General Information of Natural Product (ID: NP0092)
  Natural Product Name
Alpha-Gurjunene
  Synonyms
alpha-Gurjunene; (-)-alpha-Gurjunene; 489-40-7; (1aR,4R,4aR,7bS)-1,1,4,7-tetramethyl-1a,2,3,4,4a,5,6,7b-octahydro-1H-cyclopropa[e]azulene; alpha-Grujunene; Gurjunene-alpha; DTXSID0052126; CHEBI:61699; ZINC59200506; C19734; Q27131296; (1aR,4R,4aR,7bS)-1,1,4,7-tetramethyl-1a,2,3,4,4a,5,6,7b-octahydrocyclopropa[e]azulene
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  Formula C15H24
  Weight 204.35
  Structure Could Not Find 2D Structure
3D Structure Download 2D Structure Download
  InChI InChI=1S/C15H24/c1-9-6-8-12-14(15(12,3)4)13-10(2)5-7-11(9)13/h9,11-12,14H,5-8H2,1-4H3/t9-,11-,12-,14-/m1/s1
  InChI Key SPCXZDDGSGTVAW-XIDUGBJDSA-N
  Isomeric SMILES C[C@@H]1CC[C@@H]2[C@@H](C2(C)C)C3=C(CC[C@H]13)C
  Canonical SMILES CC1CCC2C(C2(C)C)C3=C(CCC13)C
  External Links PubChem ID 15560276
CAS ID 489-40-7

 The Content Variation of Natural Product Induced by Different Factor(s)
      Species Name: Cunila angustifolia
  Factor Name: Seasonal Variation [1]
              Species Info Factor Info
               Experiment Detail
The leaves of Cunila angustifolia which were collected in the Santa Catarina state, Brazil in October (2001), January (2002), April (2002) and July (2002).
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               Factor Function
The oxygenated compounds were found with high concentration (winter- 77.0%, spring- 84.1%, summer- 82.2% and autumn76.2%). Seasons with low temperature showed increasing in the concentration non-oxygenated compounds (winter- 18.6%, spring- 13.6%, summer- 10.2% and autumn- 19.2%). There is little variation in the main component (pulegone) of the oil on different seasons. The spring oil showed a high concentration this monoterpene (72.3%). The other season's oils showed increasing amounts in the concentration of isomenthone and neomenthol. Winter and autumn oils showed a significant increase in the concentration of beta- caryophyllene and bicyclogermacrene.
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               Factor Part Location NP Content
 
Harvesting time: Spring
Leaves Brazil
NP Content: trace %
 
Harvesting time: Summer
Leaves Brazil
NP Content: trace %
 
Harvesting time: Autumn
Leaves Brazil
NP Content: trace %
 
Harvesting time: Winter
Leaves Brazil
NP Content: trace %
      Species Name: Eucalyptus camaldulensis
  Factor Name: Variety Comparison [2]
              Species Info Factor Info
               Experiment Detail
Fresh leaves of the E. camaldulensis varieties(var. mysore and var. Catharine) were collected from 12 mature trees growing in Agodi Gardens, Ibadan, Nigeria.
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               Factor Function
The quantitatively significant constituents in die leaf oil of the two E. camaldulensis varieties were beta-pinene (9.0-17.5%), 1,8-cineole (32.8-70.4%), (Z)-beta-ocimene (11.6%) and alpha-pinene (8.8%). Monoterpenoids also made up the bulk of the two volatile oils (89.0-95.7%).
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               Factor Part Location NP Content
 
