Free access
Issue
Ann. For. Sci.
Volume 57, Number 8, December 2000
Page(s) 819 - 829
DOI http://dx.doi.org/10.1051/forest:2000155

References

1
Ahluwalia V.K., Seshadri T.R., Nootkatin from Cupressus torulosa, Current Sci. 23 (1954) 154.
2
Anderson A.B., Scheffer T.C., Duncan C.G., On the decay retardant properties of some tropolones, Science 137 (1962) 859-860.
3
Anderson A.B., Scheffer T.C., Duncan C.G., The chemistry of decay resistance and its decrease with heartwood aging in incense cedar, Holzforschung 17 (1963) 1-5.
4
Barnard J.F., Ven der Jagt D.L., Honek J.F., Small molecules probes of glyoxylase I and glyoxylase II, Bioch. Biophys. Acta. 1208 (1994) 127-135.
5
Barreto H.S., Enzell C., The chemistry of the Order Cupressales. 39. Heartwood constituents of Cupressus torulosa Don., Acta Chem. Acta. 15 (1961) 1313-1318.
6
Barton G.M., A review of yellow cedar (Chamaecyparis nootkatensis D. Don.) extractives and their importance to utilisation, Wood Fiber 8 (1976) 172-176.
7
Berlin J., Witte L., Formation of mono and diterpenoids by cultured cells of Thuja occidentalis, Phytochemistry 27 (1988) 127-132.
8
Bicho J.G., Zavarin E., Bhacca N.S., On the occurrence of hydronootkatinol in the heartwood of Cupressus lindleyi Klotsch., J. Organ. Chem. 28 (1963) 2927-2229.
9
Bredenberg J.B., The chemistry of the order Cupressales 36. The ethereal oil of the wood of Juniperus communis L., Acta Chem. Scand. 15 (1961) 961-966.
10
Camel V., Tambute A., Claude M., L'extraction en phase supercritique à l'échelle analytique : principe, mise en \oeuvre et applications, Analusis 20 (1992) 503-528.
11
Carlsson B., Erdtmann H., Frank A., Harvey W.E., The chemistry of the Order Cupressales - 8. Heartwood constituents of Chamaecyparis nootkatensis. Carvacrol, nootkatin and chamic acid, Acta Chem. Scand. 6 (1952) 690-696.
12
Castioni P., Christen P., Venthey J.L., L'extraction en phase supercritique des substances d'origine végétale, Analusis 23 (1995) 95-106.
13
Charlwood B.V., Banthorpe D.V., Progress in Phytochemistry, Vol. 5, Reinhold L., Harborne J.B., Swain T. (Eds.), Pergamon Press, Oxford, 1978, pp. 65-125.
14
Chow Y.L., Erdtman H., The chemistry of the Order Cupressales. 42. Heartwood constituents of Tetraclinis articulata (Vahl) Masters, Acta Chem. Scand. 16 (1962) 1291-1295.
15
Corbett R.E., Wright D.E.. The extractives of Libocedrus bidwillii and Cupressus macrocarpa, Chem. and Ind. (1953) 1258-1259.
16
Dadswell I.W., Dadswell H.E., The relation between durability and the extractives of the Cypress pines (Callitris spp), J. Council Sci. Ind. Res. 4 (1931) 208-216.
17
Duff S.R., Erdtmann H., Harvey W.E., The chemistry of the Order Cupressales. II. Heartwood constituents of Chamaecyparis nootkatensis (Lamb.) Spach. Nootkatine, Acta Chem. Scand. 8 (1954) 1073-1082.
18
Edlin H.L., A modern sylva or a discourse of forest trees. 7-Cedars (Cedrus species), Quart. J. For. 57 (1963) 302-310.
19
Eisenreich W., Menhard B., Hyland P.J., Zenk M.H., Studies on the biosynthesis of taxol: the taxane carbon skeleton is not of mevalonoid origin, Proc. Natl. Acad. Sci. 93 (1996) 6431-6436.
20
Enzell C., The chemistry of the Order Cupressales. 24. Heartwood constituents of Chamaecyparis thyoides (L) Britt., Acta Chem. Scand. 14 (1960) 81-85.
21
Enzell C., Studies on Conifer terpenes, Svensk. Kem Tidskr. 74 (1962) 559-574.
22
Enzell C., Erdtman H., The chemistry of the Order Cupressales. 19. The occurrence of manool in Cupressus sempervirens L., Acta Chem. Scand. 11 (1957) 902-903.
23
Enzell C., Krolikowska M., The chemistry of the Order Cupressales 48. Heartwood constituents of Cupressus arizonica, Ark. Chem. 20 (1962) 157-162.
24
Erdtman H., Heartwood extractives of Conifers. Their fungicidal and insect-repellent properties and taxonomic interest, Tappi 32 (1949) 305-310.
25
Erdtman H. Organic chemistry and Conifer taxonomy. In: Todd A. (Ed.), Perspectives in organic chemistry, Interscience, New York and London, 1956, p. 453.
