Archaeological resinous samples from Asian wrecks: Taxonomic characterization by GC-MS

Analytica Chimica Acta

Volumn 648, Issue 1, 2009, Pages 85-97

  Burger, Pauline ^a   Charrié Duhaut, Armelle ^a   Connan, Jacques ^a   Flecker, Michael ^b   Albrecht, Pierre ^a  

^a UNIVERSITÉ DE STRASBOURG   (France)

^b Maritime Exploration   (Singapore)

Author keywords

Biodegradation; Biomarkers; Dammar resins; Dipterocarpaceae; Gas chromatography mass spectrometry; Triterpenoids

Indexed keywords

DAMMAR RESIN; DAMMAR RESINS; DIPTEROCARPACEAE; GAS CHROMATOGRAPHY-MASS SPECTROMETRY; MICROBIAL DEGRADATION; ORGANIC COMPOSITIONS; ORGANIC MATERIALS; SOUTH CHINA SEA; TAXONOMIC CHARACTERIZATION; TRITERPENOIDS;

BIOCHEMISTRY; BIODEGRADABLE POLYMERS; BIODEGRADATION; BIOMARKERS; CHROMATOGRAPHIC ANALYSIS; DEGRADATION; MASS SPECTROMETERS; MASS SPECTROMETRY; MICROBIOLOGY; RESINS;

GAS CHROMATOGRAPHY;

BIOLOGICAL MARKER; RESIN; SULFUR; TRITERPENOID;

ACETYLATION; ANALYTIC METHOD; ARCHEOLOGY; ARTICLE; ASIA; BIODEGRADATION; CHEMICAL ANALYSIS; DIPTEROCARPACEAE; EVAPORATION; EXTRACTION; FRACTIONATION; GAS CHROMATOGRAPHY; LEACHING; MASS SPECTROMETRY; METHYLATION; NONHUMAN; PLANT TAXONOMY; PRIORITY JOURNAL; SEA; SHIP; SYNTHESIS;

ARCHAEOLOGY; ASIAN CONTINENTAL ANCESTRY GROUP; DIPTEROCARPACEAE; GAS CHROMATOGRAPHY-MASS SPECTROMETRY; HUMANS; PLANT BARK; RESINS, PLANT; TRITERPENES;

DIPTEROCARPACEAE;

EID: 67650373401     PISSN: 00032670     EISSN: 18734324     Source Type: Journal    
DOI: 10.1016/j.aca.2009.06.022     Document Type: Article

References (63)

