Do you want to stay informed about this journal? Click the buttons to subscribe to our alerts.
Clinopodium serpyllifolium is a perennial medicinal plant generally used as herbal tea in folk medicine. Leaves of C. serpyllifolium from the representative exemplars in the Newe Ya’ar living germplasm collection were analyzed for their polyphenolic and volatiles composition, and tested for their antioxidant activity. The oxygenated monoterpenes pulegone (10.4–50.6%), piperitenone oxide (3.2–28.6%), piperitenone (0.9–14.6%), trans-piperitone oxide (0.3–11.2%), iso-menthol (0.3–8.8%) and sesquiterpene β-caryophyllene (7.4–13.7%) were found to be the major constituents from the solvent extraction of C. serpyllifolium analyzed by gc-ms. The representative exemplars were grouped into two chemotypes: one rich in pulegone and the second rich in piperitenone oxide and piperitenone. The total polyphenolics content, determined range from 26.6 to 62.9 mg gallic acid equivalents/g dry weight (dw). The antioxidant activity ranged from (42.8–77.1 mg chlorogenic acid equivalents/g dw). hplc analysis revealed the rosmarinic acid content also showed remarkable differences in C. serpyllifolium (0.3–1.8 dry weight %). The results indicate that there is chemical diversity and also difference in the content of polyphenols of the representative exemplars. Antioxidant activity was in correlation with phenolic components.
Purchase
Buy instant access (PDF download and unlimited online access):
Institutional Login
Log in with Open Athens, Shibboleth, or your institutional credentials
Personal login
Log in with your brill.com account
Abu-Gharbieh, E., Ahmed, N.G. (2016). Bioactive content, hepatoprotective and antioxidant activities of whole plant extract of Micromeria fruticosa (L) Druce ssp Serpyllifolia F Lamiaceae against Carbon tetrachloride-induced hepatotoxicity in mice. Trop. J. Pharm. Res. 15:2099–2106. DOI: 10.4314/tjpr.v15i10.7.
Abu-Gharbieh, E., Shehab, N.G., Khan, S.A. (2013). Anti-inflammatory and gastroprotective activities of the aqueous extract of Micromeria fruticosa (L.) Druce ssp Serpyllifolia in mice. Pak. J. Pharm. Sci. 26:799–803.
Abu-Reidah, I.M., Arráez-Román, D., Al-Nuri, M., Warad, I., Segura-Carretero, A. (2018). Untargeted metabolite profiling and phytochemical analysis of Micromeria fruticosa L. (Lamiaceae) leaves. Food Chem. 279:128–143. DOI: 10.1016/j.foodchem.2018.11.144.
Al-Hamwi, M., Bakkour, Y., Abou-Ela, M., El-Lakany, A.,Tabcheh, M., El-Omar, F. (2011). Chemical composition and seasonal variation of the essential oil of Micromeria fruticosa. J. Nat. Prod. 4:147–149.
Ali-Shtayeh A.S., Jamous, R.M., Abu-Zaitoun, S.Y., Akkawi, R.J., Kalbouneh, S.R., Bernstein, N., Dudai, N. (2018). Chemical profile and bioactive properties of the essential oil isolated from Clinopodium serpyllifolium(M.Bieb.) Kuntze growing in Palestine. Ind. Crops Prod. 124:617–625. DOI: 10.1016/j.indcrop.2018.08.038.
Andrade, J.M., Faustino, C., Garcia, C., Ladeiras, D., Reis, C.P., Rijo, P. (2018). Rosmarinus officinalis L.: an update review of its phytochemistry and biological activity. Future Sci. OA, 4:FSO283. DOI: 10.4155/fsoa-2017-0124.
Asplund, R.O. (1968). Monoterpenes: relationship between structure and inhibition of germination. Phytochemistry 7:1995–1997. DOI:10.1016/S0031-9422(00)90758-1.
Azab, A. (2016). Micromeria: Chemistry and Medicinal Activities, Eur. Chem. Bull. 5:300–307. DOI: 10.17628/ecb.2016.5.299-307.
Chun, S-S., Vattem, D.A., Lin, Y-T., Shetty, K. (2005). Phenolic antioxidants from clonal oregano (Origanum vulgare) with antimicrobial activity against Helicobacter pylori. Process Biochem. 40:809–816. DOI: 10.1016/j.procbio.2004.02.018.
