of them showed antifeedant, growth inhibition, and poison abilities [ 60 , 61 ]. For example, asiatic acid isolated from Shorea robusta Sal inhibited the growth and extended the instar duration of Oxya fuscovittata Maschall [ 60 ].…”

Section: Discussionmentioning

confidence: 99%

‘Candidatus Phytoplasma ziziphi’ Changes the Metabolite Composition of Jujube Tree Leaves and Affects the Feeding Behavior of Its Insect Vector Hishimonus hamatus Kuoh

Liu,

Li,

Chen

et al. 2023

Insects

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Hishimonus hamatus Kuoh is a leafhopper species native to China that feeds on Chinese jujube leaves. This leafhopper species has been verified to transmit jujube witches’ broom (JWB) disease, caused by phytoplasma, a fatal plant pathogen, which belongs to the phytoplasma subgroup 16SrV-B. The transmission of JWB phytoplasma largely relies on the feeding behavior of piercing–sucking leafhoppers. However, the specific mechanisms behind how and why the infection of JWB influences the feeding behavior of these leafhoppers are not fully understood. To address this, a study was conducted to compare the feeding patterns of H. hamatus when feeding JWB-infested jujube leaves to healthy leaves using the electrical penetration graph (EPG) technique. Then, a widely targeted metabolome analysis was performed to identify differences in the metabolite composition of JWB-infected jujube leaves and that of healthy jujube leaves. The results of EPG analyses revealed that when feeding on JWB-infected jujube leaves, H. hamatus exhibited an increased frequency of phloem ingestion and spent longer in the phloem feeding phase compared to when feeding on healthy leaves. In addition, the results of metabolomic analyses showed that JWB-infected leaves accumulated higher levels of small-molecular carbohydrates, free amino acids, and free fatty acids, as well as lower levels of lignans, coumarins and triterpenoids compared to healthy leaves. The above results indicated that the H. hamatus preferentially fed on the phloem of infected leaves, which seems to be linked to the transmission of the JWB phytoplasma. The results of metabolomic analyses partially imply that the chemical compounds might play a role in making the infected leaves more attractive to H. hamatus for feeding.

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Influence of asiatic acid, a triterpenoid from Shores robusta, on the feeding and enzyme activity of Oxya fuscovittata (Insecta, Orthoptera)

Cited by 7 publications

References 13 publications

Biovalorization of Friedelane Triterpenes Derived from Cork Processing Industry Byproducts

Biovalorization of Friedelane Triterpenes Derived from Cork Processing Industry Byproducts

Triterpene-based plant defenses

‘Candidatus Phytoplasma ziziphi’ Changes the Metabolite Composition of Jujube Tree Leaves and Affects the Feeding Behavior of Its Insect Vector Hishimonus hamatus Kuoh

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