• Title/Summary/Keyword: patchouli alcohol

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Isolation and Quantitative Determination of Patchouli alcohol from Pogostemon cablin Benth. (광곽향(Pogostemon cablin Benth.)으로부터 Patchouli alchol의 분리 및 함량분석)

  • Kim, Ju-Sun;Chi, Hyung-Joon;Won, Do-Hee;Kang, Sam-Sik
    • Korean Journal of Pharmacognosy
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    • v.29 no.1
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    • pp.18-21
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    • 1998
  • A method for isolation and quantitative determination of patchouli alcohol from Pogostemonis Herba (Pogostemon cablin) has been developed. Isolation of patchouli alcohol was achieved by column chromatography employing the normal-phase gradient separation system n-hexane-ether on silica gel column. The GC method for quantitative determination of patchouli alcohol provided a method for standardization of the raw drug. It suggested that the average content of patchouli alcohol in Pogostemonis Herba is about 0.26%.

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Pyrolysis products of Patchouli oil (광곽향(patchouli) oil의 열분해 생성물 분석)

  • 이재곤;장희진;이영택;곽재진
    • Journal of the Korean Society of Tobacco Science
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    • v.24 no.2
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    • pp.101-106
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    • 2002
  • This study was conducted to investigate the pyrolysis products of patchouli oil by Curie-Point pyrolysis. The pyrolysis of patchouli oil was performed at the temperature of 16$0^{\circ}C$, 42$0^{\circ}C$, $650^{\circ}C$, 76$0^{\circ}C$, and 92$0^{\circ}C$ by Curie-Point Pyrolyzer. The pyrolysis products were analyzed by gas chromatography(GC) and mass selective detector(MSD). Total 21 components were identified in the pyrolyzates of patchouli oil. The temperature for maximum formation of most of these compounds was in the range of 76$0^{\circ}C$~92$0^{\circ}C$. The major components were $\beta$-patchoulene, $\alpha$-guaiene, $\beta$-caryophyllene, $\alpha$-patchoulene, seychellene, $\delta$-guaiene, and patchouli alcohol. The numbers of the pyrolyzed products of patchouli oil were increased by increasing temperature, however, the yields of major components such as patchoulene, guaiene, seychellene and patchouli alcohol decreased as the temperature of pyrolysis was raised to 92$0^{\circ}C$, the highest temperature in this experiment. The optimum temperature for formation of the pyrolysis products such as styrene, indane and naphthalene was at 92$0^{\circ}C$.

𝛽-Patchoulene: Conversion from Patchouli Alcohol by Acid Catalysts and its In silico Anti-inflammatory Study

  • Firdaus, Firdaus;Soekamto, Nunuk Hariani;Firdausiah, Syadza;Rasyid, Herlina;Rifai, Akhmad
    • Natural Product Sciences
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    • v.27 no.3
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    • pp.208-215
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    • 2021
  • 𝛽-Patchoulene (𝛽-PAE) is a tricyclic sesquiterpene which performed many potential bioactivities and can be found in patchouli oil but in very low concentration. This study aimed to obtained 𝛽-PAE in high concentration by conversion of patchouli alcohol (PA) in patchouli oil under acid catalyzed reaction. Patchouli oil was fractinated by vacuum distillation at 96 kPa to get the fraction with the highest PA content. H2SO4 and ZnCl2 were used respectively as homogeneous and heterogeneous acid catalysts in the conversion reaction of the selected fraction. Patchouli oil, the fractions and the products were analysed by using GC-MS and FTIR instruments. Moreover, the interaction of 𝛽-PAE to COX-2 protein was studied to understand the antiinflammation activity of 𝛽-PAE. The results showed that patchouli oil contains 25.3% of PA. The selected fraction which has the highest PA content (70.3%) was distilled at 151 - 152 ℃. The application of ZnCl2 catalyst in conversion reaction did not succeed. In contrast, H2SO4 as a catalyst in acetic acid solvent succeeded in converting the overall fraction of PA to 𝛽-PAE. Furthermore, the molecular docking study of 𝛽-PAE against COX-2 enzyme showed van der Waals and alkyl-alkyl stacking interactions on ten amino acid residues.

The Inhibitory Effects of Pogostemon cablin Bentham Extract on Melanogenesis (광곽향 추출물의 멜라닌 생성 저해 효과)

  • Bae, Seong-Yun;Lee, Eung-Ji;Son, Rak-Ho;Lee, Yong-Hwa
    • Journal of the Society of Cosmetic Scientists of Korea
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    • v.35 no.1
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    • pp.33-39
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    • 2009
  • To develop a new natural whitening agent for cosmetics, we investigated the inhibitory effects of Pogostemon cablin Bentham extracts (PCE) and its active component on melanogenesis. PCE showed ROS scavenging activities in 1,1-diphenyl-2-picrylhydrazyl (DPPH) radical and xanthine/xanthine oxidase system with the $IC_{50}$ values of $24.2{\pm}2.85{\mu}g/mL$ and $IC_{50}=118{\pm}0.43{\mu}g/mL$, respectively. PCE reduced melanin contents of B16 melanoma cells in a dose-dependant manner and decreased to about 23 % at a concentration of $20{\mu}g/mL$ without cell cytotoxicity (below $100{\mu}g/mL$). And the PCE reduced intracellular tyrosinase activity about 18 % at concentration of $50{\mu}g/mL$. We purified one active compound from PCE and identified its structure. It was identified as patchouli alcohol, sesquiterpene family, by 1H-NMR, $13_C$-NMR, and Mass analysis. Patchouli alcohol also inhibited ROS scavenging activities in DPPH radical and xanthine/xanthine oxidase system with the $IC_{50}$ values of $3.14{\pm}0.12{\mu}g/mL$ and $49{\pm}3.24{\mu}g/mL$, respectively. Patchouli alcohol inhibited melanin synthesis in a dose dependent manner ($IC_{50}=3.9{\mu}g/mL$). And the patchouli alcohol reduced intracellular tyrosinase activity about 40 % at concentration of $10{\mu}g/mL$. Patchouli alcohol inhibited tyrosinase and TRP-2 expression at protein level. These results suggest that PCE and patchouli alcohol reduced melanin formation by the inhibited of tyrosinase activity and expression in B16 melanoma cells. Therefore, we suggest that PCE could be used as a useful whitening agent.

