<sup>13</sup>C-nmr Study of Cedrol, 6-Isocedrol, and α-Cedrene

Joseph‐Nathan, Pedro; Santillán, Rosa; Gutiérrez, Alicia Beatriz

doi:10.1021/np50036a003

Cited by 36 publications

(19 citation statements)

References 17 publications

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“…: ±77.5, c 1.0 CHCl 3 ) [5]. FH2 (fraction 5, 1900 mg) was made up of a mixture of 4, a-duprezianene (5) [1] and thujopsene (6) [6], the major compound being 4.…”

mentioning

confidence: 99%

Antimicrobial Activity of Sesquiterpenes from the Essential Oil ofJuniperus thuriferaWood

Barrero

Moral²,

Lara³

et al. 2005

Planta med

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Chemical analysis of the essential oil of Juniperus thurifera wood led to the identification of fifty-eight sesquiterpene compounds, of which twenty-eight have been isolated, two of them being new natural cedrane derivatives (1 and 2). Their structures were established on the basis of 1D NMR and 2D NMR spectra. The antimicrobial activities of different pure compounds of this oil were tested against nine microorganisms (Gram-positive and Gram-negative bacteria, and yeasts). Seven of the tested compounds exhibited a relevant activity, with the known alpha- and beta-cedrenes and sesquithuriferol showing minimum inhibitory concentrations of 3.06 microg/mL against Bacillus subtilis and Proteus sp.

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“…: ±77.5, c 1.0 CHCl 3 ) [5]. FH2 (fraction 5, 1900 mg) was made up of a mixture of 4, a-duprezianene (5) [1] and thujopsene (6) [6], the major compound being 4.…”

mentioning

confidence: 99%

Antimicrobial Activity of Sesquiterpenes from the Essential Oil ofJuniperus thuriferaWood

Barrero

Moral²,

Lara³

et al. 2005

Planta med

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“…Based on the results of combined spectroscopic analyses and comparison of spectral data with those of known compounds, the metabolites were identified to be thujopsene (1), cuparene (2) (Ito et al, 1965), β-costal (3), α-costal (4), (−)-elema-1,3,11(13)-trien-12-ol (5) (Maurer and Grieder, 1977), thujopsen-12-ol (6) (Fang et al, 1996), widdrol (7) (Enzell, 1962), α,β,γ-costol (8, mixtures) (Maurer and Grieder, 1977), cedrol (9) (Joseph-Nathan et al, 1984), γ-cuparenol (10) (Ito et al, 1965), chamigrenol (11) (Ohta and Hirose, 1968), β-thujaplicin (12), citronellic acid (13) (Nozoe et al, 1951), unknown (14, mixture of epimers at C-10), and carvacrol (15) (Nozoe et al, 1951). The spectroscopic data of these compounds, except 14, were in good agreement with those reported previously (Fig.…”

Section: Isolation and Structure Identification Of T Dolabrata Essenmentioning

confidence: 99%

In vitro Na+/K+-ATPase inhibitory activity and antimicrobial activity of sesquiterpenes isolated from Thujopsis dolabrata

Yang

Park

et al. 2011

Arch. Pharm. Res.

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A series of sesquiterpenes and hinokitiol-related compounds (1-15) was isolated from the essential oil of Thujopsis dolabrata Sieb. et Zucc. var. hondai Makino, and their structures were determined by combined spectroscopic analyses. The inhibitory effects of these compounds on microbial cell growth and Na(+)/K(+)-ATPase were evaluated in vitro. It was found that (-)-elema-1,3,11(13)-trien-12-ol (5), α,β,γ-costol (8), and chamigrenol (11) inhibit the activities of Na(+)/K(+)-ATPase, with IC(50) values of 11.2 ± 0.11, 12.2 ± 0.09, and 15.9 ± 0.54 μg/mL, respectively. Thujopsene (1), cedrol (9), γ-cuparenol (10), and chamigrenol (11) showed potent antibacterial activity, with MIC values in the range of 25-50 μg/mL, and β-thujaplicin (12) exhibited a broad spectrum of antibacterial and antifungal activity. These results indicate that these isolated compounds are promising candidates for the development of potent Na(+)/K(+) ATPase inhibitors and antimicrobial agents.

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“…Cedrol is the major olfactory component of cedarwood oil (Joseph-Nathan et al, 1984). Kagawa et al (2003) have shown that upon inhalation of cedrol Wistar rats show significant decrease in motor activity suggesting a sedative effect of cedrol.…”

Section: Pharmacological Properties Of Detected Smoke Constituentsmentioning

confidence: 99%

Chemical analysis of incense smokes used in Shaxi, Southwest China: A novel methodological approach in ethnobotany

Staub¹,

Schiestl²,

Leonti³

et al. 2011

Journal of Ethnopharmacology

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¹³C-nmr Study of Cedrol, 6-Isocedrol, and α-Cedrene

Cited by 36 publications

References 17 publications

Antimicrobial Activity of Sesquiterpenes from the Essential Oil ofJuniperus thuriferaWood

Antimicrobial Activity of Sesquiterpenes from the Essential Oil ofJuniperus thuriferaWood

In vitro Na+/K+-ATPase inhibitory activity and antimicrobial activity of sesquiterpenes isolated from Thujopsis dolabrata

Chemical analysis of incense smokes used in Shaxi, Southwest China: A novel methodological approach in ethnobotany

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13C-nmr Study of Cedrol, 6-Isocedrol, and α-Cedrene

Cited by 36 publications

References 17 publications

Antimicrobial Activity of Sesquiterpenes from the Essential Oil ofJuniperus thuriferaWood

Antimicrobial Activity of Sesquiterpenes from the Essential Oil ofJuniperus thuriferaWood

In vitro Na+/K+-ATPase inhibitory activity and antimicrobial activity of sesquiterpenes isolated from Thujopsis dolabrata

Chemical analysis of incense smokes used in Shaxi, Southwest China: A novel methodological approach in ethnobotany

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¹³C-nmr Study of Cedrol, 6-Isocedrol, and α-Cedrene