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European Journal of Wood and Wood Products

, Volume 77, Issue 3, pp 475–481 | Cite as

Volatile compounds of archaeological wood from the ancient harbor Thedosius in Istanbul

  • M. Balaban-UçarEmail author
  • O. Gönültaş
Original
  • 61 Downloads

Abstract

Volatile constituents from waterlogged cypress wood were investigated by means of GC–MS to examine the alteration of terpenoids during anaerobic conditions. The results were evaluated by comparison with the terpenoid composition of recent cypress wood Cupressus sempervirens. The essential oils contained largely monoterpenoids (carvacrol, carvacrol methyl ether, p-cymene), sesquiterpenoids (α-cedrol, cedrene) and a diterpenoid (manool). The terpenoid characteristics strongly supported the relationship to the C. sempervirens wood. While sesquiterpenoids, i.e. α-cedrol, remained almost intact in archaeological wood, in particular monoterpenoids but also the diterpenoid underwent considerable alteration. The same compounds in archaeological- and extant woods allow the conclusion that the diagenetic transformations took place in monoterpenoid moiety in waterlogged wood. A novel degradation of carvacrol methyl ether and carvacrol was detected, and an alteration pathway was suggested in this study. Sesquiterpenoids were detected in higher amounts as unaltered forms in archaeological samples, and it was shown that these compounds were very resistant and stable. Moreover, because of a remarkable decrease in its amount, the diterpenoid manool experienced degradation or chemical changes in archeological samples. It can be concluded that alteration of Cupressus wood compounds probably occurred under waterlogged anaerobic conditions leading to reductive reactions, demethylation and dehydroxlylation of monoterpenoids forming monoterpene- and aromatic compounds. The volatile constituents of archeological wood can serve as valuable chemo-systematic markers for waterlogged archaeological softwoods adequately buried in an anaerobic environment.

Notes

Acknowledgements

We would like to express our sincere thanks to İstanbul Archaeology Museum Director, Archaeologist Zeynep Sevim Kızıltan, for helping in the course of gathering of the wooden samples subject to research from Yenikapı excavation site.

