The Crystal Structure of Hop-17(21)-en-3β-yl acetate of Pluchea pteropoda Hemsl. from Vietnam

Luger, Peter; Weber, Manuela; Dũng, Nguyên Xuân; Ngoc, Pham Hoang; Tuong, D.T.; Rang, D.D.

doi:10.1002/1521-4079(200003)35:3<355::aid-crat355>3.0.co;2-9

Cited by 6 publications

(6 citation statements)

References 4 publications

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“…Regarding these aspects, the invariom formalism is properly suited for further application not only in traditional medicine, which is frequently part of the public health system (Luger et al, 2000;Kingsford-Adaboh et al, 2001, but also as an affordable tool in general drug research.…”

Section: Tablementioning

confidence: 99%

How to easily replace the independent atom model – the example of bergenin, a potential anti-HIV agent of traditional Asian medicine

Dittrich

Weber

Kalinowski

et al. 2009

Acta Crystallogr Sect B

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Bergenin, which has been isolated from a variety of tropical plants, has several pharmacological applications in traditional Asian medicine. Its electron-density distribution was obtained from a room-temperature low-resolution X-ray data set measured with point detection making use of multipole populations from the invariom library. Two refinement models were considered. In a first step, positional parameters and ADPs were refined with fixed library multipoles (model E1). This model was suitable to be input into a second refinement of multipoles (model E2), which converged smoothly although based on Cu Kalpha room-temperature data. Quantitative results of a topological analysis of the electron density from both models were compared with Hartree-Fock and density-functional calculations. With respect to the independent atom model (IAM) more information can be extracted from invariom modelling, including the electrostatic potential and hydrogen-bond energies, which are highly useful, especially for biologically active compounds. The reliability of the applied invariom formalism was assessed by a comparison of bond-topological properties of sucrose, for which high-resolution multipole and invariom densities were available. Since a conventional X-ray diffraction experiment using basic equipment was combined with the easy-to-use invariom formalism, the procedure described here for bergenin illustrates how it can be routinely applied in pharmacological research.

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Section: Tablementioning

confidence: 99%

How to easily replace the independent atom model – the example of bergenin, a potential anti-HIV agent of traditional Asian medicine

Dittrich

Weber

Kalinowski

et al. 2009

Acta Crystallogr Sect B

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“…Hopen-3-ones, including hop-17(21)-and/or -22(29)-have been found in leaves of Euphorbia lathyris [69] in Maprounea guianensis from Brazil [70], in Gentianaceae family plants in China [71], in the Quercus species in Hong Kong [72,73], and in peatland topsoil in a French bog study [26]. The methyl ether derivative of the hopanoid -22(29)-has been isolated from the epicuticular waxes of a graminea -Chionochloa- [74] while its acetyl derivative has been isolated from a Vietnamese Asteraceae plant [30].…”

Section: Hopanoid Derivatives In the Peat Extractsmentioning

confidence: 99%

“…Among the few records of triterpenyl acetates in sediments, it can be mentioned those recorded in a peatland topsoil with an acetate group at C-3 and with oleanane, ursane, friedelane, and isobauerane skeleton [26], and their MeO counterparts that have been recorded in Gramineae [27] and in turf and related lake sediments [28,29]. Bauerenyl and hopenyl with an acetate group at C-3 have also been recorded in Asteraceae plants [30,31] and hopenyl and lupenyl acetates have been detected in large amounts in propolis extracted from beehives [32,33]. The present study focuses on the variation in concentrations of triterpenyl acetates in various peat profiles from the North of Spain with the aim of establishing the conditions under which natural acetylation might occur in Asturian Sphagnum peat environments.…”

