Insect antifeedants from tropical plants I. Structure of dumsin

Kubo, Isao; Hanke, Frederick J.; Asaka, Yukihiro; Matsumoto, Takeshi; He, Cun-Heng; Clardy, Jon

doi:10.1016/s0040-4020(01)81960-8

Cited by 20 publications

(31 citation statements)

References 12 publications

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“…Betulin derivatives are effective agents against bollworm larvae (Heliothis zea; Lugemwa et al 1990) and Colorado potato beetle (Leptinotarsa decemlineata; Huang et al 1995), while betulinic acid derivatives are active against S. litura (Jagadeesh et al 1998). Oleanolic acid derivatives act as a feeding deterrent against L. decemlineata (Kubo et al 1990;Hua et al 1991), while ursolic and oleanolic acids and their fatty acid ester analogues, have been screened for their activity against S. litura (Mallavadhani et al 2003). A triterpene glucoside of 2a,3b,6b,23a-tetrahydroxy-ursolic acid, with growth inhibitory activity against larvae of Spilarctia obliqua, was found in an extract of Centella asiatica (Shukla et al 2000).…”

Section: Introductionmentioning

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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Section: Introductionmentioning

confidence: 99%

Triterpene-based plant defenses

et al. 2010

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“…These five Croton species have high pharmaceutical value due to alkaloids [14,15], diterpenoids [14,16], esters [14,15], furanoditerpenoids [23,24], limonoids [25][26][27][28][29], methylcyclohexane [14,15,30], steroids [15] and triterpenoids [14,15] that have been isolated from bark, leaves and roots. Chhabra et al…”

Section: Phytochemistry and Pharmacological Activitiesmentioning

confidence: 99%

“…Ndunda [14] and Ndunda et al [15] isolated methylcyclohexane, pentacyclic triterpenoid, ester, alkaloid and steroid compounds, namely crotepoxide, dideacetylcrotepoxide, monodeacetylcrotepoxide, αsenepoxide, β-senepoxide, (+)-(2S, 3R)-diacetoxy-1benzoyloxymethylenecyclohex-4, 6-diene, acetyl aleuritolic, alienusolin, benzyl benzoate, crotonimide C, julocrotine and 24-ethylcholesta-4,22-dien-3-one24ethylcholesta-4,22-dien-3-one24-ethylcholesta-4,22dien-3-one from leaves and roots of C. alienus (Table 3). Limonoids, namely dumsin, zumsin, zumketol, zumsenin, zumsenol, dumnin, dumsenin, musidunin and musiduol were isolated from root bark of C. jatrophoides [25][26][27][28][29] (Table 3). Mbwambo et al [23] and Magadula et al [24]…”

Section: Phytochemistry and Pharmacological Activitiesmentioning

confidence: 99%

A Review of Phytochemistry and Pharmacological Properties of Threatened Croton Species Used as Herbal Medicines in East Africa

Maroyi

2018

J. Pharm. Nutr. Sci.

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Some rare and threatened Croton species have a long history of medicinal usage in East Africa. The objective of this study was to review the phytochemistry and pharmacological properties of five Croton species that are threatened with extinction in East Africa but widely used as herbal medicines in the region. Information on medicinal uses, phytochemistry and pharmacological properties of C. alienus, C. dictyophlebodes, C. jatrophoides, C. megalocarpoides and C. talaeporos was obtained from databases such as Scopus, Web of Science, Science Direct, Google Scholar, PubMed, BioMed Central (BMC), Springerlink and Scielo. Other sources of information included scientific publications, conference proceedings, theses, books and book chapters obtained from libraries. Literature search revealed that the bark, fruits, leaves and roots of these five Croton species are commonly used as traditional medicines for gastro-intestinal disorders, colds and influenza, body pains and weaknesses and intestinal worms. Phytochemical compounds isolated from these species include alkaloids, anthraquinones, diterpenoids, esters, flavonoids, furanoditerpenoids, limonoids, methylcyclohexanes, phenolics, steroids, tannins and triterpenoids. Pharmacological studies indicate that these species have antifungal, anti-leishmanial and insect antifeedant activities. Preliminary phytochemical and pharmacological research done so far on Croton species is promising, but too general to corroborate some of the medicinal uses of the species.

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“…The A-seco limonoid dumsin ( Figure 4) was isolated from the bitter rootbark extract of the East African medicinal plant Croton jatrophoides Pax and exhibits potent antifeedant activity against a variety of insect species. [62] Dumsin (131) contains a compact and highly oxygenated central core comprising nine stereogenic centers, four of which are quaternary carbon atoms. The isolation and structure determination of a structurally related limonoid, zumsin (132), was later reported.…”

Section: The A-seco Limonoids Dumsin and Zumsinmentioning

confidence: 99%

Synthesis of Limonoid Natural Products

Heasley

2010

Eur J Org Chem

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Limonoid natural products are a large family of oxygenated terpenoid compounds that are best known as secondary metabolites found in citrus fruit. The diverse array of significant bioactivities associated with limonoids has stimulated targeted synthetic investigations that are often confounded by complex three‐dimensional landscapes and dense functionalization within a compact molecular framework. This Microreview aims to delineate the various structural subcategories of the limonoid aglycon class as well as provide an overview of synthetic efforts invested toward the laboratory preparation of these fascinating molecules.

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Insect antifeedants from tropical plants I. Structure of dumsin

Cited by 20 publications

References 12 publications

Triterpene-based plant defenses

Triterpene-based plant defenses

A Review of Phytochemistry and Pharmacological Properties of Threatened Croton Species Used as Herbal Medicines in East Africa

Synthesis of Limonoid Natural Products

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