Germacrene D, a key intermediate of cadinene group compounds and bourbonenes

Yoshihara, Kazuo; Ohta, Yoshimoto; Sakai, Tsutomu; Hirose, Yoshio

doi:10.1016/s0040-4039(01)88136-3

Cited by 128 publications

(41 citation statements)

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“…7,13,14 The occurrence of distinct sesquiterpene synthases, each associated with a different mode of cyclisation of FPP, is not yet conclusive and it has been suggested that a certain degree of freedom in the process of ring closure might be responsible for the formation of multiple end-products. 15 However, the essential oil from C. saligna exhibited a significant predominance of sesquiterpenes deriving from C1-C10 cyclisation and this may be indicative of the occurrence of a specific sesquiterpene synthase within this species.…”

Section: Resultsmentioning

confidence: 99%

Essential oils from leaves of cryptocarya spp from the atlantic rain forest

Telascrea¹,

Araújo²,

Cavalheiro³

et al. 2008

Quím. Nova

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Recebido em 11/12/06; aceito em 6/9/07; publicado na web em 10/3/08The essential oils from leaves of four Cryptocarya spp endemic in the Brazilian Atlantic rain forest were obtained by hydrodistillation and shown by GC-MS analysis to contain mono and sesquiterpenes. The major components of the oil of Cryptocarya moschata were linalool (34.3%), α-terpinene (17.0%), γ-terpinene (10.4%), 1,8-cineole (5.8%) and trans-ocimene (4.8%), whilst those of C. botelhensis were α-pinene (22.7%), β-pinene (9.2%), trans-verbenol (8.4%), trans-pinocarveol (5.5%) and myrtenal (5.4%). The principal compounds of C. mandioccana oil were β-caryophyllene (13.8%), spathulenol (10.2%), caryophyllene oxide (7.8%), δ-cadinene (6.9%) and bicyclogermacrene (6.4%), whilst those of C. saligna were germacrene D (15.5%), bicyclogermacrene (13.8%), spathulenol (11.8%) and germacrene B (5.7%).

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Section: Resultsmentioning

confidence: 99%

Essential oils from leaves of cryptocarya spp from the atlantic rain forest

Telascrea¹,

Araújo²,

Cavalheiro³

et al. 2008

Quím. Nova

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“…IB. By silica gel column chromatography, the unreacted hydrocarbons were recovered with n-hexane from this mixture and 10 g of crude 1 was obtained by eluting with n-hexane-ether (97: 3).…”

Section: Preparationmentioning

confidence: 99%

Synthesis and Distribution of (─)-Mintsulfide, a Novel Sulfur-containing Sesquiterpene

Takahashi

Muraki

Yoshida

1981

Agricultural and Biological Chemistry

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“…It is generally observed that essential oils containing large concentrations of the sesquiterpene germacrene D are typically accompanied by cadinane and muurolane sesquiterpenoids [16][17][18][19][20][21][22] and germacrene-D has been suggested to serve as biogenetic precursor to a number of different sesquiterpenoid skeletons [16,23,24]. Bülow and König have demonstrated that germacrene-D readily undergoes acid-catalyzed cyclization to give cadinane, muurolane, and amorphane sesquiterpenes [16,25].…”

Section: Discussionmentioning

confidence: 99%

Chemical compositions of the essential oil and calculation the biophysicochemical coefficients of the components of Hymenocrater longiflorus Benth. of Iran

Maroofi¹,

Changizi²,

Shoushtari³

et al. 2011

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The volatile constituents of the essential oil of Hymenocrater longiflorus Benth. growing wild in Kurdistan-Iran were investigated using the GC and GC/MS techniques. Fifteen compounds, representing twenty (97.03%) of the total oil were identified. The main components were: α-Pinene (22.47%), β-Caryophyllene (18.05%), β-Eudesmol (14.92%), α-Copaene (9.84%), γ-Elemene (6.79%), δ-Cadine-ne (6.13%), (-)Bornyl acetate (5.61%), α-Amorphene (3.84%), α-Fenchyl acetate (2.35%) and β-Pinene (2.07%). Some of the physicochemical properties like the logarithm of calculated Octanol-Water partitioning coefficients (log K ow ) , total biodegradation and (TB d in mol/h and gr./h), water solubility (S w , mg.L -1 at 25ºC) and median lethal concentration 50 (LC 50 ) were calculated for the 15 components of Hymenocrater longiflorus Benth.

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Germacrene D, a key intermediate of cadinene group compounds and bourbonenes

Cited by 128 publications

References 1 publication

Essential oils from leaves of cryptocarya spp from the atlantic rain forest

Essential oils from leaves of cryptocarya spp from the atlantic rain forest

Synthesis and Distribution of (─)-Mintsulfide, a Novel Sulfur-containing Sesquiterpene

Chemical compositions of the essential oil and calculation the biophysicochemical coefficients of the components of Hymenocrater longiflorus Benth. of Iran

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