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Fulltext Antimalarial ceramicines Q-T from Chisocheton ceramicus

Nugroho AE, Wong CP, Hirasawa Y, Kaneda T, Tougan T, Horii T, et al.

J Nat Med, 2023 Jun;77(3):596-603.
PMID: 37162697 DOI: 10.1007/s11418-023-01706-w

Ceramicines are a series of limonoids that were isolated from the bark of Malaysian Chisocheton ceramicus (Meliaceae) and were known to show various biological activity. Four new limonoids, ceramicines Q-T (1-4) were isolated from the barks of C. ceramicus, and their structures were determined on the basis of the 1D and 2D NMR analyses in combination with calculated 13C chemical shift data. Ceramicines Q-T (1-4) were established to be new limonoids with a cyclopentanone[α]phenanthren ring system with a β-furyl ring at C-17, and without a tetrahydrofuran ring like ceramicine B, which is characteristic of known ceramicines. Ceramicine R (2) exhibited potent antimalarial activity against Plasmodium falciparum 3D7 strain with IC50 value of 2.8 µM.

Matched MeSH terms: Magnetic Resonance Spectroscopy
Fulltext Discriminative Analysis of Different Grades of Gaharu (Aquilaria malaccensis Lamk.) via ¹H-NMR-Based Metabolomics Using PLS-DA and Random Forests Classification Models

Ismail SN, Maulidiani M, Akhtar MT, Abas F, Ismail IS, Khatib A, et al.

Molecules, 2017 Sep 25;22(10).
PMID: 28946701 DOI: 10.3390/molecules22101612

Gaharu (agarwood, Aquilaria malaccensis Lamk.) is a valuable tropical rainforest product traded internationally for its distinctive fragrance. It is not only popular as incense and in perfumery, but also favored in traditional medicine due to its sedative, carminative, cardioprotective and analgesic effects. The current study addresses the chemical differences and similarities between gaharu samples of different grades, obtained commercially, using ¹H-NMR-based metabolomics. Two classification models: partial least squares-discriminant analysis (PLS-DA) and Random Forests were developed to classify the gaharu samples on the basis of their chemical constituents. The gaharu samples could be reclassified into a 'high grade' group (samples A, B and D), characterized by high contents of kusunol, jinkohol, and 10-epi-γ-eudesmol; an 'intermediate grade' group (samples C, F and G), dominated by fatty acid and vanillic acid; and a 'low grade' group (sample E and H), which had higher contents of aquilarone derivatives and phenylethyl chromones. The results showed that ¹H- NMR-based metabolomics can be a potential method to grade the quality of gaharu samples on the basis of their chemical constituents.

Matched MeSH terms: Magnetic Resonance Spectroscopy; Proton Magnetic Resonance Spectroscopy/methods*
Penghasilan poliol minyak sawit olein secara hidrolisis selanjar dan berkelompok

Darfizzi Derawi, Jumat Salimon

Sains Malaysiana, 2013;42:1121-1129.

Sebatian poliol minyak sawit olein (di-hidroksi-POo) (70% hasil) disintesis melalui pembukaan gelang oksirana minyak sawit olein terepoksida (EPOo) secara hidrolisis selanjar dan berkelompok. Hasil optimum pembukaan gelang oksirana (97.2%) bagi kedua-dua tindak balas selama 90 min (tindak balas selanjar) dan 75 min (tindak balas berkelompok) dengan menggunakan mangkin asid perklorik 3% v/wt. Spektrum transformasi Fourier inframerah (FTIR) di-hidroksi-POo menunjukkan kehadiran puncak lebar getaran regangan kumpulan hidroksil pada nombor gelombang 3429 cm-1, menunjukkan sebatian poliol telah berjaya dihasilkan. Spektrum resonan magnetik nukleus-karbon (13C-NMR) di-hidroksi-POo telah menunjukkan kehadiran puncak karbon yang terikat dengan kumpulan hidroksil (74.5 ppm). Spektrum resonan magnetik nukleus-proton (1H-NMR) di-hidroksi-POo telah menunjukkan kehadiran puncak proton yang terikat pada karbon poliol (3.4 ppm) dan proton pada kumpulan hidroksil (4.6 ppm). Kelikatan kinematik produk poliol (nilai hidroksil sebanyak 110.7 mgKOH/g minyak) adalah 1435.2 cSt (40oC) dan 55.2 cSt (100oC) dengan indeks kelikatan 78.

