scholarly journals Repellent and Feeding Deterrent Activities of Butanolides and Lignans Isolated from Cinnamomum camphora against Tribolium castaneum

2020 ◽  
Vol 2020 ◽  
pp. 1-7
Author(s):  
Yang Wang ◽  
Li-Ting Zhang ◽  
Di Zhang ◽  
Shan-Shan Guo ◽  
Chao Xi ◽  
...  
Keyword(s):  
Tribolium Castaneum ◽  
Spectroscopic Data ◽  
Stem Bark ◽  
Feeding Deterrent ◽  
Cinnamomum Camphora ◽  
Feeding Deterrence ◽  
Comprehensive Utilization ◽  
Low Concentrations ◽  
First Time ◽  
Deterrent Activity

Three lignans (1–3) and three butanolides (4–6) were isolated from the lipophilic extract of the Cinnamomum camphora stem bark. The six compounds were identified as (-)-sesamin (1), 9α-hydroxysesamin (2), 9β-hydroxysesamin (3), obtusilactone A (4), isoobtusilactone A (IOA, 5), and isomahubanolide (6) from their spectroscopic data. Four (1, 2 and 5, 6) of them were evaluated for their repellent and feeding deterrent activities against Tribolium castaneum. In this work, the three butanolides (4–6) were confirmed to exist in C. camphora for the first time. Results of bioassays indicated that (-)-sesamin (1), IOA (5), and isomahubanolide (6) displayed certain repellent activities against T. castaneum at 78.63, 15.73, and 3.15 μg/cm2 at 2 h after exposure. Among the three compounds, (-)-sesamin (1) and IOA (5) exerted stronger effects and maintained longer duration of repellency. Furthermore, IOA (5) and isomahubanolide (6) showed good feeding deterrent activity against T. castaneum. IOA (5) was still potently active at low concentrations with the feeding deterrence index (FDI) ranging from 42.85% to 50.66% at 15–1500 ppm. This work provides some evidence for explaining antiinsect properties of the nonvolatile fraction of the C. camphora stem bark and helps promote the development and comprehensive utilization of this tree species.

scholarly journals Structure Elucidation of an Pentacyclic Triterpenoid and Phenolic from Steam Bark of Vitex Pubescens Vahl

2019 ◽  
Vol 1 (1) ◽  
pp. 68-74
Author(s):  
Lenny Anwar
Keyword(s):  
1H Nmr ◽  
13C Nmr ◽  
Betulinic Acid ◽  
Spectroscopic Data ◽  
Structure Elucidation ◽  
Stem Bark ◽  
Hydroxybenzoic Acid ◽  
Pentacyclic Triterpenoid ◽  
Reported Data ◽  
First Time

Pentacyclic triterpenoid, betulinic acid (1) and phenolic, p-hydroxybenzoic acid (2), had been isolated for the first time from the stem bark of Vitex pubescens Vahl. The structure of compounds 1 and 2 was determined based on the interpretation of spectroscopic data including UV, IR, NMR (1H-NMR, 13C-NMR, HMQC, HMBC, COSY) and MS, as well as by comparison with those reported data.

scholarly journals DIPRENYLATED XANTHONE FROM THE STEM BARK OF KANDIS GAJAH (Garcinia griffithii)

2010 ◽  
Vol 8 (1) ◽  
pp. 97-100
Author(s):  
Elfita Elfita ◽  
Supriyatna Supriyatna ◽  
Husen H. Bahti ◽  
Dachriyanus Dachriyanus
Keyword(s):  
1H Nmr ◽  
13C Nmr ◽  
Spectroscopic Data ◽  
Stem Bark ◽  
First Time

A diprenylated xanthone, 1,5-dihydroxy-3-methoxy-4,7-diprenylxanthone (1) had been isolated the first time from the dichloromethane extract of the stem bark of Garcinia griffithii, together with 1,7-dihydroxyxanthone (2) and polyisoprenylated benzophenone, guttiferone I (3). The structure of these compounds were determined on the basis of spectroscopic data including UV, IR,  1H NMR, 13C NMR, HMQC, HMBC and COSY.   Keywords: diprenylated xanthone, 1,5-dihydroxy-3-methoxy-4,7-diprenylxanthone, Garcinia griffithii

scholarly journals Bacteria: A novel source for potent mosquito feeding-deterrents

2019 ◽  
Vol 5 (1) ◽  
pp. eaau6141 ◽  
Author(s):  
Mayur K. Kajla ◽  
Gregory A. Barrett-Wilt ◽  
Susan M. Paskewitz
Keyword(s):  
Culex Pipiens ◽  
Feeding Deterrents ◽  
Feeding Deterrent ◽  
Low Molecular Weight ◽  
Feeding Deterrence ◽  
Mosquito Repellents ◽  
Novel Applications ◽  
Deterrent Activity ◽  
Better Than