Eucalyptus camaldulensis var. Catharine
Leaves Nigeria
NP Content: 0.2 %
 
Eucalyptus camaldulensis var. mysore
Leaves Nigeria
NP Content: 0.1 %
      Species Name: Helichrysum arenarium
  Factor Name: Locality Variation; Developmental Stage Variation [3]
              Species Info Factor Info
               Experiment Detail
The plant material was collected in eastern Lithuania (July-August, 2002). Numbers of growing localities of H. arenarium with yellow (Y) and orange (O) flowers were as follows: Svencionys district (Zalavas) and Ukmerge district (Sventupe).
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               Factor Function
The 68 constituents identified comprised 73.8-90.7% of the total oil content. It was found that the principal constituents were: beta-caryophyllene (in three inflorescence and one leaf oil), delta-cadinene (in two leaf oils), octadecane (in one leaf oil) and heneicosane (in one inflorescence sample). Monoterpenes and oxygenated monoterpenes made up 4.0-13.9%, aliphatic hydrocarbons 0.4-35.3%, and sesquiterpenes 24.7-71.2% of the oils.
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               Factor Part Location NP Content
 
Inflorescence: (Flower colour: Orange) + (Locality: Svencionys District, Eastern Lithuania)
Inflorescence Eastern Lithuania
NP Content: < 0.05 %
 
Inflorescence: (Flower colour: Yellow) + (Locality: Svencionys District, Eastern Lithuania)
Inflorescence Eastern Lithuania
NP Content: < 0.05 %
 
Inflorescence: (Flower colour: Orange) + (Locality: Ukmerge District, Eastern Lithuania)
Inflorescence Eastern Lithuania
NP Content: < 0.05 %
      Species Name: Maclura pomifera
  Factor Name: Developmental Stage Variation [4]
              Species Info Factor Info
               Experiment Detail
Unripe fruits of M. pomifera were collected on the tree from a hedge in August 1999 located on state-owned land in Boone County, IA. Ripe fruits were collected from the ground at the same hedge in October 1999.
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               Factor Function
The most notable difference between the unripe and ripe fruits was the increase in hexyl hexanoate in the ripe fruit. Gamma-Cadinene and alpha-cubebene were the most abundant sesquiterpenoids.
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               Factor Part Location NP Content
 
Fruit: unripe (cut)
Fruits Boone county, USA
NP Content: 0.2 %
 
Fruit: ripe
Fruits Boone county, USA
NP Content: 0.3 %
      Species Name: Melaleuca ericifolia
  Factor Name: Locality Variation [5]
              Species Info Factor Info
               Experiment Detail
Samples of M. ericifolia leaves were obtained from 19 locations as follows: DL3104- 3110, Coopernook, New South Wales (NSW), 31° 49′ 31″ S, 152° 36′ 48″ E (Site No. 1); DL3114-3120, Hawks Nest, NSW, 32° 40′ 09″ S, 152° 10′ 12″ E (Site No. 2); DL3240-3244, Hexham, NSW, 32° 48′ 50″ S, 151° 42′ E (Site No. 3); DL3245-3249, The Entrance, NSW, 32° 22′ 24″ S, 151° 28′ 19″ E (Site No. 4); DL3397-3401, Tuggerah Lake, NSW, 33° 21′ S, 151° 27′ E (Site No. 5); DL3250-3254, Georges River, NSW, 33° 58′ 42″ S, 151° 00′ 14″ E (Site No. 6); DL3255-3259, Berry, NSW, 34° 46′ 37″ S, 150° 45′ 27″ E (Site No. 7); DL3260-3264, Lake Durras, NSW, 35° 36′ 00″ S, 150° 16′ 17″ E (Site No. 8); DL3265- 3269, Wallaga Lake, NSW, 36° 23′ 43″ S, 150° 03′ 04″ E (Site No. 9); DL3270-3274, Wallagoot, NSW, 36° 44′ 50″ S, 149° 55′ 46″ E (Site No. 10); DL3275-3279, Genoa, Victoria (Vic), 37° 25′ 56″ S, 149° 38′ 41″ E (Site No. 11); BVG3024- 3028, West of Lakes Entrance, Vic, 37° 48′ S, 148° 03′E (Site No. 12); BVG3014-3018, West of Lang Lang, Vic, 38° 13′ S, 145° 30′ 13″ E (Site No. 13); BVG3019-3023, East of Welshpool, Vic, 38° 38′ 28″ S, 146° 30′53″ E (Site No. 14); ACC1019/1-2, 5-7, Nelson on the Glenelg River, Vic, 38° 03′ S, 141° 00′ E (Site No. 15); KJ1-5, Airport Flinders Island, Tasmania (Tas), 40° 05′ S, 148° 00′ E (Site No. 16); KJ6-10, Lackrana Road Flinders Island, Tas, 40° 18′ S, 148° 06′ E (Site No. 17); ACR1848/1-3, Woolnorth Point, Tas, 40° 38′ 30″ S, 144° 43′ 30″ E (Site No. 18); JB4509, Robins Island Track, Tas, 40° 45′ S, 144°53′E (Site No. 19). The majority of samples were collected during June to December 1999 with the exceptions being sites 5, 15 and 18, which were collected during July to October 2000. Leaf material totaling about 100 g of fresh leaves and twigs was obtained mainly from five widely spaced individual trees per location.
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               Factor Function
Oil composition varied quantitatively throughout the species range rather than qualitatively in an apparent association with latitude of occurrence. Linalool and linalool oxide were abundant in the oils from the north of the species range in New South Wales with a gradual southerly decline in these compounds to central Victoria with concomitant increase in the proportions of 1,8-cineole, alpha-terpineol and limonene. The most southerly populations sampled in southern Victoria and Tasmania gave oils containing relatively high proportions of 1,8-cineole (mean 34.5%) and low proportions of linalool (3%). Four populations from the Central Coast of NSW (Coopernook, Hawks Nest, The Entrance and Tuggerah Lake) provided the greatest opportunity of identifying seed trees that combine the attributes required for plantation development. The tree that had the best combination of oil traits (DL 3116 from Hawks Nest) had an oil yield of 4.5%, a linalool content of 60% and a 1,8-cineole content of 16%.
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               Factor Part Location NP Content
 