Matched MeSH terms: Carbon-13 Magnetic Resonance Spectroscopy; Proton Magnetic Resonance Spectroscopy
Fulltext Synthesis and characterization of novel dimeric ionic liquids by conventional approaches

Ganesan K, Alias Y

Int J Mol Sci, 2008 Jun;9(7):1207-13.
PMID: 19325800 DOI: 10.3390/ijms9071207

The (1)H-NMR shifts of the imidazolium protons of some novel dimeric ionic liquids were examined in various deuterated solvents. Interactions between the solvent and the imidazolium salt of butyl substituted ionic liquids were observed to give higher chemical shifts than methyl substitution.

Matched MeSH terms: Magnetic Resonance Spectroscopy; Proton Magnetic Resonance Spectroscopy
NMR structural assignments for four new 6-methoxy-tetrahydro-ß-carboline derivatives

Goh TB, Mordi MN, Mas Haris MR, Mansor SM

Magn Reson Chem, 2015 Oct;53(10):857-9.
PMID: 26137893 DOI: 10.1002/mrc.4273
Matched MeSH terms: Magnetic Resonance Spectroscopy*
NMR metabolomics for evaluating passage number and harvesting effects on mammalian cell metabolome

Abdul-Hamid NA, Abas F, Maulidiani M, Ismail IS, Tham CL, Swarup S, et al.

Anal Biochem, 2019 07 01;576:20-32.
PMID: 30970239 DOI: 10.1016/j.ab.2019.04.001

The variation in the extracellular metabolites of RAW 264.7 cells obtained from different passage numbers (passage 9, 12 and 14) was examined. The impact of different harvesting protocols (trypsinization and scraping) on recovery of intracellular metabolites was then assessed. The similarity and variation in the cell metabolome was investigated using 1H NMR metabolic profiling modeled using multivariate data analysis. The characterization and quantification of metabolites was performed to determine the passage-related and harvesting-dependent effects on impacted metabolic networks. The trypsinized RAW cells from lower passages gave higher intensities of most identified metabolites, including asparagine, serine and tryptophan. Principal component analysis revealed variation between cells from different passages and harvesting methods, as indicated by the formation of clusters in score plot. Analysis of S-plots revealed metabolites that acted as biomarkers in discriminating cells from different passages including acetate, serine, lactate and choline. Meanwhile lactate, glutamine and pyruvate served as biomarkers for differentiating trypsinized and scraped cells. In passage-dependent effects, glycolysis and TCA cycle were influential, whereas glycerophospholipid metabolism was affected by the harvesting method. Overall, it is proposed that typsinized RAW cells from lower passage numbers are more appropriate when conducting experiments related to NMR metabolomics.

Matched MeSH terms: Magnetic Resonance Spectroscopy/methods*
Synthesis of some N-sulfonated derivatives of 1-[(E)-3-phenyl-2-propenyl]piperazine as suitable antibacterial agents

Abbasi MA, Ijaz M, Aziz-Ur-Rehman -, Siddiqui SZ, Ali Shah SA, Shahid M, et al.

Pak J Pharm Sci, 2020 Jul;33(4):1609-1616.
PMID: 33583794

In the planned research work, the nucleophilic substitution reaction of 1-[(E)-3-phenyl-2-propenyl]piperazine (1) was carried out with different sulfonyl chlorides (2a-g) at pH 9-10 to synthesize its different N-sulfonated derivatives (3a-g). The structures of the synthesized compounds were characterized by their proton-nuclear magnetic resonance (1H-NMR), carbon-nuclear magnetic resonance (13C-NMR) and Infra Red (IR) spectral data, along with CHN analysis. The inhibition potential of the synthesized molecules was ascertained against two bacterial pathogenic strains i.e. Bacillus subtilis and Escherichia coli. It was inferred from the results that some of the compounds were very suitable inhibitors of these bacterial strains. Moreover, their cytotoxicity was also profiled and it was outcome that most of these molecules possessed moderate cytotoxicity.

Matched MeSH terms: Carbon-13 Magnetic Resonance Spectroscopy; Proton Magnetic Resonance Spectroscopy
Synthesis of novel N-(1,3-thiazol-2-yl)benzamide clubbed oxadiazole scaffolds: Urease inhibition, Lipinski rule and molecular docking analyses

Athar Abbasi M, Raza H, Aziz-Ur-Rehman, Zahra Siddiqui S, Adnan Ali Shah S, Hassan M, et al.