1. Colombini M.P., Giachi G., Modugno F., Pallecchi P., and Ribechini E. The characterization of paints and waterproofing materials from the shipwrecks found at the archaeological site of the Etruscan and Roman harbour of Pisa (Italy). Archaeometry 45 (2003) 659-674
2. Connan J., and Nissenbaum A. Conifer tar on the keel and hull planking of the Ma'agan Mikhael Ship (Israel, 5th century BC): identification and comparison with natural products and artefacts employed in boat construction. J. Archaeol. Sci. 30 (2003) 709-719
3. Gianno R., Erhardt D., von Endt D.W., Hopwood W., and Baker M.T. Organic contents of ancient vessels: materials analysis and archaeological investigation. MASCA Res. Pap. Sci. Archaeol. 7 (1990) 59-67
4. Cartoni G., Russo M.V., Spinelli F., and Talarico F. GC-MS characterisation and identification of natural terpenic resins employed in works of art. Annali di Chimica 94 (2004)
5. Chiavari G., Fabbri D., Mazzeo R., Bocchini P., and Galletti G.C. Pyrolysis gas chromatography-mass spectrometry of natural resins used for artistic objects. Chromatographia 41 (1995) 273-281
6. Chiavari G., and Prati S. Analytical pyrolysis as diagnostic tool in the investigation of works of art. Chromatographia 58 (2003) 543-554
7. Colombini M.P., Modugno F., Giannarelli S., Fuoco R., and Matteini M. GC-MS characterization of paint varnishes. Microchem. J. 67 (2000) 385-396
8. Doménech-Carbó M.T., Kuckova S., de la Cruz-Cañizares J., and Osete-Cortina L. Study of the influencing effect of pigments on the photoageing of terpenoid resins used as pictorial media. J. Chromatogr. A 1121 (2006) 248-258
9. Echard J.P., Benoit C., Peris-Vicente J., Malecki V., Gimeno-Adelantado J.V., and Vaiedelich S. Gas chromatography/mass spectrometry characterization of historical varnishes of ancient Italian lutes and violin. Anal. Chim. Acta 584 (2007) 172-180
10. Mills J.S., and White R. Natural resins of art and archaeology-their sources, chemistry and identification. Stud. Conserv. 22 (1977) 12-31
11. G.A. van der Doelen, Ph.D. Thesis, University of Amsterdam, 1999.
12. Appanah S., Ashton M.S., Bawa K.S., Curtet L., Elouard C., Jantan I., Krishnapillay B., Lee S.S., Maury-Lechon G., Shiva M.P., Tompsett P.B., and Weinland G. A Review of Dipterocarps: Taxonomy, Ecology and Silviculture (1998), CIFOR, Bogor
13. C.D. Lampert, Ph.D. Thesis, University of Bradford, 2003.
14. de la Rie E.R. Photochemical and thermal degradation of films of Dammar resin. Stud. Conserv. 33 (1988) 53-70
15. Flecker M. 16th century Portuguese shipwreck found off Malacca. Heritage Asia (2007) 9-15
16. Assimopoulou A.N., and Papageorgiou V.P. GC-MS analysis of penta- and tetra-cyclic triterpenes from resins of Pistacia species. Part I. Pistacia lentiscus var. Chia. Biomed. Chromatogr. 19 (2004) 285-311
17. van der Doelen G.A., van den Berg K.J., Boon J.J., Shibayama N., de la Rie E.R., and Genuit W.J.L. Analysis of fresh triterpenoid resins and aged triterpenoid varnishes by high-performance liquid chromatography-atmospheric pressure chemical ionisation (tandem) mass spectrometry. J. Chromatogr. A 809 (1998) 21-37
18. Bisset N.G., Diaz M.A., Ehret C., Ourisson G., Palmade M., Patil F., Pesnelle P., and Streith J. Etudes chimio-taxonomiques dans la famille des Dipterocarpacées. II. Constituants du genre Dipterocarpus gaertn. F. Essai de classification chimio-taxonomique. Phytochemistry 5 (1966) 865-880
19. Bisset N.G., Diaz-Parra M.A., Ehret C., and Ourisson G. Etudes chimio-taxonomiques dans la famille des Dipterocarpacées. III. Constituants des genres Anisoptera Korth., Cotylelobium pierre, Dryobalanops gaertn.F. et Upuna sym. Phytochemistry 6 (1967) 1396-1405
20. Bisset N.G., Chavanel V., Lantz J.-P., and Wolff R.E. Constituants sesquiterpéniques et triterpéniques des résines du genre Shorea. Phytochemistry 10 (1971) 2451-2463