References

  1. Adams RP (2007) Identification of essential oil components by gas chromatography/mass spectroscopy. Allured Publishing Corporation, Carol StreamGoogle Scholar
  2. Akkemik U, Kocabaş U (2012) Woods of the old galleys of Yenikapı, İstanbul. Mediterr Archaeol Archaeom 13(2):31–41Google Scholar
  3. Balaban-Uçar M, Uçar G, Özdemir H (2015) Composition of essential oils from fir (Abies) wood species grown in Turkey. Chem Nat Comp 51(2):356–358CrossRefGoogle Scholar
  4. Balaban-Uçar M, Uçar G, Özdemir H (2019) Comparison of essential oil composition of two varieties woods of Cupressus sempervirens var. horizantalis and var. pyramidalis. Forestist 69(2) (in press) Google Scholar
  5. Jerkovic I, Mastelic J, Milos M (2001) Impact of both the season of collection and drying on the volatile constituents of Origanum vulgare L. ssp. hirtum grown wild in Croatia. Int J Food Sci Technol 36:649–654CrossRefGoogle Scholar
  6. Kacık F, Velkova V, Smira P, Nasswettorova A, Kacikova D, Reinprecht L (2012) Release of terpene from fir wood during its long-term use and thermal treatment. Molecules 17(8):9990–9999CrossRefGoogle Scholar
  7. Kızıltan Z (2008) Excavations in Yenikapi, Sirkeci and Uskudar within Marmaray and Metro projects. In: Proceedings of the 1st symposium on Marmaray–Metro salvage excavations 5th–6th May, 1–16Google Scholar
  8. Narita H, Yatagai M, Ohira T (2006) Chemical composition of the essential oils from bogwood of Cryptomeria japonica D. Dona. J Essent Oil Res 18:68–70CrossRefGoogle Scholar
  9. Narita H, Furihata K, Kuga S, Yatagai M (2007)) A sesquiterpene hydrocarbon from the bogwoods of Cryptomeria japonica D. Don, presumably formed by diagenetic hydrogenation. Phytochemistry 68(5):587–590CrossRefGoogle Scholar
  10. Narita H, Sugiyama J, Kuga S (2012) Chemotaxonomical identification of Holocenic bogwood recovered after 2007 Niigataken Chuestsu-oki Earthquake. Holzforschung 66:951–957CrossRefGoogle Scholar
  11. Numpaque MA, Oviedo LA, Gil JH, García CM, Durango DL (2011) Thymol and carvacrol: biotransformation and antifungal activity against the plant pathogenic fungi Colletotrichum acutatum and Botryodiplodia theobromae. Trop Plant Pathol 36(1):003–013CrossRefGoogle Scholar
  12. Otto A, Simoneit BRT (2002b)) Biomarkers of Holocene buried conifer logs from Bella Coola and north Vancouver, British Columbia, Canada. Org Chem 33(11):1241–1251Google Scholar
  13. Otto A, Wilde V (2001) Sesqui-, di- and triterpenoids as chemosystematic markers in extant conifers—a review. Bot Rev 67:141–238CrossRefGoogle Scholar
  14. Otto A, Simoneit BRT, Wilde V, Kunzmann L, Püttmann W (2002a) Terpenoid composition of three fossil resins from Cretaceous and Tertiary conifers. Rev Palaeobot Palynol 120:203–215CrossRefGoogle Scholar
  15. Otto A, Simoneit BRT, Wilde V (2007) Terpenoids as chemosystematics markers in selected fossil and extant species of pine (Pinus, Pinaceae). Bot J Linn Soc 154:129–140CrossRefGoogle Scholar
  16. Pearson CL, Griggs CB, Kuniholm PI, Brewer PW, Wazny T, Canady L (2012) Dendroarchaeology of the mid-first millennium AD in Constantinople. J Archaeol Sci 39:3402–3414CrossRefGoogle Scholar
  17. Poulose AJ, Croteau R (1978) Biosynthesis of aromatic monoterpenes: conversion of γ-terpinene to p-cymene and thymol in Thymus vulgarisL. Arch Biochem Biophys 17(2):307–314CrossRefGoogle Scholar
  18. Schnell G, Schaeffer P, Tardivon H, Motsch E, Connan J, Ertlen D, Schwartz D, Schneider N, Adam P (2014) Contrasting diagenetic pathways of higher plant triterpenoids in buried wood as a function of tree species. Org Geochem 66:107–124CrossRefGoogle Scholar
  19. Staccioli G, Uçar G, Bartolini G, Coppi C, Mochi M (1998) Investigation on a Fossil Sequoia Bark from Turkey. Holz Roh-Werkst 56:426–429CrossRefGoogle Scholar
  20. Staccioli G, McMillan NJ, Meli A, Bartolini G (2002) Chemical characterisation of a 45 million year bark from Geodetic Hills fossil forest, Axel Heiberg Island, Canada. Wood Sci Technol 36:419–427CrossRefGoogle Scholar
  21. Uçar G, Balaban M (2001) Volatile wood extracts of black pine (Pinus nigra Arnold) grown in the Eastern Thrace. Holz Roh-Werkst 59:301–305CrossRefGoogle Scholar
  22. Uçar G, Balaban M (2002) The composition of volatile extractives from the wood of Juniperus excelsa, Juniperus foetidissima and Juniperus oxycedrus. Holz Roh-Werkst 60:356–362CrossRefGoogle Scholar
  23. Uçar G, Balaban M, Gören N (1998) Ethanol extractives of Fossil Sequoia wood. Holz Roh-Werkst 56:430–436CrossRefGoogle Scholar
  24. Ultee A, Bennik MHJ, Moezalaar R (2002) The phenolic hydroxyl group of Carvacrol is essential for action against the food-borne pathogen Bacillus cereus. Appl Environ Microbiol 68(4):1561–1568CrossRefGoogle Scholar

Copyright information

© Springer-Verlag GmbH Germany, part of Springer Nature 2019

Authors and Affiliations

  1. 1.Department of Wood ChemistryIstanbul University-CerrahpasaIstanbulTurkey
  2. 2.Department of Wood ChemistryBursa Technical UniversityBursaTurkey

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