Croteau, R., Karp, F., Wagschal, K.C., Satterwhite, D.M., Hyatt, D.C., Skotland, C.B. (1991). Biochemical characterization of a spearmint mutant that resembles Peppermint in monoterpene content. Plant Physiol. 96:744–752.DOI: 10.1104/pp.96.3.744.
Croteau, R., Venkatachalam, K.V. (1986). Metabolism of monoterpenes: Demonstration that (+)-cis-isopulegone, not piperitenone, is the key intermediate in the conversion of (-)-isopiperitenone to (+)-pulegone in peppermint (Mentha piperita). Arch. Biochem. Biophys. 249:306–315. DOI: 10.1016/0003-9861(86)90007-X.
Dudai, N. (2012). Domestication and breeding of wild medicinal and aromatic plants- thirty years of experience in Israel. Acta Hortic. 955:175–183. DOI: 10.17660/ActaHortic.2012.955.25.
Dudai, N., Chaimovitsh, D., Larkov, O., Fischer, R., Blaicher, Y., Mayer A.F. (2009). Allelochemicals released by leaf residues of Micromeria fruticosa in soils, their uptake and metabolism by inhibited wheat seed. Plant Soil, 314:311–317. DOI: 10.1007/s11104-008-9731-0.
Dudai, N., Larkov, O., Ravid, U., Putievsky, E., Lewinsohn, E. (2001). Developmental control of monoterpene content and composition in Micromeria fruticosa (L.) Druce. Ann. Bot. 88:349–354. DOI: 10.1006/anbo.2001.1466.
Dudai N., Mayer, A.M., Poljakoff-Mayber, A., Putievsky, E., Lerner, H.R. (1999). Essential oils as allelochemicals and their potential use as bio-herbicides. J. Chem. Ecol. 25:1079–1089. DOI: 10.1023/A:1020881825669.
Dudai N., Poljakoff-Mayber A., Lerner, H.R., Putievsky, E., Ravid, U., Katzir, I. (1993). Inhibition of germination and growth by volatile substances from Micromeria fruticosa L. Acta. Hort. (ISHS) 344:123–131. DOI: 10.17660/ActaHortic.2004.629.65.
Fleisher, Z., Fleisher, A. (1991). The essential oil of Micromeria fruticosa (L.) Druce subsp. Barbata (Boiss et Kotschy.), P.H. Davis: aromatic plants at the Holy Land and the Sinai, Part vii. J. Essent. Oil Res. 3:477–479. DOI: 10.1080/10412905.1991.9697994.
Güllüce, M., Sökmen, M., Şahin, F., Sökmen, A., Adigüzel, A., Özer, H. (2004). Biological activities of the essential oil and methanolic extract of Micromeria fruticosa (L) Druce ssp serpyllifolia (Bieb) ph Davis plants from the eastern Anatolia region of Turkey. J. Sci. Food Agric. 84:735–741. DOI: 10.1002/jsfa.1728.
Khojasteh-Bakht, S.C., Chen, W., Koenigs, L.L., Peter, R.M., Nelson, S.D. (1999). Metabolism of (R)-(+)-pulegone and (R)-(+)-menthofuran by human liver cytochrome P-450s: evidence for formation of a furan epoxide. Drug Metab. Dispos. 27:574–580.
Kirimer, N., Tümen, G., Özek, T., Baser, K.H.C. (1993). The essential oil of Micromeria fruticosa (L.) Druce subsp. barbata (Boiss &Kotschy.) P.H. Davis of Turkish origin. J. Essent. Oil Res. 5:79–80. DOI: 10.1080/10412905.1993.9698173.
Kjonaas, R., Croteau, R. (1983). Demonstration that limonene is the first cyclic intermediate in the biosynthesis of oxygenated p-menthane monoterpenes in Mentha piperita and other Mentha species. Arch. Biochem. Biophys. 220:79–89. DOI: 10.1016/0003-9861(83)90389-2.
Larkov, O., Matasyoh, J.C., Dudai, N., Lewinsohn, E., Mayer, A.A., Ravid, U. (2007). Distribution of piperitone oxide stereoisomers in Mentha and Micromeria species and their chemical syntheses. Flavour Fragr. J. 22:328–333. DOI: 10.1002/ffj.1801.
Molyneux, P. (2004). The use of the stable free radical diphenylpicrylhydrazyl (dpph) for estimating antioxidant activity. Songklanakarin J. Sci. Technol. 26:211–219.