Locality: northern Australia
Leaves Australia
NP Content: 0.2 %
 
Locality: southern Australia
Leaves Australia
NP Content: 0.1 %
      Species Name: Melaleuca quinquenervia
  Factor Name: Chemotype Comparison [6]
              Species Info Factor Info
               Experiment Detail
Seedlings of M. quinquenervia were obtained by germinating seeds collected from trees in south Florida. Plants from each chemotype were obtained from vegetative cuttings from trees whose chemotype had previously been determined by gas chromatography (GC) and gas chromatography/mass spectroscopy (GC/MS). All plants were transplanted into larger pots (11.4 L) when about 25 cm tall. These plants were fertilized with 90 g/pot Osmocote Plus 15-9-12, N-P-K (Scotts-Sierra Horticultural Products, Marysville, OH) in a slow-release 'southern' formulation . Plants were grown in a screenhouse that received rainwater and daily irrigation from overhead sprinklers for approximately 6 months at which time the plants were about 1 m tall. Three times weekly, leaves were clipped from trees and brought back to the laboratory. As O. vitiosa is a known Xush-feeder, only the silky terminal 15 cm tip leaves of each tree were collected and either used for plant quality analysis or fed to larvae.
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               Factor Function
M. quinquenervia chemotypes were distinguished by the principal terpenoids E-nerolidol and viridiflorol using gas chromatography and mass spectroscopy. Not only were the terpenoid profiles of the two chemotypes different but the viridiflorol leaves had greater toughness (1.2-fold) and reduced nitrogen (0.7-fold). When the larvae and adults were fed leaves of the E-nerolidol chemotype increased adult biomass (1.1-fold) and fecundity were found (2.6- to 4.5-fold) compared with those fed leaves of the viridiflorol chemotype. Regardless of the larval diet, when adults were fed the E-nerolidol chemotype leaves they had greater egg production compared with those adults fed the viridiflorol leaves. Moreover, adult pre-oviposition period was extended (1.5-fold) when individuals were fed the viridiflorol leaves compared with those fed the E-nerolidol leaves. By rearing the O. vitiosa weevil on the more nutritious chemotype plants these results assisted in the mass production and establishment of the M. quinquenervia biological control agent.
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               Factor Part Location NP Content
 