Bioorg Chem, 2019 03;83:63-75.
PMID: 30342387 DOI: 10.1016/j.bioorg.2018.10.018

Present work aimed to synthesize some unique bi-heterocyclic benzamides as lead compounds for the in vitro inhibition of urease enzyme, followed by in silico studies. These targeted benzamides were synthesized in good yields through a multi-step protocol and their structures were confirmed by IR, 1H NMR, 13C NMR, EI-MS and elemental analysis. The in vitro screening results showed that most of the ligands exhibited good inhibitory potentials against the urease. Chemo-informatics analysis envisaged that all these compounds obeyed the Lipinski's rule. Molecular docking results showed that 7h exhibited good binding energy value (-8.40 kcal/mol) and was bound within the active region of urease enzyme. From the present investigation, it was inferred that some of these potent urease inhibitors might serve as novel templates in drug designing.

Matched MeSH terms: Carbon-13 Magnetic Resonance Spectroscopy; Proton Magnetic Resonance Spectroscopy
Synthesis and characterization of a new heterocyclic azo pigment

Asniza M, Issam A, Abdul Khalil H

Sains Malaysiana, 2011;40:1123-1127.

A new heterocyclic coupling agent has been produced from the reaction of maleic anhydride and p-aminophenol, namely N-(4-hydroxylpheneyl)maleimide. The coupling agent underwent azo coupling reaction with aromatic amine, which is p-aminophenol to produce a new heterocyclic azo pigment. The pigment was then subjected to solubility, hiding power and light fastness test. Fourier Transform Infrared Spectroscopy (FTIR), Ultraviolet/Visible (UV/Vis) Spectroscopy, and Nuclear Magnetic Resonance Spectroscopy (1H-NMR, 13C-NMR) were used to obtain the characteristics and structural features of the pigment.

Matched MeSH terms: Carbon-13 Magnetic Resonance Spectroscopy; Proton Magnetic Resonance Spectroscopy
1H NMR-Based Metabolomics Approach in Investigating the Chemical Profile, Antioxidant and Anti-Inflammatory Activities of Gynura procumbens and Cleome gynandra

Chandradevan M, Simoh S, Mediani A, Ismail IS, Abas F

Plant Foods Hum Nutr, 2020 Jun;75(2):243-251.
PMID: 32152783 DOI: 10.1007/s11130-020-00805-3

Gynura procumbens and Cleome gynandra are two herbs commonly used in Malaysia to treat various ailments and are also consumed as salads (ulam) and vegetables. The present study aims to evaluate the relationship between the chemical compositions of both herbs and their antioxidant and anti-inflammatory properties using nuclear magnetic resonance (NMR) metabolomics approach, which is being reported for the first time. Different ethanolic extracts of both herbs were tested for DPPH scavenging and inhibition of nitric oxide (NO) via RAW 264.7 macrophage cell induction. Principal component analysis (PCA) revealed a good separation between the extracts and the corresponding metabolites identified via 1H NMR spectroscopy. The 100% ethanolic extract from both herbs and 20% ethanolic extract of C. gynandra were found to have the best antioxidant and anti-inflammatory activities. Kaempferol, quercetin, caffeoylquinic, dicaffeoylquinic acids, gallic acid, mallic acid, citric acid, phenylalanine, and choline are among the metabolites that contributed to bioactivities. The partial least square (PLS) model for both herbs have an overall acceptable goodness of fit and predictive power, which further strengthens the validity of this study. The present study provides a preliminary reference for the selection of optimum extract and will shed some light on the potential use of G. procumbens and C. gynandra as a phytomedicinal preparation.

Matched MeSH terms: Magnetic Resonance Spectroscopy; Proton Magnetic Resonance Spectroscopy
Marrow Fat Content and Composition in β-Thalassemia: A Study using 1 H-MRS

Ismail UN, Azlan CA, Khairullah S, Azman RR, Omar NF, Md Shah MN, et al.