A Preliminary Study of Patchouli Oil Extraction by Microwave Air-Hydrodistillation Method

  • Kusuma, Heri Septya;Altway, Ali;Mahfud, Mahfud
    • Korean Chemical Engineering Research
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    • v.55 no.4
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    • pp.510-513
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    • 2017
  • Patchouli oil extraction in general is still using conventional methods that require a long time of extraction. It is therefore necessary to develop extraction methods to obtain patchouli oil with optimum yield and quality. One of the new methods, which has been successfully developed, is microwave hydrodistillation (MHD). In addition to optimizing the extraction process of patchouli oil, this study also used microwave air-hydrodistillation (MAHD). Based on the research results, extraction using MAHD method can produce higher yield of patchouli oil when compared using MHD method. Also, based on the results of the analysis by GC-MS, extraction using MAHD method can produce quality of patchouli oil that is almost the same when compared using MHD method. This is supported by the results of the analysis by GC-MS, which showed that the content of patchouli alcohol is the main component of patchouli oil, and is almost the same for patchouli oil extracted using MHD method (26.32%) and MAHD method (25.23%).

Acaricidal and antibacterial toxicities of Valeriana officinalis oils obtained by steam distillation extraction (수증기 증류 추출법에 의해 얻어진 미국산 길초근 정유의 살비효과 및 항균효과)

  • Choi, Seon-A;Lee, Hoi-Seon
    • Journal of Applied Biological Chemistry
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    • v.62 no.1
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    • pp.19-23
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    • 2019
  • The chemical compositions of the essential oil of Valeriana officinalis roots obtained by steam distillation method were analyzed by GC-MS. The 16 constituents were identified in the V. officinalis oil, and the most abundant compounds were patchouli alcohol (18.69%) and ${\beta}$-gurjunene (15.26%). Acaricidal effects of the V. officinalis oil were evaluated against Tyrophagus putrescentiae, Haemaphysalis longicornis larva and H. longicornis nymph by contact bioassay. The $LD_{50}$ values against T. putrescentiae, H. longicornis larva and H. longicornis nymph were 28.01, 178.26 and $207.98{\mu}g/cm^2$, respectively. Agar disc diffusion bioassay showed the antibacterial activity of the V. officinalis oil against foodborne pathogens, especially L. monocytogenes. These results showed that the essential oil of V. officinalis roots derived from USA has a potential for development as acaricide and antimicrobial.

Anti-Termite Activity of Azadirachta excelsa Seed Kernel and Its Isolated Compound against Coptotermes curvignathus

  • Morina ADFA;Khafit WIRADIMAFAN;Ricky Febri PRATAMA;Angga SANJAYA;Deni Agus TRIAWAN;Salprima YUDHA S.;Masayuki NINOMIYA;Mohamad RAFI;Mamoru KOKETSU
    • Journal of the Korean Wood Science and Technology
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    • v.51 no.3
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    • pp.157-172
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    • 2023
  • Azadirachta excelsa, is a plant belonging to the same genus as Indian neem (Azadirachta indica), and its use as a pesticide is reported by few studies. Despite being a different species, it is expected to have the same biopesticide potential as A. indica. Therefore, this study aims to investigate the anti-termite activity of n-hexane and methanol extracts of A. excelsa seed kernel at various concentrations against Coptotermes curvignathus. The methanol extract demonstrated greater termicidal activity than n-hexane at doses test of 2%, 4%, and 8%. It also showed 100% termite mortality on the third day of administering the 8% dose. According to the gas chromatography with mass spectrometry data, the putative main components of the n-hexane extract were hexadecanoic acid, ethyl ester (18.99%), 9,12-octadecadienoic acid (Z,Z)- (16.31%), and 9-octadecenal (16.23%). In contrast, the principal constituents of methanol extract were patchouli alcohol (28.1%), delta-guaiene (15.15%), and alpha-guaiene (11.93%). Furthermore, limonoids profiling of A. excelsa methanol extract was determined using Ultrahigh-performance liquid chromatography coupled with quadrupole-Orbitrap high-resolution mass spectrometry. The number of limonoids identified tentatively was fifteen, such as 6-deacetylnimbin, nimbolidin C, nimbolide, 6-acetylnimbandiol, 6-deacetyl-nimbinene, salannol, 28-deoxonimbolide, gedunin, nimbandiol, epoxyazadiradione, azadirone, 2',3'-dihydrosalannin, marrangin, nimbocinol, and azadirachtin. They were the same as those reported in the seed and leaves of A. indica, but its largest component in A. excelsa was 6-deacetylnimbin. As a result, the presence of these compounds may be responsible for the anti-termite activity of A. excelsa seed kernel extract. Additionally, column chromatography of methanol extract yielded 6-deacetylnimbin, which was found to be antifeedant and termiticide against C. curvignathus.