Chemotype (Viridiflorol type)
Leaves Florida, USA
NP Content: 0.46 µg/mg
 
Chemotype (E-nerolidol type)
Leaves Florida, USA
NP Content: 0.02 µg/mg
  Factor Name: Chemotype Comparison [7]
              Species Info Factor Info
               Experiment Detail
Plant material: Leaves of M. quinquenervia were collected from January to October during the ten year period (1992-2001) on mainly East part of Madagascar island and in particular on Toamasina, Mananjary, Manakara, Farafangana, Vangaindrano, Moramanga, and Ambatondrazaka locations. Olfactory chemotype selection: During the years 1992-1995, since the price for (E)-nerolidol and viridiflorol chemotypes was very strong, leaf collection was done on trees chosen after olfactory selection by a chief harvester who compared the olfactory threshold of crumple leaves with our clearly identified oil samples. After 1996, collection was done at random and no particular attention in leaf harvesting was taken.
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               Factor Function
Niaouli essential oils from Madagascar were classified into three chemotypes using Principal Component Analysis (PCA): a cineole chemotype (49-62%), a viridiflorol chemotype (21-36%) and an (E)-nerolidol chemotype (56-95%). The 1,8-cineole chemotype is widespread, representing 92% of the samples investigated if the leaf collection is done at random.
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               Factor Part Location NP Content
 
Chemotype (Cineole type)
Leaves Madagascar
NP Content: 0.04 %
 
Chemotype (Viridiflorol type)
Leaves Madagascar
NP Content: 0.91 %
 
Chemotype (E-nerolidol type)
Leaves Madagascar
NP Content: 0.34 %
      Species Name: Melaleuca quinquenervia (Cav.) S.T. Blake
  Factor Name: Chemotype Comparison [8]
              Species Info Factor Info
               Experiment Detail
One hundred grams of mature leaves were collected from 2 to 10 widely spaced trees per site and sent to Sydney for analysis as soon as possible after collection. Samples usually arrived in the laboratory within 48 h of collection. The majority of the sampling was done between December 1998 and October 1999. Seasonal trends in oil yields and composition are confounded in the data on geographic variation, but these were considered minor in the context of this study.
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               Factor Function
Chemotype 1 is comprised of E-nerolidol (74-95%) and linalool (14-30%) and is found from Sydney, north along the east coast of Australia to Selection Flat, New South Wales, with an isolated occurrence near Maryborough, Queensland. Two divisions occur in this chemotype which are based on the presence or absence of significant proportions of linalool (14-40%). Chemotype 2 contains 1,8-cineole (10-75%), viridiflorol (13-66%), alpha-terpineol (0.5-14%) and beta-caryophyllene (0.5-28%) in varying proportions and order of dominance in the oils. It is found throughout the distribution of the species, from Sydney to Papua New Guinea and New Caledonia. Within chemotype 2 there appears to be a continuous spread of oil composition without formation of any further discrete divisions as in chemotype 1. Analyses have shown that M. quinquenervia trees that occur at latitudes south of 25d S have high oil yields (1-3% w/w%, fresh leaves) and comprise chemotypes 1 and 2. North of 25d S, however, chemotype 1 does not occur and oil yields amongst the Australian populations are uniformly low (0.1-0.2%).
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               Factor Part Location NP Content
 