Antibiotic and insecticidal bioactivities of the extracellular secondary metabolites produced by entomopathogenic bacteria belonging to genusXenorhabdushave been identified; however, their novel applications such as mosquito feeding-deterrence have not been reported. Here, we show that a mixture of compounds isolated fromXenorhabdus budapestensisin vitro cultures exhibits potent feeding-deterrent activity against three deadly mosquito vectors:Aedes aegypti,Anopheles gambiae, andCulex pipiens. We demonstrate that the deterrent active fraction isolated from replicate bacterial cultures is highly enriched in two compounds consistent with the previously described fabclavines, strongly suggesting that these are the molecular species responsible for feeding-deterrence. The mosquito feeding-deterrent activity in the putative fabclavine-rich fraction is comparable to or better than that ofN,N-diethyl-3-methylbenzamide (also known as DEET) or picaridin in side-by-side assays. These findings lay the groundwork for research into biologically derived, peptide-based, low–molecular weight compounds isolated from bacteria for exploitation as mosquito repellents and feeding-deterrents.

scholarly journals Antialactone: A New γ-Lactone from Antiaris Africana, and its Absolute Configuration Determined from TDDFT CD Calculations

2008 ◽  
Vol 3 (2) ◽  
pp. 1934578X0800300 ◽  
Author(s):  
Vouffo Bertin ◽  
Hidayat Hussain ◽  
Simeon F. Kouam ◽  
Etienne Dongo ◽  
Gennaro Pescitelli ◽  
...  
Keyword(s):  
Natural Product ◽  
Absolute Configuration ◽  
Betulinic Acid ◽  
Spectroscopic Data ◽  
Nmr Spectra ◽  
2D Nmr ◽  
Stem Bark ◽  
Cd Spectra ◽  
2D Nmr Spectra ◽  
First Time

Four compounds were isolated from the stem bark of Antiaris africana. One of them, a γ-lactone named antialactone (1a), is reported for the first time as a natural product. The structures were determined by comprehensive analyses of their 1D and 2D NMR spectra and EI MS data. The absolute configuration of antialactone acetate (1b) was established by TDDFT CD calculations and comparison with measured CD spectra. The remaining three known compounds were identified, by comparing their spectroscopic data with those reported in the literature, as lichenxanthone, β-sitosterol, and betulinic acid.

scholarly journals Bacteria: A novel source for potent mosquito feeding – deterrents

2018 ◽  
Author(s):  
Mayur K. Kajla ◽  
Gregory A. Barrett-Wilt ◽  
Susan M. Paskewitz
Keyword(s):  
Feeding Deterrents ◽  
Feeding Deterrent ◽  
Low Molecular Weight ◽  
Feeding Deterrence ◽  
Modified Peptides ◽  
Mosquito Repellents ◽  
Novel Applications ◽  
Deterrent Activity ◽  
Better Than

AbstractAntibiotic and insecticidal bioactivities of the extracellular secondary metabolites produced by entomopathogenic bacteria belonging to genus Xenorhabdus have been identified; however, their novel applications such as mosquito feeding-deterrence have not been reported. Here, we show that a mixture of compounds isolated from Xenorhabdus budapestensis in vitro cultures exhibits potent feeding-deterrent activity against three deadly mosquito vectors: Aedes aegypti, Anopheles gambiae and Culex pipiens. We further demonstrate that the deterrent-active fraction isolated from replicate bacterial cultures is consistently highly enriched in two modified peptides identical to the previously described fabclavines, strongly suggesting that these are molecular species responsible for feeding-deterrence. The mosquito feeding-deterrent activity in the fabclavines-rich fraction is comparable to or better than that of N, N-diethyl-3-methylbenzamide (also known as Deet) or picaridin in side-by-side assays. Our unique discovery lays the groundwork for research into biologically derived, peptide-based low molecular weight compounds isolated from bacteria for exploitation as mosquito repellents and feeding-deterrents.

scholarly journals Chemical Constituents of Supercritical Extracts from Alpinia officinarum and the Feeding Deterrent Activity against Tribolium castaneum

Molecules ◽  
2017 ◽  
Vol 22 (4) ◽  
pp. 647 ◽  
Author(s):  
Mintong Xin ◽  
Shanshan Guo ◽  
Wenjuan Zhang ◽  
Zhufeng Geng ◽  
Junyu Liang ◽  
...  
Keyword(s):  
Tribolium Castaneum ◽  
Chemical Constituents ◽  
Feeding Deterrent ◽  
Alpinia Officinarum ◽  
Deterrent Activity

scholarly journals Pentacyclic triterpenes and steroids from the stem bark of uchi (Sacoglottis uchi, Humiriaceae)