26
Erdtman H., Gripenberg J., Antibiotic substances from the heartwood of Thuja plicata Don., Nature 161 (1948) 719.
27
Erdtman H., Gripenberg J., Antibiotic substances from the heartwood of Thuja plicata Don. II. The constitution of $\gamma$-thujaplicin, Acta Chem. Scand. 2 (1948) 625-638.
28
Erdtman H., Norin T., The chemistry of the Order Cupressales, Fortschr. Chem. Org. Naturst. 24 (1966) 206-287.
29
Erdtman H., Pelchowicz Z., The chemistry of the Order Cupressales. 15. Heartwood constituents of Austrocedrus chilensis (D. Don.) Florin et Boutelje (Libocedrus chilensis (D. Don.) Endl.), Acta Chem. Scand. 9 (1955) 1728-1729.
30
Florin R., The distribution of Conifer and Taxad Genera in time and space, Acta Horti. Bergiani 20 (1963) 121-312.
31
Fujita Y., A consideration of the mode of formation of thujaplicins and allied tropolones in Plants, Bull. Osaka Ind. Res. Inst. 6 (1955) 199.
32
Gardner J.A.F., Barton G.M., Occurrence of $\beta$-dolabrin (4-isoprophenyltropolone) in Western Red Cedar (Thuja plicata Don.), Can. J. Chem. 36 (1958) 1612-1615.
33
Gardner J.A.F., Barton G.M., Maclean H., Occurrence of 2,7 dihydroxy-4-isopropyl-2, 4, 6-cyclo heptatrien-1-one (7-hydroxy-4-isopropyl tropolone) in Western Red Cedar (Thuja plicata Don.), Can. J. Chem. 35 (1957) 1039-1048.
34
Goldstein J.L., Brown M.S., Regulation of the mevalonate pathway, Nature 343 (1990) 425-430.
35
Goldstein M., Lauber E., McKerreghan., The inhibition of dopamine $\beta$-hydroxylase by tropolone and other chelating agents, Biochem. Pharmacol. 13 (1964) 1103-1106.
36
Gripenberg J., Antibiotic substances from the heartwood of Thuja plicata Don. III. The constitution of $\alpha$-thujaplicin, Acta Chem. Scand. 2 (1948) 639-643.
37
Gripenberg J., The constituents of the wood of Thuja occidentalis, Acta Chem. Scand. 3 (1949) 782.
38
Gripenberg J., The chemistry of the order Cupressales. 9. The synthesis of hexahydrothujic acid, Acta Chem. Scand. 6 (1952) 854-858.
39
Haluk J.P., Roussel C., Durabilité naturelle du Red cedar et application des biotechnologies végétales dans le domaine de la préservation du bois. Communication 2$^{\rm e}$ Journées Scientifiques Bois-Forêt, 1998, Épinal, France.
40
Hermann P., Quoted by Sandermann W. and Simatupang M.H., 1966. Zur chemie und Biochemie des Teakholzes (Tectona grandis), Holz Roh-Werkst. 24 (1952) 190-204.
41
Hillis W.E., Heartwood and tree exsudates, Timell T.E. (Ed.), Springer Verlag, Berlin, 1987, 268 p.
42
Hirose Y., Terpenoids VII. The structure of a new tropolone, nootkatinol., Agric. Biol. Chem. 27 (1963) 795-797.
43
Hirose Y., Terpenoids VIII. On the occurrence of nootkatinol (hydronootkatinol) in the wood of Juniperus rigida Sieb et Zucc., J. Japan Wood Res. Soc. 10 (1964) 251-252.
44
Hirose Y., Nakatsuka T., Terpenoids III. Composition of the essentiel oil from the wood of Biota orientalis Endl. (Thuja orientalis L.), J. Japan Wood Res. Soc. 4 (1958) 26-29.
45
Hirose Y., Nakatsuka T., Terpenoids IX. Composition of the wood of Thuja standishii Carr., J. Japan Wood Res. Soc. 10 (1964) 253-255.
46
Inamori Y., Nishigushi K., Matsuo N., Tsujibo H., Baba K., Ishida N.. Phytogrowth-inhibitory activities of tropolone and hinokitiol., Chem. Pharm. Bull. 39 (1991) 2378-2381.
47
Inone H., Noguchi T., Treatment of Thuja oil by ion exchange resin. (Chem. Abstr., 59, 2706), Yukagaku 11 (1963) 523-526.
48
Kahn V., Andrawis A., Inhibition of mushroom tyrosinase by tropolone, Phytochemistry 24 (1985) 905-908.
49
Kahn V., Andrawis A., Tropolone as a substrate for horseradish peroxidase, Phytochemistry 24 (1985) 909-913.
50
Li H.L., A new species of Chamaecyparis, Morris Arboretum Bull. 13 (1962) 43.