Putievsky, E., Dudai, N., Ravid, U., Katzir, E., Michaelovich, Y., Zuabi, E. (1995). Morphology, phenology and essential oil of Micromeria fruticosa (L.) Druce in different seasons and plant parts. J. Herbs Spices Med. Plants, 3:27–34. DOI: 10.1300/J044v03n03_05.
Ravid, U., Putievsky, E. (1985). Essential oils of Israeli wild species of Labiatae. In: A Baerheim-Svensen, JJC Scheffer, eds. Essential oils and aromatic plants. Dordrecht, The Netherlands: Martinus Nijhoff/Dr. W. Junk Publishers.
Ravid, U., Putievsky, E., Katzir, I. (1994). Chiral gc Analysis of (1R)(+)-Pulegone with high enantiomeric purity in essential oils of some Lamiaceae aromatic plants. Flavour Fragr. J. 9: 205–207. DOI: 10.1002/ffj.2730090410.
Reynolds, T. (1987). Comparative effect of alicyclic compounds and quinones on inhibition of lettuce fruit germination. Ann. Bot. (Lond) 60:215–223. DOI: 10.1007/978-94-009-5137-2_15.
Sadeh, D., Nitzan, N., Chaimovitsh, D., Shachter, A., Ghanim, M., Dudai, N. (2019). Interactive effects of genotype, seasonality and extraction method on chemical compositions and yield of essential oil from rosemary (Rosmarinus officinalis L.). Ind. Crops Prod. 138:111419. DOI: 10.1016/j.indcrop.2019.05.068.
Salameh, N., Shraim, N., Jaradat, N. (2018). Chemical composition and enzymatic screening of Micromeria fruticosa serpyllifolia volatile oils collected from three different regions of West Bank, Palestine. Biomed Res. Int. 2018:1–8. DOI: 10.1155/2018/6536919.
Shehab, N.G., Abu-Gharbieh, E. (2012). Constituents and biological activity of the essential oil and the aqueous extract of Micromeria fruticosa (L.) Druce subsp. Serpyllifolia, Pak. J. Pharm. Sci. 25:687–692.
Telci, I., Ceylan, M. (2007). Essential oil composition of Micromeria fruticosa druce from Turkey. Chem. Nat. Compd. 43:629–630. DOI: 10.1007/s10600-007-0212-0.
Werker, E., Putievsky, E., Ravid, U., Dudai, N., Katzir, I. (1993). Glandular hairs and essential oil in developing leaves of Ocimum basilicum L. Ann. Bot. 71:43–50.
Yaniv, Z., Dudai, N. (2014). Medicinal and Aromatic Plants of the Middle-East. Netherlands. Springer.
All Time | Past Year | Past 30 Days | |
---|---|---|---|
Abstract Views | 412 | 305 | 9 |
Full Text Views | 21 | 9 | 4 |
PDF Views & Downloads | 42 | 17 | 8 |
Clinopodium serpyllifolium is a perennial medicinal plant generally used as herbal tea in folk medicine. Leaves of C. serpyllifolium from the representative exemplars in the Newe Ya’ar living germplasm collection were analyzed for their polyphenolic and volatiles composition, and tested for their antioxidant activity. The oxygenated monoterpenes pulegone (10.4–50.6%), piperitenone oxide (3.2–28.6%), piperitenone (0.9–14.6%), trans-piperitone oxide (0.3–11.2%), iso-menthol (0.3–8.8%) and sesquiterpene β-caryophyllene (7.4–13.7%) were found to be the major constituents from the solvent extraction of C. serpyllifolium analyzed by gc-ms. The representative exemplars were grouped into two chemotypes: one rich in pulegone and the second rich in piperitenone oxide and piperitenone. The total polyphenolics content, determined range from 26.6 to 62.9 mg gallic acid equivalents/g dry weight (dw). The antioxidant activity ranged from (42.8–77.1 mg chlorogenic acid equivalents/g dw). hplc analysis revealed the rosmarinic acid content also showed remarkable differences in C. serpyllifolium (0.3–1.8 dry weight %). The results indicate that there is chemical diversity and also difference in the content of polyphenols of the representative exemplars. Antioxidant activity was in correlation with phenolic components.
All Time | Past Year | Past 30 Days | |
---|---|---|---|
Abstract Views | 412 | 305 | 9 |
Full Text Views | 21 | 9 | 4 |
PDF Views & Downloads | 42 | 17 | 8 |