21. Mathe C., Connan J., Archier P., Mouton M., and Vieillescazes C. Analysis of Frankincense in archaeological samples by gas chromatography-mass spectrometry. Annali di Chimica 97 (2007) 433-445
22. Papageorgiou V.P., Bakola-Christianopoulou M.N., Apazidou K.K., and Psarros E.E. Gas chromatographic-mass spectroscopic analysis of the acidic triterpenic fraction of mastic gum. J. Chromatogr. A 769 (1997) 263-273
23. Stacey R.J., Cartwright C.R., and McEwan C. Chemical characterization of ancient meosamerican "Copal" resins: preliminary results. Archaeometry 48 (2006) 323-340
24. Hovaneissian M., Archier P., Mathe C., and Vieillescazes C. Contribution de la chimie analytique à l'étude des exsudats végétaux styrax, storax et benjoin. C. R. Chim. 9 (2006) 1192-1202
25. Scalarone D., van der Horst J., Boon J.J., and Chiantore O. Direct-temperature mass spectrometric detection of volatile terpenoids and natural terpenoid polymers in fresh and artificially aged resins. J. Mass Spectrom. 38 (2003) 607-617
26. Connan J. L'archéologie moléculaire et isotopique: étude géochimique des bitumes, brais et goudrons de bois. In: Miskovsky J.C. (Ed). Géologie de la préhistoire: méthodes, techniques, applications (2002), Association pour l'étude de l'environnement géologique de la préhistoire, Maison de la géologie, Paris 1045-1066
27. Charrié-Duhaut A., Connan J., Rouquette N., Adam P., Barbotin C., de Rozières M.-F., Tchapla A., and Albrecht P. The canopic jars of Rameses II: real use revealed by molecular study of organic residues. J. Archaeol. Sci. 34 (2007) 957-967
28. A. Charrié-Duhaut, P. Burger, J. Maurer, J. Connan, P. Albrecht, Molecular and isotopic archaeology: top grade tools to investigate organic archaeological materials, C. R. Chim. 2009, doi:10.1016/j.crci.2009.01.001.
29. Innes H.E., Bishop A.N., Head I.M., and Farrimond P. Preservation and diagenesis of hopanoids in Recent lacustrine sediments of Priest Pot, England. Org. Geochem. 26 (1997) 565-576
30. Fales H.M., Jaouni T.M., and Babashak J.F. Simple device for preparing ethereal diazomethane without resorting to codistillation. Anal. Chem. 45 (1973) 2302-2303
31. Ngan F., and Toofan M. Modification of preparation of diazomethane for methyl esterification of environmental samples analysis by gas chromatography. J. Chromatogr. Sci. 29 (1991) 8-10
32. L'Hour M. La mémoire engloutie de Brunei, une aventure archéologique sous-marine (2001), Textuel-Le Seuil, Paris
33. B. Bellina, P. Silapanth, Première campagne de fouilles à Khao Sam Kaeo (province de Chumphon, Thaïlande péninsulaire), Chroniques, Bulletin de l'Ecole Française d'Extrême-Orient 92, 2006.
34. Flecker M. A 9th-century Arab or Indian shipwreck in Indonesian waters. IJNA 29 (2000) 199-217
35. Flecker M. A 9th-century Arab or Indian shipwreck in Indonesian waters: addendum. IJNA 37 (2008) 384-386
36. Pichette A., Liu H., Roy C., Tanguay S., Simard F., and Lavoie S. Selective oxidation of betulin for the preparation of betulinic acid, an antitumoral compound. Synth. Commun. 34 (2004) 3925-3937
37. Budzikiewicz H., Wilson J.M., and Djerassi C. Mass spectrometry in structural and stereochemical problems. XXXII. Pentacyclic triterpenes. J. Am. Chem. Soc. 85 (1963) 3688-3699
38. S. Fotinos, L. Panaitescu, D. Kletsas, H. Platsinis, I. Zervolea, A.-L. Skaltsounis, S. Mitakou, P. Magiatis, Use of mastic and its components for the control of microbial infections PCT/US2003/013728, 2003.
39. Connan J., Maurin B., Long L., and Sebire H. Identification de poix et de résine de conifère dans des échantillons archéologiques du lac de Sanguinet: exportation de poix en Atlantique à l'époque gallo-romaine. Revue d'Archéométrie 26 (2002) 177-196
40. Philp R.P. Fossil Fuel Biomarkers. Applications and Spectra (1985), Elsevier Science Ltd., United States
41. Peters K.E., Walters C.C., and Moldowan J.M. The Biomarker Guide (2005), Cambridge University Press, New York