Chemotype (either 1,8-cineole or viridiflorol in highest proportion type)
Leaves Australia and Papua New Guinea
NP Content: 0.1 %
      Species Name: Persea americana
  Factor Name: Variety Comparison; Locality Variation [9]
              Species Info Factor Info
               Experiment Detail
Experimental: Two hundred grams of healthy mature intact leaves were harvested from each of the taxa growing on their own rootstocks at the UC South Coast Research and Extension Center. flocc = P. americana var. floccosa from Mexico D-7; stey = P. americana var. steyermarkii from Mexico El Salvador 3-22-16; nubi = P. americana var. nubigena from Guatemala 45-C-1; mex = P. americena var. drymfolia from Tasco, Mexico; guat = P. americana var. guatemalensis cult. Nimlioh from Florida; bwl = P. ameticana var. americana cult. Trapp from Florida.
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               Factor Function
Analysis of oils showed the presence of over 90 components, of which 76 were identified. P. schiedeana oil was found to contain alpha-pinene (23.7%), beta-pinene (23.2%) and beta-caryophyllene as major components. The major constituents of P. americana var. floccosa and P. americana var. steyermarkii were alpha-pinene (10.9%, 7.6%), beta-pinene (20.6%, 10.4%), alpha-terpineol (9.6%, 7.9%), beta-caryophyllene (12.6%, 8.4%), viridiflorene (0.1%, 10.3%) and globulol (0.1%, 9.2%), respectively. The oils of P. americana var. nubigena and P. americana var. drymifolia contained alpha-terpineol (18.4%, 393%) and methylchavicol (12.4%, 40.2%), as major components, respectively. P. americana var. guatemalensis was found to be rich in beta-caryophyllene (38.3%), while the oils of P. americana var. americana and P. primatogena contained alpha-pinene (27.5%) and beta-pinene (40.9%), and alpha-pinene (24.6%), beta-caryophyllene (20.7%) and germacene D (10.1%).
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               Factor Part Location NP Content
 
Persea americana var. drymfolia (Locality: Tasco)
Leaves Tasco, Mexico
NP Content: 0.01 %
 
Persea americana var. floccosa (Locality: Mexico)
Leaves Mexico
NP Content: 0.01 %
 
Persea americana var. steyermarkii (Locality: Mexico El Salvador)
Leaves Mexico El Salvador
NP Content: 0.1 %
      Species Name: Pimpinella tragioides
  Factor Name: Developmental Stage Variation [10]
              Species Info Factor Info
               Experiment Detail
Plant materials were collected from Chalous Road (north of Tehran province) both at the flowering stage in June and the seed stage in September 2003. The fresh plants were dried at room temperature. Dried stems/leaves (S/L) (collected during flowering stage), seeds (S) were hydrodistilled for 3 h in a Clevenger-type apparatus to produce the oils.
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               Factor Function
The major constituent in the stem/leaf oil was trans-alpha-bergamotene (77.1%), whereas the major constituent of the seed oil was pregeijerene (87.0%). Nonadecane (8.6%) were the other major constituents in the stem/leaf.
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               Factor Part Location NP Content
 
Leaf and stem: flowering stage
Leaves and stems Iran
NP Content: 1.2 %
      Species Name: Salvia aucheri
  Factor Name: Variety Comparison [11]
              Species Info Factor Info
               Experiment Detail
S. aucheri var. aucheri was collected in Karaman: Ermenek to Mutt Road on July 19,1995; Salvia aucheri var. canescens was collected in Karaman: Ermenek, Tekecati Valley on July 19,1995.
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               Factor Function
Eighty components were characterized in the Salvia aucheri var. aucheri oil, with camphor (21.1%), 1, 8-cineole (20.3%), borneol (7.8%), spathulenol (6.3%) and camphene (5.3%) as major constituents. 1, 8-Cineole (25.2%), camphor (17.9%), borneol (10.6%), alpha-pinene (5.4%) and camphene (5.3%) were identified as major constituents among the 88 components characterized in the oil of Salvia aucheri var. canescens.
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               Factor Part Location NP Content
 