J Magn Reson Imaging, 2021 01;53(1):190-198.
PMID: 33237616 DOI: 10.1002/jmri.27294

BACKGROUND: β-thalassemia is a genetic disease that causes abnormal production of red blood cells (ineffective erythropoiesis, IE). IE is a condition known to change bone marrow composition.
PURPOSE: To evaluate the effect of IE on the marrow fat content and fat unsaturation levels in the proximal femur using 1 H-MRS.
STUDY TYPE: Prospective.
SUBJECTS: Twenty-three subjects were included in this study, seven control and 16 β-thalassemia subjects.
FIELD STRENGTH/SEQUENCE: 3.0T; stimulated echo acquisition Mode (STEAM); magnetic resonance spectroscopy (MRS) sequence.
ASSESSMENT: Multiecho MRS scans were performed in four regions of the proximal left femur of each subject, that is, diaphysis, femoral neck, femoral head, and greater trochanter. The examined regions were grouped into red (diaphysis and femoral neck) and yellow marrow regions (femoral head and greater trochanter).
STATISTICAL TESTS: The Jonckheere-Terpstra test was used to evaluate the impact of increasing disease severity on bone marrow fat fraction (BMFF), marrow conversion index, and fat unsaturation index (UI). Pairwise comparison analysis was performed when a significant trend (P

Matched MeSH terms: Magnetic Resonance Spectroscopy
Fulltext Anthraquinones from Cratoxylum Aborescens (Guttiferae)

Ee, G.C.L., Jong, V.Y.M., Sukari, M.A., Lee, T.K., Tan, A.

Pertanika Journal of Science & Technology, 2010;18(1):-.
MyJurnal

Our continuing interest in anthraquinones from the Guttiferae family has led us to look at the genus Cratoxylum. A detailed chemical study on Cratoxylum aborescens resulted in the isolation of three anthraquinones, namely 1,8-dihydroxy-3-methoxy-6-methylanthraquinone (1), vismiaquinone (2) and vismione (3). These compounds were identified using 1D and 2D NMR spectroscopy. This is the first report on the chemistry of Cratoxylum aborescens.

Matched MeSH terms: Magnetic Resonance Spectroscopy
Fulltext Xanthones from Calophyllum Inophyllum

Ee, G.C.L., Jong, V.Y.M., Sukari, M.A., Rahmani, M., Kua, A.S.M.

Pertanika Journal of Science & Technology, 2009;17(2):-.
MyJurnal

The roots of Calophyllum inophyllum (Guttiferae), furnished six xanthones which are brasilixanthone (1), 1,3,5-trihydroxy-2- methoxy xanthone (2), caloxanthone A (3), pyranojacareubin (4), caloxanthone B (5) and tovopyrifolin (6), Structural elucidations of these compounds, were achieved through 1D and 2D NMR andMS techniques. In this paper, the isolation and structural elucidation data for these xanthones are reported.

Matched MeSH terms: Magnetic Resonance Spectroscopy
Fulltext Corrosion inhibition of Azomethines containing Hydroxyl group at Ortho and Para positions on Mild steel

Syaidah Athirah Dzolin, Yusairie Mohd, Hadariah Bahron, Nurul Huda Abdul Halim

Pertanika Journal of Science & Technology, 2017;25(103):317-324.
MyJurnal

The syntheses of salicylideneaniline (L1a) and 4-hydroxybenzalaniline (L1b) was carried out via condensation reaction giving yields of 80.74% and 81.65% respectively. The compounds were characterised by physical and spectroscopic techniques, namely melting point, micro elemental analysis (C, H and N), 1H Nuclear Magnetic Resonance (NMR) and Infrared (IR) spectroscopy. The characteristic n(C=N) peaks were observed at 1615 cm-1 and 1575 cm-1 respectively. Chronoamperometry (CA) was employed to electrodeposit both compounds on mild steel at 0.1 M inhibitor concentration in 0.3 M NaOH at three different potentials, +0.8 V, +1.05 V and +1.7 V. Formation of yellow imine films was observed on the mild steel. The corrosion behaviour of coated and uncoated mild steel was studied using Linear Polarization Resistance (LPR) in 0.5 M NaCl. Coated mild steel showed better corrosion resistance and with the highest inhibition efficiency of 90.34%, L1a provides a better protection against corrosion for mild steel than L1b.

Matched MeSH terms: Magnetic Resonance Spectroscopy
Fulltext Application of active contours driven by local Gaussian distribution fitting energy to the computed tomography images

Nurwahidah, M., Wan, E.Z.W.A.R., Shaharuddin, C.S.

