Heudebolin: A new limonoid from Trichilia heudelotii

Adesida, G.A.; Okorie, Dominic A.

doi:10.1016/0031-9422(73)80532-1

Cited by 16 publications

(4 citation statements)

References 2 publications

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“…Many investigators have isolated limonoids from Trichilia species (Adesida & Okorie, 1973;Chan et al, 1973;Mulholland & Taylor, 1980;Jolad et al, 1980;Arenas & Rodriguez-Hahn, 1990;Olugbade, 1991;Tinto et al, 1991;Cortez et al, 1992). Many investigators have isolated limonoids from Trichilia species (Adesida & Okorie, 1973;Chan et al, 1973;Mulholland & Taylor, 1980;Jolad et al, 1980;Arenas & Rodriguez-Hahn, 1990;Olugbade, 1991;Tinto et al, 1991;Cortez et al, 1992).…”

Section: Introductionmentioning

confidence: 99%

“…Screening programs of the Meliaceae have identified the genus Trichilia as a source for potential development. Many investigators have isolated limonoids from Trichilia species (Adesida & Okorie, 1973;Chan et al, 1973;Mulholland & Taylor, 1980;Jolad et al, 1980;Arenas & Rodriguez-Hahn, 1990;Olugbade, 1991;Tinto et al, 1991;Cortez et al, 1992). The biological activity to insects of some of these limonoids has been ascertained, with investigators finding both deterrency and growth inhibition (Kubo & Klocke, 1982;Nakatani et al, 1981Nakatani et al, , 1985Mikolajczak & Reed, 1987;Mikolajczak et al, 1989).…”

Section: Introductionmentioning

confidence: 99%

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Antifeedant and toxic activity of Trichilia americana extract against the larvae of Spodoptera litura

Wheeler

Isman

2001

Entomologia Exp Applicata

136

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The biological activity of a crude methanolic extract of Trichilia americana (Sesse and Mocino) Pennington (Meliaceae) was assessed using the Asian armyworm, Spodoptera litura (Fabr.) (Lepidoptera: Noctuidae). The extract exhibited strong antifeedant activity in a choice leaf disc bioassay with 0.18 µg cm −2 extract deterring feeding by 50%. In nutritional assays, the crude extract reduced growth, consumption and the utilisation of ingested and digested food in a dose-dependent manner when fed to larvae, suggesting both antifeedant and toxic activities. When relative growth rates were plotted against relative consumption rates, the growth efficiency of the S. litura fed on diet containing T. americana crude extract was significantly less than that of control larvae. This result further indicates that the extract acts as both an antifeedant and chronic toxin. Toxicity is only seen following ingestion and was not observed following topical application or injection into the hemocoel. Larvae reared initially on extract-containing diet then transferred to control diet showed nutritional indices comparable to those of larvae fed continuously on control diet. This suggests that the extract is not permanently damaging the insect's digestive tract. The mode-of-action of the extract as a chronic toxin remains unknown.

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Section: Introductionmentioning

confidence: 99%

Section: Introductionmentioning

confidence: 99%

Antifeedant and toxic activity of Trichilia americana extract against the larvae of Spodoptera litura

Wheeler

Isman

2001

Entomologia Exp Applicata

136

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“…Previous phytochemical screenings of T . monadelpha have indicated the presence of limonoids [ 10 , 11 , 12 , 13 ], alkaloids [ 14 ], terpenes [ 13 , 15 ], tannins [ 9 ], flavonoids [ 4 ], cardiac glycosides [ 16 ], steroids [ 13 , 17 ], and saponins [ 9 , 16 ]. However, limonoids (monadelphin A, monadelphin B) [ 13 ], diterpenes (nimbiol, isopimarinol, 7-ketoferruginol, 12β-hydroxysandaracopimar-15-ene) [ 15 ], sesquiterpenes (trichins A and B) [ 13 ], coumarin (scopoletin) [ 13 ], phenolic acids (ellagic acid, protocatechuic acid, 2-propionoxy-β-resorcylic acid, 4-hydroxybenzoic acid, 2-methylprotocatechuic acid), and the alkaloid coixol [ 13 , 15 ] were also isolated.…”

Section: Introductionmentioning

confidence: 99%

Constituents of the Stem Bark of Trichilia monadelpha (Thonn.) J. J. De Wilde (Meliaceae) and Their Antibacterial and Antiplasmodial Activities

et al. 2023

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The chemical investigation of the EtOH extract from the stem bark of Trichilia monadelpha (Thonn.) J. J. De Wilde afforded two new limonoids (1 and 2): 24-acetoxy-21,25-dihydroxy-21,23-epoxytirucall-7-en-3-one (1) and (6R)-1-O-deacetylkhayanolide E (2), together with eleven known compounds (3–13), including additional limonoids, flavonoids, triterpenoids, steroids, and fatty acid. Their structures were determined using 1D- and 2D-NMR experiments, ESI mass spectrometry, and single crystal X-ray diffraction analysis. The antibacterial and antiplasmodial activities of the extracts, sub-extracts, fractions, and some of the isolated compounds were evaluated in known pathogenic strains, including Staphylococcus aureus and Plasmodium falciparum. Fraction E (n-Hex/EtOAc 30:70, v/v) showed significant activity against S. aureus ATCC 25923 with a MIC value of 3.90 µg/mL, while one of its constituents (epicatechin (9)) exhibited significant activity with MIC values of 7.80 µg/mL. Interestingly, grandifotane A (6) (IC50 = 1.37 µM) and khayanolide D (5) (IC50 = 1.68 µM) were highly active against the chloroquine-sensitive/sulfadoxine-resistant plasmodium falciparum 3D7 strain, unlike their corresponding plant extract and fractions.

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“…heudelotti has been reported to yield heudelottin C, E and F (Okorie and Taylor, 1968;Okorie and Taylor, 1972) belonging to the azadirone class of ring A-D intact limonoids, heudebolin (Okorie and Taylor, 1968) of the nimbin class of ring C-oxidized limonoids and dregeanin (Adesida and Okorie, 1973) belonging to the ring A and B oxidized prieurianin class of limonoids.…”

Section: Previous Workmentioning

confidence: 99%