Salvia aucheri var. aucheri
Aerial parts Karaman, Turkey
NP Content: 0.1 %
 
Salvia aucheri var. canescens
Aerial parts Karaman, Turkey
NP Content: 0.2 %
      Species Name: Salvia mirzayanii
  Factor Name: NaCl Treatment [12]
              Species Info Factor Info
               Experiment Detail
To break the seed dormancy, they were soaked in boiling water for 10 min and were then placed in Petri dishes moistened with distilled water and kept in a refrigerator (4 ℃) for 7 days. Seeds were then sown in plastic pots containing sands and powdered leaves (1:2) and were allowed to grow in the greenhouse with the mean day/night temperature and relative humidity of 29 ℃ , 38 % and 17 ℃ , 50 % respectively. Sixty days after seed germination, uniform seedlings with two nodes and four opposite leaves were transplanted into big plastic pots (30 × 50 cm). Each pot was filled with 10 kg of air-dried soil and two seedlings were used per pot for all treatments.Eight weeks after transplanting, plants were subjected to different levels of salinity supplied with irrigation water. In order to prevent osmotic shock, salt solutions were added gradually at several stages and so, lasting for three weeks. To keep the levels of soil salt concentration constant, distilled water was used in subsequent irrigations. At the end of salt treatment, total soil electrical conductivities including control were determined by EC meter (0.40, 2.3, 4.5, 6.8 and 9.1 dS/m). Salt stress symptoms (leaf tip chlorosis and necrosis) in plants treated with high salt concentrations appeared after three weeks. At this time, seedlings were harvested. A total of 10 g of fresh leaf material was harvested per plant, 3.5 g of which was used for HGC-MS analysis and the rest was allowed to dry at room temperature.
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               Factor Function
Moderate salinity could induce S. mirzayanii to produce high amounts of some valuable volatile oils and total phenolic compounds.
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               Factor Part Location NP Content
 
0.4 dS/m NaCl (control)
Fresh leaves Shiraz, Iran
NP Content: 4.64 ± 0.07 % fresh weight
 
2.3 dS/m NaCl
Fresh leaves Shiraz, Iran
NP Content: 3.25 ± 0.00 % fresh weight
 
4.5 dS/m NaCl
Fresh leaves Shiraz, Iran
NP Content: 2.54 ± 0.06 % fresh weight
 
6.8 dS/m NaCl
Fresh leaves Shiraz, Iran
NP Content: 3.10 ± 0.07 % fresh weight
 
9.1 dS/m NaCl
Fresh leaves Shiraz, Iran
NP Content: 1.62 ± 0.08 % fresh weight
      Species Name: Sideritis congesta
  Factor Name: Locality Variation [13]
              Species Info Factor Info
               Experiment Detail
Plant materials were collected from the following localities. A: Antalya: Alanya, Sapadere, Beldibi-Baskoy in July 1991 (ESSE 9562). B: Icel: Anamur, Kas yaylasi in July 1991 (ESSE 9192).
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               Factor Function
Thirty-nine components were characterized in each oil representing 85-90% of the total components detected with beta-pinene (34-35%) and alpha-pinene (24-25%) as major constituents.
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               Factor Part Location NP Content
 
Locality: Beldibi-Baskoy, Sapadere, Alanya, Antalya, Turkey
Inflorescence Turkey
NP Content: 0.4 %
 
Locality: Kas yaylasi, Anamur, Icel, Turkey
Inflorescence Turkey
NP Content: 0.3 %
      Species Name: Stachys pilifera
  Factor Name: Locality Variation [14]
              Species Info Factor Info
               Experiment Detail
Plant material and isolation procedure: Aerial parts of the plant were collected from two regions, from Kazeroon in southern Iran and Shahr-e-kord in western Iran at the time of flowering in June 2002.
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               Factor Function
The main components of the oil of S. pilifera collected from Kazeroon, in southern Iran, were spathulenol (15.8%), cis-chrysanthenol (15.3%), beta-caryophyllene (8.4%) and cis-chrysanthenyl acetate (6.9%), while for the plant collected from Shahr-e-kord, in western Iran, they were cis-chrysanthenyl acetate (21.8%), linalool (18.9%), terpinen-4-ol (11.9%) and cis-chrysanthenol (9.2%).
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               Factor Part Location NP Content
 