Section: Introductionmentioning

confidence: 99%

Significance of the High Abundance of Pentacyclic Triterpenyl and Hopenyl Acetates in Sphagnum Peat Bogs from Northern Spain

et al. 2019

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Global warming is expected to increase the rate of CH4 emission from acidic peatlands leading to an increased interest on its mechanisms of formation. The main routes are through the reduction of CO2 by molecular hydrogen and through the cleavage of acetate. A predominance of the former, a reaction which also competes with homoacetogenesis to form acetate, may enrich the media in acetate, which could potentially be incorporated in the peat molecular markers. Acetates of triterpenoid biomarkers have been identified in peats and lake sediments and related to the input of higher plants. Nevertheless, the acetyl derivatives are found in very low amounts in fresh plants and in much lower amount than other derivatives with alcohol or ketone functional groups. The dichloromethane/methanol extracts of Asturian peat bog profiles (North Spain) were analyzed using gas chromatography/mass spectrometry (GC/MS) and compound-specific-isotope-analysis (CSIA). They show abundance of acetates of compounds with oleanane, ursane, and lupane skeletons derived from higher plants and with hopane skeleton, which can be considered a characteristic of these peats. Two families of 3-oxyhopenyl acetates with -17(21)- and -22(29)- configurations were detected in the upper part of the peat profiles, having a δ13C isotopic composition enriched by 4‰ compared with that of higher plant triterpenoids, and similar to that of microorganism-derived regular hopanoids. Both the acetate and ketone derivatives with the oxygenated functionality at C-3 were generally present in a given extract and tended to accumulate at certain depth in the profiles and in specific levels. The widespread occurrence of acetyl-derivatives, their higher concentration in the deeper layers of the peat, the fact that the acetates correspond to different compound families of diverse source and the very low amount of acetates identified in Ericaceae-contributing to the peat compared to the alcohols suggest that they were formed in the peat under particularly favorable environmental conditions. We postulate that these conditions could have been the existence of a medium enriched in acetic acid produced by the dominance of hydrogenotrophic methanogenesis and/or homoacetogenesis over acetoclastic methanogenesis. This phenomenon that has been preferentially described in Sphagnum bogs at high latitudes, and in the deeper layers of peat, appears to be also present in the temperate peats of the Asturian coast.

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“…It has been found that methanol extracts from barks and leaves of P. pteropoda showed certain antibacterial activity (Yuliani et al 2015). In Vietnam, P. pteropoda has long been used as a folk medicinal herb, often used to treat fevers (Luger et al 2000). So far, only the cp genome of P. indica has been reported in the genus Pluchea.…”

mentioning

confidence: 99%

“…In Vietnam, P. pteropoda has long been used as a folk medicinal herb, often used to treat fevers (Luger et al. 2000 ). So far, only the cp genome of P. indica has been reported in the genus Pluchea .…”

mentioning

confidence: 99%

The complete chloroplast genome of Pluchea pteropoda Hemsl, a mangrove associate plant

Liang

Xie

Liang

et al. 2021

Mitochondrial DNA Part B

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Pluchea pteropoda Hemsl is a mangrove associate plant of Asteraceae with medicinal properties such as anti-inflammation and fever-relieving. Here, our study presented the complete chloroplast (cp) genome of Pluchea pteropoda Hemsl. The cp genome of P. pteropoda was 152,300 bp in length, including a large single copy (LSC) region of 84,127 bp, a small single copy (SSC) region of 18,093 bp and a pair of inverted repeats (IR) regions of 25,040 bp. A total of 111 unique genes were found, comprising 79 protein-coding genes, 28 tRNA genes, and 4 rRNA genes. The GC content of the cp genome was 37.5%. Phylogenetic analysis suggested that P. pteropoda nested in Pluchea clade, which was closely related to Ageratina adenophora and Senecio scandens. The work provides beneficial data for following researches on the genetic variation, species delimitation, phylogeny and classification of Pluchea genus.

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The Crystal Structure of Hop-17(21)-en-3β-yl acetate of Pluchea pteropoda Hemsl. from Vietnam

Cited by 6 publications

References 4 publications

How to easily replace the independent atom model – the example of bergenin, a potential anti-HIV agent of traditional Asian medicine

How to easily replace the independent atom model – the example of bergenin, a potential anti-HIV agent of traditional Asian medicine

Significance of the High Abundance of Pentacyclic Triterpenyl and Hopenyl Acetates in Sphagnum Peat Bogs from Northern Spain

The complete chloroplast genome of Pluchea pteropoda Hemsl, a mangrove associate plant

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