2013 ◽  
Vol 43 (4) ◽  
pp. 525-528 ◽  
Author(s):  
Viviane Gomes da Costa Abreu ◽  
Geone Maia Corrêa ◽  
Izandina Aparecida dos Santos Lagos ◽  
Roqueline Rodrigues Silva ◽  
Antônio F. de C. Alcântara
Keyword(s):  
Nmr Spectroscopy ◽  
Spectroscopic Data ◽  
Ethanol Extract ◽  
Stem Bark ◽  
Amazon Region ◽  
Pentacyclic Triterpene ◽  
Chromatographic Fractionation ◽  
Pentacyclic Triterpenes ◽  
Chemical Structures ◽  
First Time

The ethanol extract from stem bark of Sacoglottis uchi Huber (popularly known as “uchi” in the Amazon Region) was submitted to chromatographic fractionation. The dichloromethane fractions provided the pentacyclic triterpene 3-oxo-friedelin (1). The dichloromethane:methanol fractions provided the pentacyclic triterpenes pseudotaraxasterol (2), lupeol (3), a-amyrin (4), betulin (5), and methyl 2ß,3ß-dihydroxy-urs-12-en-28-oate (6) and a mixture of the steroids sitosterol (7) and stigmasterol (8). Their chemical structures were determined by NMR spectroscopy and comparison with spectroscopic data from the literature. All compounds are described for the first time in this species.

scholarly journals Antimicrobial Coumarins from the Stem Bark of Afraegle paniculata

2010 ◽  
Vol 5 (4) ◽  
pp. 1934578X1000500 ◽  
Author(s):  
Valerie Beatrice Tsassi ◽  
Hidayat Hussain ◽  
Bouberte Yemele Meffo ◽  
Simeon F. Kouam ◽  
Etienne Dongo ◽  
...  
Keyword(s):  
Natural Product ◽  
Dimethyl Ether ◽  
Spectroscopic Data ◽  
2D Nmr ◽  
Stem Bark

Eight compounds were isolated from the stem bark of the plant Afraegle paniculata. One of them, a dimethyl ether of S-trans-marmin (1), is reported as a new natural product. The structures were determined by comprehensive analyses of their 1D and 2D NMR spectroscopic and HREIMS data. The remaining seven known compounds, identified by comparing their spectroscopic data with those reported in the literature, were S-trans-marmin (2), psoralene (3), bergaptene (4), imperatorin (5), 2-(4-hydroxy-3,5-dimethoxyphenyl)-3-hydroxymethyl-2,3-dihydro-1,4,5-trioxaphenanthren-6-one (6), xanthoxyletin (7), and β-sitosterol glucopyranoside. Preliminary studies indicated that compounds 2, 3, 5, and 7 showed potent antibacterial, fungicidal, and algicidal properties, while 6 showed only moderate algicidal property.

Isolation and Structure Determination of a Heat Shock Protein Inducer, Asparagus-Derived Proline-Containing 3-Alkyldiketopiperazines (Asparaprolines), From a Standardized Extract of Asparagus officinalis Stem

2020 ◽  
Vol 15 (3) ◽  
pp. 1934578X2091468
Author(s):  
Shoichiro Inoue ◽  
Jun Takanari ◽  
Keima Abe ◽  
Ayako Nagayama ◽  
Yukinobu Ikeya ◽  
...  
Keyword(s):  
Heat Shock ◽  
Heat Shock Protein ◽  
Spectroscopic Data ◽  
Asparagus Officinalis ◽  
Hsp70 Mrna ◽  
Mrna Induction ◽  
Natural Amino Acids ◽  
First Time ◽  
Hsp70 Induction

ETAS® has been developed from the stems of Asparagus officinalis L. as a functional ingredient for nutraceuticals. ETAS possesses heat shock protein 70 (HSP70) induction activity and may contribute to maintenance and improvement of health. Here, 3 compounds (1, 2, 3) were isolated from ETAS. The structures of 1, 2, and 3 were deduced by HREIMS and NMR spectroscopic data, and the compounds were identified as cyclo(l-Phe-l-Pro), cyclo(l-Tyr-l-Pro), and cyclo(l-Leu-l-Pro), respectively. Each compound contained a diketopiperazine ring derived from proline with an alkyl group at C-3; thus, we termed them asparagus-derived proline-containing 3-alkyldiketopiperazines (Asparaprolines). In an HSP70 mRNA induction assay in HL-60 cells, Asparaprolines significantly enhanced the expression of HSP70 mRNA compared with a control. To our knowledge, these results demonstrate for the first time that proline-containing diketopiperazines derived from natural amino acids exhibit HSP70 mRNA induction activity.

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