Locality: Shahr-e-kord, western Iran
Aerial parts Iran
NP Content: 0.1 %
      Species Name: Talauma ovata
  Factor Name: Month Variation [15]
              Species Info Factor Info
               Experiment Detail
Talauma ovata was collected from October 2003 to February 2005. Leaves and trunk bark from the same set of plants were collected in the four seasons: spring (October 15th, 2003), autumn (April 10th, 2004), winter (July 17th, 2004) and summer (February 15th, 2005). In addition, trunk bark was also collected on January 22nd, 2004 (summer). The plant material was harvested from wild-growing population in Santos Dumont City, Minas Gerais State, Brazil, (21° 28′ 03″ S, 43° 39′ 26″ W), at 1000 m of altitude.
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               Factor Function
In each season the composition of trunk bark oils was similar to leaf oils, with mainly quantitative differences. However considerable seasonal variation was observed. Significant levels of monoterpenes were found only in autumn. The content of oxygenated sesquiterpenes was highest in samples of spring (October) and decreased in summer (January and February), reaching the lowest level in autumn (April) and increasing again in winter (July). In trunk bark oils the main constituents were: spathulenol, alpha-eudesmol, linalool, trans-beta-guaiene and caryophyllene oxide. The major component in all samples of trunk bark was spathulenol. Its level was highest in October (46.8%), decreased in January (33.3%), remained stable in April and July (18.0%) and increased again in February of next year (27.7%). Levels of alpha-eudesmol were high in spring (13.0%) and autumn (11.5%). Linalool peaked only in April, while trans-beta-guaiane peaked in July (11.1%). Caryophyllene oxide ranged between 10.7-2.0%. The level was highest in January, decreased regularly until July and increased slightly again in October. In leaf oils the main components were: spathulenol, germacrene B, germacrene D, caryophyllene oxide and viridiflorol. Spathulenol was the major component in sample of spring (34.4%), but decreased gradually until winter, when reached the lowest level (9.4%). Caryophyllene oxide showed a similar pattern, varying from 14.1% (spring) to 2.4% (winter). An inverse effect was observed for viridiflorol, which increased from 0.1% in October to 13.7% in July. Important levels of alpha-eudesmol were observed in October (12.3%) and February (9.5%). The percentage of germacrene D was highest in summer, while germacrene B showed high amounts in autumn and winter. The seasonal changes in oil composition of T. ovata can be associated with cycle of life of plant (flowering, fruiting and vegetative stages) and climatic parameters such as intense raining in the spring and summer.
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               Factor Part Location NP Content
 
Leaf: (Harvesting time: April)
Leaves Brazil
NP Content: 0.2 %
 
Trunk Bark: (Harvesting time: April)
Trunk bark Brazil
NP Content: 1.7 %
      Species Name: Teucrium flavum
  Factor Name: Month Variation; Developmental Stage Variation [16]
              Species Info Factor Info
               Experiment Detail
The aerial parts of T. flavum were collected in different periods from December to July 2006, from plants growing along the Ionic coast of Sicily (Italy). LF 1-LF 2-LF 3: represent the composition of leaf oils of plant samples collected in December (vegetative stage), February (pre-flowering stage) and April (budding stage) respectively; FL: flower oil; FR: fruit oil.
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               Factor Function
Some components, in all investigated plant parts, remained more or less constant during all the different phases of the plant cycle life. Worthy of note, considering the leaf oils, was that beta-pinene, limonene and germacrene D increased in the pre-flowering stage, while a series of esters and alpha-copaene, beta-caryophyllene, viridiflorol, Tmuurolol and phytol increased in the budding stage (LF3); the vegetative stage oil is generally characterized by a rich chemical composition and some constituents such as isoamyl hexanoate, alpha-humulene, bicyclogermacrene, beta-bisabolene and alpha-bisabolol reached their highest levels in this oil. In the flower oil, linalool and 1-octen-3-yl acetate were the main components compared to the amounts found in the other oils. Fruit oil composition was relatively oil poor, with beta-bisabolene, caryophyllene oxide, cadin-4-en-1-ol and phytone as the major constituents.
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               Factor Part Location NP Content
 