Pertanika Journal of Science & Technology, 2018;26(1):309-316.
MyJurnal

This paper presents the application of active contours region-based method of image segmentation to Computed Tomography (CT) images. Previous researchers applied this region based method on Magnetic Resonance Image (MRI), in vivo images and synthetic images which contain intensity inhomogeneities. In this paper, a different modality known as Computed Tomography (CT) scan was applied. CT scan also produces images containing intensity inhomogeneity, and it is predicted that this method provide good segmentation results. The main objective of applying this method is to check its applicability on CT images. The segmentation process begins by finding the area of interest (black region). Results from this experiment are then used in estimating time of death. Experimental results show that this method has successfully segmented the black region when some parameters changed, provided that the regions are closed to each other. If the black regions are located far from each other, then this method will only segment certain areas.

Matched MeSH terms: Magnetic Resonance Spectroscopy
Sintesis sebatian hidroksi-eter minyak sawit olein

Darfizzi Derawi, Jumat Salimon

Sains Malaysiana, 2016;45:817-823.

Sebatian hidroksi-eter-POo
(80% hasil) disintesis melalui pembukaan gelang oksirana minyak sawit olein terepoksida
(EPOo
) secara alkoholisis. Hasil optimum pembukaan gelang oksirana (99.2%) dicapai dengan menggunakan asid
sulfurik 3% v/bt pada suhu tindak balas yang tinggi (80o
C) selama 30 minit masa tindak balas. Spektrum resonan
magnetik nukleus-proton (1
H-NMR) hidroksi-eter-POo
telah menunjukkan kehadiran puncak proton pada karbon eter
(3.2, 3.5 ppm) dan proton pada kumpulan hidroksil (4.8 ppm). Spektrum resonan magnetik nukleus-karbon (13C-NMR)
hidroksi-eter-POo
telah menunjukkan kehadiran puncak karbon yang terikat dengan kumpulan hidroksil (75 ppm) dan
karbon pada karbonil kumpulan eter (72 ppm). Kelikatan kinematik hidroksi-eter-POo
adalah 234.4 cSt (40o
C) dan 28.1
cSt (100o
C) dengan indeks kelikatan 156.

Matched MeSH terms: Carbon-13 Magnetic Resonance Spectroscopy
Metabolomics-Guided Isolation of Anti-Trypanosomal Compounds from Endophytic Fungi of the Mangrove plant Avicennia Lanata

Mazlan NW, Tate R, Yusoff YM, Clements C, Edrada-Ebel R

Curr Med Chem, 2020;27(11):1815-1835.
PMID: 31272343 DOI: 10.2174/0929867326666190704130105

Endophytic fungi have been explored not just for their ecological functions but also for their secondary metabolites as a new source of these pharmacologically active natural products. Accordingly, many structurally unique and biologically active compounds have been obtained from the cultures of endophytic fungi. Fusarium sp. and Lasiodiplodia theobromae were isolated from the root and stem of the mangrove plant Avicennia lanata, respectively, collected from Terengganu, Malaysia. High-resolution mass spectrometry and NMR spectroscopy were used as metabolomics profiling tools to identify and optimize the production of bioactive secondary metabolites in both strains at different growth stages and culture media. The spectral data was processed by utilizing Mzmine 2, a quantitative expression analysis software and an in house MS-Excel macro coupled with the Dictionary of Natural Products databases for dereplication studies. The investigation for the potential bioactive metabolites from a 15-day rice culture of Fusarium sp. yielded four 1,4- naphthoquinone with naphthazarin structures (1-4). On the other hand, the endophytic fungus L. theobromae grown on the 15-day solid rice culture produced dihydroisocoumarins (5-8). All the isolated compounds (1-8) showed significant activity against Trypanosoma brucei brucei with MIC values of 0.32-12.5 µM. Preliminary cytotoxicity screening against normal prostate cells (PNT2A) was also performed. All compounds exhibited low cytotoxicity, with compounds 3 and 4 showing the lowest cytotoxicity of only 22.3% and 38.6% of the control values at 100 µg/mL, respectively. Structure elucidation of the isolated secondary metabolites was achieved using 2D-NMR and HRESI-MS as well as comparison with literature data.

Matched MeSH terms: Magnetic Resonance Spectroscopy
Structural and optical properties investigation on h-bonded 1d helical selfassembly of 1,1-dibenzyl-3-(2-bromobenzoyl)thiourea molecules for nonlinear optical application

Wun Fui Mark-Lee, Mohammad B. Kassim, Mohd Faizal Md Nasir

Sains Malaysiana, 2018;47:741-747.