42. P. Burger, Ph.D. Thesis, Université Louis Pasteur, Strasbourg, 2008.
43. Connan J., Nissenbaum A., Imbus K., Zumberge J., and Macko S. Asphalt in iron age excavations from the Philistine Tel Miqne-Ekron city (Israel): origin and trade routes. Org. Geochem. 37 (2006) 1768-1786
44. Connan J., and Nissenbaum A. The organic geochemistry of the Hasbeya asphalt (Lebanon): comparison with asphalts from the Death Sea area and Iraq. Org. Geochem. 35 (2004) 775-789
45. Corbet B., Albrecht P., and Ourisson G. Photochemical or photomimetic fossil triterpenoids in sediments and petroleum. J. Am. Chem. Soc. 102 (1980) 1171-1173
46. M. Dastillung, Ph.D. Thesis, Université Louis Pasteur, Strasbourg, 1976.
47. J. Trendel, Ph.D. Thesis, Université Louis Pasteur, Strasbourg, 1985.
48. Corbet B., and Albrecht P. Origine et transformation des terpènes dans les sédiments récents, Biogéochimie de la matière organique à l'interface eau-sédiment marin. Colloques internationaux du C.N.R.S. 293 (1980)
49. Trendel J.M., Lohmann F., Kintzinger J.P., Albrecht P., Chiarone A., Riche C., Cesario M., Guilhem J., and Pascard C. Identification of des-A-triterpenoid hydrocarbons occurring in surface sediments. Tetrahedron 45 (1989) 4457-4470
50. Spyckerelle C., Greiner A.C., Albrecht P., and Ourisson G. Aromatic hydrocarbons from geological sources. Part IV. An octahydrochrysene derived from triterpenes in oil shale: 3,3,7,12a-tetramethyl-1,2,3,4,4a,11,12,12a-octahydrochrysene. J. Chem. Res. (1977) 332-333
51. Jacob J., Disnar J.-R., Boussafir M., Spadano Albuquerque A.L., Sifeddine A., and Turcq B. Contrasted distributions of triterpene derivatives in the sediments of Lake Caco reflect paleoenvironmental changes during the last 20,000 yrs in NE Brazil. Org. Geochem. 38 (2007) 180-197
52. Logan G.A., and Eglinton G. Biogeochemistry of the Miocene lacustrine deposit, at Clarkia, northern Idaho, U.S.A. Org. Geochem. 21 (1994) 857-870
53. Wakeham S.G., Schaffner C., and Giger W. Polycyclic aromatic hydrocarbons in Recent lake sediments. II. Compounds derived from biogenic precursors during early diagenesis. Geochim. Cosmochim. Acta 44 (1980) 415-429
54. C. Spyckerelle, Ph.D. Thesis, Université Louis Pasteur, Strasbourg, 1975.
55. Spyckerelle C., Greiner A.C., Albrecht P., and Ourisson G. Aromatic hydrocarbons from geological sources. Part III. A tetrahydrochrysene derived from triterpenes in recent and old sediments: 3,3,7-trimethyl-1,2,3,4-tetrahydrochrysene. J. Chem. Res. (1977) 330-331
56. Streibl M., and Herout V. Terpenoids-especially oxygenated mono-, sesqui-, di-, and triterpenes. In: Eglinton G., and Murphy M.T.J. (Eds). Organic Geochemistry. Methods and Results (1969), Springer 402-424
57. Laflamme R.E., and Hites R.A. Tetra- and pentacyclic, naturally-occuring, aromatic hydrocarbons in recent sediments. Geochim. Cosmochim. Acta 43 (1979) 1687-1691
58. Wolff G.A., Trendel J.M., and Albrecht P. Novel monoaromatic triterpenoid hydrocarbons occuring in sediments. Tetrahedron 45 (1989) 6721-6728
59. Stout S.A. Aliphatic and aromatic triterpenoid hydrocarbons in a Tertiary angiospermous lignite. Org. Geochem. 18 (1992) 51-66
60. Chaffee A.L., and Fookes C.J.R. Polycyclic aromatic hydrocarbons in Australian coals. III. Structural elucidation by proton nuclear magnetic resonance spectroscopy. Org. Geochem. 12 (1988) 261-271
61. Chaffee A.L., and Johns R.B. Polycyclic aromatic hydrocarbons in Australian coals. I. Angularly fused pentacyclic tri- and tetra-aromatic components of Victorian brown coal. Geochim. Cosmochim. Acta 47 (1983) 2141-2155
62. Elgamal M.H.A., Fayez M.B.E., and Kemp T.R. The mass spectra of some triterpenoid dehydration products. Org. Mass Spectr. 2 (1969) 175-194
63. ten Haven H.L., Peakman T.M., and Rullkotter J. [Delta]2-Triterpenes: early intermediates in the diagenesis of terrigenous triterpenoids. Geochim. Cosmochim. Acta 56 (1992) 1993-2000