Harvesting time: February; pre-flowering stage
Leaves Italy
NP Content: 0.1 %
 
Harvesting time: April; budding stage
Leaves Italy
NP Content: 0.2 %
 
Harvesting time: December; vegetative stage
Leaves Italy
NP Content: 0.1 %
 
Fruit oil
Fruits Italy
NP Content: <0.01 %
      Species Name: Thymus carnosus
  Factor Name: Month Variation; Developmental Stage Variation [17]
              Species Info Factor Info
               Experiment Detail
The aerial parts of samples from collective populations of T. carnosus were collected during the vegetative phase (February 2000), at the beginning of the flowering phase (May 2000) and during the flowering phase (July 2000) at Quinta do Lago (Algarve). AQLM: collected in May, beginning of flowering phase; AQLJ: collected in July, flowering stage; AQLF: collected in Feb, vegetative stage.
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               Factor Function
All the oil samples collected in Quinta do Lago (QL) were dominated by borneol (26-31%) and camphene (9-18%), but the third main component varied according to the harvesting period. Bornyl acetate was the third main component (9-13%) in the flower oil and in the aerial parts oils collected in May and July, whereas terpinen-4-ol (8%) was the third main component in oil collected in February from vegetative phase plant material. A fourth main component, alpha-pinene (4-9%), was also present in relative high amounts in the QL oils.
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               Factor Part Location NP Content
 
Harvesting time: Feb, vegetative stage
Aerial parts Quinta do Lago, Portugal
NP Content: 0.2 %
 
Harvesting time: May, beginning of flowering satge
Aerial parts Quinta do Lago, Portugal
NP Content: 0.1 %
 
Harvesting time: July, flowering stage
Aerial parts Quinta do Lago, Portugal
NP Content: <0.05 %
 
Harvesting time: July, flowering stage
Flowers Quinta do Lago, Portugal
NP Content: 0.1 %
References
1 Seasonal Variation of the Essential Oil from Cunila angustifolia Benth. (Lamiaceae)
2 Essential Oil Composition of Two Varieties of Eucalyptus camaldulensis Dehn. from Nigeria
3 Chemical Composition of the Essential Oils of Wild Helichrysum arenarium (L.) with Differently Colored Inflorescences from Eastern Lithuania
4 Identification of Components of Osage Orange Fruit (Maclura pomifera) and Their Repellency to German Cockroaches
5 Geographic Variation in Oil Characteristics in Melaleuca ericifolia
6 Chemotype variation of the weed Melaleuca quinquenervia influences the biomass and fecundity of the biological control agent Oxyops vitiosa
7 Main Industrial Niaouli (Melaleuca quinquenervia) Oil Chemotype Productions from Madagascar
8 Chemical variation in the leaf essential oil of Melaleuca quinquenervia (Cav.) S.T. Blake
9 Essential Oils of Persea subgenus Persea (Lauraceae)
10 Essential Oil Composition of Pimpinella tragioides (Boiss.) Benth. et Hook. from Iran
11 Composition of Essential Oils from Two Varieties of Salvia aucheri Benth. Growing in Turkey
12 Effects of salt stress on volatile compounds, total phenolic content and antioxidant activities of Salvia mirzayanii
13 Composition of the Essential Oil of Sideritis congesta P.H.Davis et Hub.-Mor.
14 Constituents of the Essential Oil of Stachys pilifera Benth. from Iran
15 Chemical Composition, Seasonal Variation and Evaluation of Antimicrobial Activity of Essential Oils of Talauma ovata A. St. Hil. (Magnoliaceae)
16 Seasonal Variations of Teucrium flavum L. Essential Oil
17 Thymus carnosus Boiss.: Effect of Harvesting Period, Collection Site and Type of Plant Material on Essential Oil Composition