Two dinorditerpenoids from Ricinodendron heudelotii

Kimbu, Samuel F.; Keumedjio, Félix; Sondengam, Lucas B.; Connolly, Joseph D.

doi:10.1016/0031-9422(91)83738-7

Cited by 41 publications

(23 citation statements)

References 3 publications

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“…The 1 H and 13 C NMR data of 2 (Table ) were very similar to those of 1 , suggesting that 2 was also a diterpenoid dimer. An extensive analysis of the NMR data revealed that an oxygenated methine ( δ C 77.6; δ H 3.40, dd, J = 11.7, 4.5 Hz) rather than a carbonyl carbon (C‐3/C‐3′) in 1 was observed for 2 , suggesting that the monomeric unit of 2 was closely related to the known compound (5 S )‐1,2‐dihydroheudelotinol . HMBC correlations from the oxygenated methine proton and the olefinic H‐20 ( δ H 5.70) to C‐1 ( δ C 38.2) further supported the assignment.…”

Section: Resultsmentioning

confidence: 99%

Trigonostemons G and H, dinorditerpenoid dimers with axially chiral biaryl linkage from Trigonostemon chinensis

et al. 2020

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Trigonostemons G and H, two novel dimeric dinorditerpenoids, were isolated from the stem barks of Trigonostemon chinensis. Their planar structures and relative configurations were established by extensive analysis of spectroscopic data. Trigonostemons G and H possess a homodimeric biaryl skeleton obtained from two rearranged chiral nonracemic abietane‐type dinorditerpenes through an axially chiral biaryl 11,11′‐linkage. Torsional scan and computation of the transition states were carried out to estimate the rotational energy barrier, and the axial chirality (aS) was determined by time‐dependent density functional theory (TDDFT) electronic circular dichroism (ECD) calculations. The positive n‐π* ECD transitions of the isolated carbonyl chromophore above 300 nm could be used to determine the central chirality of trigonostemon G independently by ECD calculations of the diastereomers.

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Section: Resultsmentioning

confidence: 99%

Trigonostemons G and H, dinorditerpenoid dimers with axially chiral biaryl linkage from Trigonostemon chinensis

et al. 2020

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“…By comparison of their observed and reported NMR data, the known compounds 29 were identified as 3,12-dihydroxy-13-methylpodocarpane-8,10,13-triene (2) (Ravindranath et al 2004), (2S,3R,5S,10R)-2,3-dihydroxy-15,16-dinor-ent-pimar-8,11,13-triene (3) , (2S,3R,5S,10R)-2-acetoxy-3-hydroxy-15,16-dinor-ent-pimar-8,11,13-triene (4) , gossweilone (5) (Ngouela et al 2003), jatrointelone A(6) , jatrophodione A (7) (Xu et al 2011), 1,2-dihydroheudelotinol (8) (Kimbu et al 1991), and heudelotinone (9) (Kimbu et al 1991;Xu et al 2011).…”

Section: Resultsmentioning

confidence: 99%

Diterpenoids with thioredoxin reductase inhibitory activities from Jatropha multifida

Zhu

Zhang

Dai

et al. 2017

Natural Product Research

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Diterpenoids with thioredoxin reductase inhibitory activities from Jatropha multifida.http://researchonline.ljmu.ac.uk/6080/ Article LJMU has developed LJMU Research Online for users to access the research output of the University more effectively. Copyright © and Moral Rights for the papers on this site are retained by the individual authors and/or other copyright owners. Users may download and/or print one copy of any article(s) in LJMU Research Online to facilitate their private study or for non-commercial research. You may not engage in further distribution of the material or use it for any profit-making activities or any commercial gain.The version presented here may differ from the published version or from the version of the record. Please see the repository URL above for details on accessing the published version and note that access may require a subscription. Their structures were elucidated by spectroscopic analysis, and the absolute configurations of 1 were determined by CD analysis. All of the diterpenoids were screened for inhibitory activity against thioredoxin reductase (TrxR), which is a potential target for cancer chemotherapy with redox balance and antioxidant functions.Compounds 6 and 7 exhibited stronger activity (IC50: 23.4 and 10.6 M, respectively) than the positive control, curcumin (IC50 = 25.0 M). Compounds 2-9 were isolated from J. multifida for the first time.

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“…known as “Djansang or Essessang” in different area in Cameroon, is a tree belonging to Euphorbiaceae family. With 20–30 m of height, that plant grows throughout the humid lowland rainforest of Cameroon [15, 16]. This plant is traditionally used in Cameroon and certain countries in Africa to treat cough, intestinal disease, dysentery and as antidote [15, 17].…”

Section: Introductionmentioning

confidence: 99%

“…With 20–30 m of height, that plant grows throughout the humid lowland rainforest of Cameroon [15, 16]. This plant is traditionally used in Cameroon and certain countries in Africa to treat cough, intestinal disease, dysentery and as antidote [15, 17]. Furthermore, R. heudelotii is also used to ease delivery, treat diseases such as malaria, anaemia, stomach pain, yellow fever and as aphrodisiac.…”

Section: Introductionmentioning

confidence: 99%

Antibacterial and antibiotic resistance modulatory activities of leaves and bark extracts of Recinodindron heudelotii (Euphorbiaceae) against multidrug-resistant Gram-negative bacteria

Fankam

Kuiaté

Kuete

2017

BMC Complement Altern Med

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Background Recinodindron heudelotii (Euphorbiaceae) is a plant used in Africa, particularly in Cameroon to treat various ailments including bacterial infections. In this study, we evaluated the extracts of the leaves (RHL) and bark (RHB) of R. heudelotii for their antibacterial and antibiotic resistance modulating activities against 29 Gram-negative bacteria, including multidrug-resistant (MDR) phenotypes.MethodsThe broth micro-dilution assay was used to evaluate the antibacterial activity, and the antibiotic resistance modulating effects of the plant extracts.ResultsRHL displayed the most important spectrum of activity with minimal inhibitory concentrations (MICs) values ranging from 256 to 1024 μg/mL against 75.86% of the 29 tested bacteria strains while RHB was not active. RHL also showed killing effects with minimal bactericidal concentrations (MBCs) ranging from 256 to 1024 μg/mL. The activities of tetracycline and kanamycin associated with RHL were improved on 88.89% and 77.78% of the tested MDR bacteria, at MIC/2 at MIC/4 respectively, with 2 to 16-folds decreasing of MIC. This suggests the antibiotic resistance modulating effects of these antibiotics.ConclusionThe present study provides data indicating a possible use of the leaves extract of Recinodindron heudelotii alone or in association with common antibiotics in the fight against bacterial infections including those involving MDR bacteria.

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Two dinorditerpenoids from Ricinodendron heudelotii

Cited by 41 publications

References 3 publications

Trigonostemons G and H, dinorditerpenoid dimers with axially chiral biaryl linkage from Trigonostemon chinensis

Trigonostemons G and H, dinorditerpenoid dimers with axially chiral biaryl linkage from Trigonostemon chinensis

Diterpenoids with thioredoxin reductase inhibitory activities from Jatropha multifida

Antibacterial and antibiotic resistance modulatory activities of leaves and bark extracts of Recinodindron heudelotii (Euphorbiaceae) against multidrug-resistant Gram-negative bacteria

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