Homoditerpenes from the essential oil of Tanacetum annuum

Barrero, Alejandro F.; Sánchez, Juan Francisco López; Altarejos, Joaquı́n; Zafra, María

doi:10.1016/0031-9422(92)83136-m

Cited by 28 publications

(19 citation statements)

References 6 publications

Supporting

Mentioning

Contrasting

Order By: Relevance

“…In the literature, there are reports on the characterization of the chemical composition of the essential oil as well as some bioactivities of the genus Tanacetum (Asteraceae). Those species were T. annuum (Granada Alfacar region, Spain) [1], T. santolinoides (DC.) Feinbr.…”

Section: Introductionmentioning

confidence: 99%

Essential Oil Constituents ofTanacetum cilicicum: Antimicrobial and Phytotoxic Activities

Ulukanlı

Demirci

Yılmaztekin

2017

Journal of Food Quality

View full text Add to dashboard Cite

Aerial parts of Tanacetum cilicicum were hydrodistillated for 3 h using Clevenger. Essential oil (EO) yield was 0.4% (v/w). According to the GC/MS analyses, EO of T. cilicicum consisted of monoterpenes [ -pinene (2.95 ± 0.19%), sabinene (2.32 ± 0.11%), and limonene (3.17 ± 0.25)], oxygenated monoterpenes [eucalyptol (5.08 ± 0.32%), camphor (3.53 ± 0.27%), linalool (7.01 ± 0.32%), -terpineol (3.13 ± 0.23%), and borneol (4.21 ± 0.17%)], and sesquiterpenes [sesquisabinene hydrate (6.88 ± 0.41%), nerolidol (4.90 ± 0.33%), -muurolol (4.57% ± 0.35), spathulanol (2.98 ± 0.12%), juniper camphor (2.68 ± 0.19%), (-)-caryophyllene oxide (2.64 ± 0.19%), 8-hydroxylinalool (2.62 ± 0.15%), and Δ-cadinene (2.48 ± 0.16%)]. In the antimicrobial assay, MIC/MBC values of the EO were the most significant on B. subtilis (0.39/0.78 L/mL) and B. cereus (0.78/1.56 L/mL). The most prominent phytotoxic activities of the EO were observed on L. sativa, L. sativum, and P. oleracea. The results of the present study indicated that EO of T. cilicicum includes various medicinally and industrially crucial phytoconstituents that could be in use for industrial applications. The finding of this study is the first report on this species from the East Mediterranean region.

show abstract

Section: Introductionmentioning

confidence: 99%

Essential Oil Constituents ofTanacetum cilicicum: Antimicrobial and Phytotoxic Activities

Ulukanlı

Demirci

Yılmaztekin

2017

Journal of Food Quality

View full text Add to dashboard Cite

show abstract

“…Finally, the location of the two terminal double bonds was assigned based on the HMBC long-range correlations between H 2 -8a/8b and C-6/C-7, as well as between H 2 -9 and C-5/C-6/C-7. Comparison of the NMR data with literature values suggested close similarity of the aliphatic portion of 1 to myrcene-2,3-diol7, 8, 9, 10. Taking all evidence together, the planar structure of 1 was determined to be 3- O -benzoyl-2-methyl-6-methyleneoct-7-ene-2,3-diol and given a trivial name of 3- O -benzoyl-myrcenediol.…”

Section: Resultsmentioning

confidence: 64%

Phytochemical study of Illicium angustisepalum and its biological activities

Szymulanska-Ramamurthy

Zhao

Tao

2017

Acta Pharmaceutica Sinica B

View full text Add to dashboard Cite

Sixteen compounds, including two new natural products (1 and 2), were obtained from the twigs of Illicium angustisepalum. The structures were elucidated based on NMR, MS, IR data and optical rotation values. Compounds 4, 5, 6 and 8 displayed moderate antibacterial activities against clinical isolates; compounds 4, 5, 8, 9 and 15 protected neural cells against oxidative stress; and compounds 10 and 14 exhibited anti-acetylcholinesterase activity.

show abstract

“…Qualitative analysis was based on a comparison of retention times, retention indexes and mass spectra with reference materials, the corresponding data in the literature [33,35] and computer mass spectra libraries (Wiley and NBS 54K).…”

Section: Methodsmentioning

confidence: 99%

Analysis of Essential Oils ofArtemisia absinthiumL. from Lithuania by CC, GC(RI), GC-MS and¹³C NMR

Judžentienė

Tomi

Casanova

2009

Natural Product Communications

View full text Add to dashboard Cite

Different techniques have been utilized to determine the composition of Artemisia absinthum (wormwood) essential oil. The oil was fractionated on a silica gel column and each fraction analyzed by GC(RI), GC-MS and 13 C NMR. This allowed the identification, for the first time in A. absinthium, of two diterpenes, 9-geranyl-p-cymene and 9-geranyl-α-terpinene, and two homoditerpenes, 9-(15,16-dihydro-15-methylene)-geranyl-p-cymene and 9-(15,16-dihydro-15-methylene)-geranyl-α-terpinene. Chemical variability of A. absinthium essential oils from plants collected in the surroundings of Vilnius city over several years (1999-2007) was also shown. Chemical composition was determined by GC and GC-MS. Thujones (cis+trans, 10.2-36.3%) and trans-sabinyl acetate (9.8-39.2%) were the two predominant constituents of almost all the investigated oils (13 out of 15 samples). The third major compound was myrcene (5.1-9.2%, in four samples), β-pinene (5.4-10.4%, in 5), linalool (4.7% in one), trans-sabinol (6.4%, in one) and 1,8-cineole (5.2-7.1%, in two). In one oil, the prevailing components were thujones (cis+trans, 11.2%), trans-sabinene hydrate (11.0%) and trans-sabinyl acetate (8.8%), while another sample was characterized by a large quantity of trans-sabinyl acetate (55.2%) and the absence of thujones.

show abstract

Homoditerpenes from the essential oil of Tanacetum annuum

Cited by 28 publications

References 6 publications

Essential Oil Constituents ofTanacetum cilicicum: Antimicrobial and Phytotoxic Activities

Essential Oil Constituents ofTanacetum cilicicum: Antimicrobial and Phytotoxic Activities

Phytochemical study of Illicium angustisepalum and its biological activities

Analysis of Essential Oils ofArtemisia absinthiumL. from Lithuania by CC, GC(RI), GC-MS and¹³C NMR

Contact Info

Product

Resources

About

Homoditerpenes from the essential oil of Tanacetum annuum

Cited by 28 publications

References 6 publications

Essential Oil Constituents ofTanacetum cilicicum: Antimicrobial and Phytotoxic Activities

Essential Oil Constituents ofTanacetum cilicicum: Antimicrobial and Phytotoxic Activities

Phytochemical study of Illicium angustisepalum and its biological activities

Analysis of Essential Oils ofArtemisia absinthiumL. from Lithuania by CC, GC(RI), GC-MS and13C NMR

Contact Info

Product

Resources

About

Analysis of Essential Oils ofArtemisia absinthiumL. from Lithuania by CC, GC(RI), GC-MS and¹³C NMR