A benzoylthiourea molecule namely 1,1-dibenzyl-3-(2-bromobenzoyl)thiourea (2BrBT) was synthesized and characterized
by C, H, N and S elemental, mass spectrometry and spectroscopic analyses (infrared, ultraviolet-visible and nuclear
magnetic resonance). The 2BrBT compound crystallized in a tetragonal system with the space group P43 and exhibits
an acentric crystalline packing due to the presence of intermolecular H-bonding network that forms a self-assembly
of 1D helical motif. The asymmetric delocalisation of electrons in the molecule retains its transparency throughout the
visible and near-infrared region and hence, essentially propagates the macroscopic helical motif in the solid state. The
highest-occupied and lowest-unoccupied molecular orbital (HOMO/LUMO) are mainly found on the thiourea moiety and
the benzoylthiourea fragment, respectively and shows an optical bandgap of 3.50 eV. The influence of its geometrical
characteristics to the optical properties of 2BrBT is established and discussed in view of nonlinear optical (NLO)
application.

Matched MeSH terms: Magnetic Resonance Spectroscopy
Cerebrospinal Fluid Amyloid Beta, Tau Levels, Apolipoprotein, and 1H-MRS Brain Metabolites in Alzheimer's Disease: A Systematic Review

Piersson AD, Mohamad M, Rajab F, Suppiah S

Acad Radiol, 2021 10;28(10):1447-1463.
PMID: 32651050 DOI: 10.1016/j.acra.2020.06.006

BACKGROUND: There is compelling evidence that neurochemical changes measured by proton magnetic resonance spectroscopy (1H-MRS) occur at different phases of Alzheimer's disease (AD). However, the extent to which these neurochemical changes are associated with validated AD biomarkers and/or apolipoprotein (APOE) ε4 is yet to be established.
OBJECTIVE: This systematic review analyzed the available evidence on (1) neurochemical changes; and (2) the relations between brain metabolite and validated cerebrospinal fluid biomarkers, and/or APOE in AD.
METHODS: PubMed, Cochrane, Scopus, and gray literature were systematically screened for studies deemed fit for the purpose of the current systematic review.
RESULTS: Twenty four articles met the inclusion criteria. Decreased levels of N-acetyl aspartate (NAA), NAA/(creatine) Cr, and NAA/(myo-inositol) ml, and increased ml, ml/Cr, Cho (choline)/Cr, and ml/NAA were found in the posterior cingulate cortex/precuneus. Increased ml is associated with increased tau levels, reduced NAA/Cr is associated with increased tau. ml/Cr is negatively correlated with Aβ42, and ml/Cr is positively correlated with t-tau. NAA and glutathione levels are reduced in APOE ε4 carriers. APOE ε4 exerts no modulatory effect on NAA/Cr. There is interaction between APOE ε4, Aβ42, and ml/Cr.
CONCLUSION: NAA, ml, NAA/Cr, NAA/ml and ml/Cr may be potentially useful biomarkers that may highlight functional changes in the clinical stages of AD. The combinations of ml and tau, NAA/Cr and Aβ42, and NAA/Cr and tau may support the diagnostic process of differentiating MCI/AD from healthy individuals. Large, longitudinal studies are required to clarify the effect of APOE ε4 on brain metabolites.

Matched MeSH terms: Proton Magnetic Resonance Spectroscopy
Fulltext Walsogynes H-O from Walsura chrysogyne

Nugroho AE, Nakajima S, Wong CP, Hirasawa Y, Kaneda T, Shirota O, et al.

J Nat Med, 2022 Jan;76(1):94-101.
PMID: 34351584 DOI: 10.1007/s11418-021-01556-4

Eight new limonoids, walsogynes H-O (1-8) were isolated from the barks of Walsura chrysogyne, and their structures were determined on the basis of the 1D and 2D NMR data. Walsogynes H-M (1-6) and O (8) were concluded to be 11,12-seco limonoids with a dodecahydro-1H-naphtho[1,8-bc:3,4-c']difuran skeleton, and walsogyne N (7) to be 11,12-seco limonoid sharing a unique dodecahydronaphtho[1,8-bc:5,4-b'c']difuran skeleton. Walsogynes H-O (1-8) exhibited potent antimalarial activity against Plasmodium falciparum 3D7 strain with IC50 value of 2.5, 2.6, 1.6, 2.5, 1.5, 2.6, 2.1, and 1.1 µM, respectively.

Matched MeSH terms: Magnetic Resonance Spectroscopy

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