51
Lin Y.T., Liu K.T., Study of the extractive constituents from the wood of Libocedrus formosana. Florin VI. Thin layer chromatography of tropolones, J. Chin. Chem. Soc. 10 (1963) 156.
52
Lin Y.T., Wang K.T., Chen C.L., The essentiel oil of Chamaecyparis taïwanensis, Masamune et Suzuki. II Chamaecin, a new natural tropolonoid, J. Chin. Chem. Soc. 2 (1955) 126-128.
53
Lucas A., Ancient Egyptian materials and industries. 4th edn., Rev. by Harris J.R., Arnold London, 1962, pp. 323-324.
54
Merrill W., Mechanisms of resistance to fungi in woody plants: a historical perspective, in: Blanchette R.A., Biggs A.R. (Eds.), Defense mechanisms of woody plants against fungi, Springer Verlag, Berlin, 1992, pp. 1-12.
55
Miyashita M., Hara S., Yoshikoshi A., Regiospecific synthesis of b-thujaplicin (kinokitiol) from 2-isopropylphenol, J. Org. Chem. 52 (1987) 2602-2604.
56
Modica G., Rossi P.F., Su sostanze estratte del durame di Cupressus semperviens L. Nota II. Isolemento di nootkatina, Ann. Chim. 46 (1956) 842-846.
57
Moret D., Utilisation de biomolécules d'origine végétale à activité biocide élevée comme agents de substitution des produits chimiques toxiques de préservation du bois. Application aux tropolones, D.E.A. Sciences du Bois, Université Henri Poincaré Nancy I, 1997.
58
Norin T., Chanootin, a bicyclic C15-tropolone from the heartwood of Chamaecyparis nootkatensis (Lamb.) Spach., Ark Kemi 22 (1964) 129-135.
59
Nozoé T., Studies on hinokitiol. Part V. On the revision of the hinokitiol structure, Sci. Repts. Tôhoku Univ. (I) 36 (1952) 82-98.
60
Nozoé T, Takase K., Ogata M., $\beta$-dolabrin : a new natural tropolone, Chem. and Ind. 2 (1957) 1070.
61
Nozoé T., Yasue A., Yamane K., On the acidic constituents of the essentiel oil of Thujopsis dolobrata. Occurrence of $\alpha$-thujaplicin, Proc. Jpn Acad. 27 (1951) 15-17.
62
Ohira T., Teranchi F., Yatagai M., Troplones extracted from the wood of Western Red Cedar by supercritical carbon dioxide, Holzforchung 48 (1994) 308-312.
63
Ohira T., Teranchi F., Yatagai M., Efficient extraction of hinokitiol from the wood of Hiba with supercritical carbon dioxide, Mokuzai Gakkaishi 42 (1996) 1006-1012.
64
Okabe T., Saito K., Fukui T., Inuma K., Antibacterial activity of hinokitiol against methicillin-resistant Staphylococcus aureus (MRSA), Mokuzai Gakkaishi 40 (1994) 1233-1238.
65
Pettersson E., Runeberg J., The chemistry of the Order Cupressales, 34. Heartwood constituents of Juniperus procera. Hochst. and Juniperus californica Carr., Acta Chem. Scand. 15 (1961) 713-720.
66
Pilo C., Runeberg J., The chemistry of the order Cupressales. 25. Heartwood constituents of Juniperus chinensis L., Acta Chem. Scand. 14 (1960) 353-358.
67
Rennerfelt E., Investigations of Thujaplicine, a fungicidal substance in the heartwood of Thuja plicata D. Don., Physiol. Plantarum 1 (1948) 245-254.
68
Robinson R., The structural relations of natural products, Clarendon Press, Oxford, 1955.
69
Roussel C., Utilisation de biocides naturels comme agents de substitution des produits chimiques toxiques de préservation du bois. Application à la rosine de tall-oil et à la $\beta$-thujaplicine. Rapport scientifique d'avancement, Convention ADEME n$^\circ$ 9701029, Paris, 1999.
70
Rudman P., Gay F.J., The causes of natural durability in timber. XIV. Intraspecific variations in termite resistance of Cypress Pine (Callitris columellaris F. Muell.) Holzforschung. 18 (1964) 113-116.
71
Runeberg J., The chemistry of the Order Cupressales. 31. Heartwood constituents of Juniperus phoenicae L., Acta Chem. Scand. 14 (1960) 1995-1998.
72
Runeberg J., The chemistry of the Order Cupressales. 29. Heartwood constituents of Juniperus thurifera L., Acta Chem. Scand. 14 (1960) 1985-1990.
73
Runeberg J., The chemistry of the Order Cupressales. 27. Heartwood constituents of Juniperus utahensis Lemm., Acta Chem. Scand. 14 (1960) 797-804.
74
Runeberg J., The chemistry of the Order Cupressales. 28. Constituents of Juniperus virginiana L., Acta Chem. Scand. 14 (1960) 1288-1294.
75
Runeberg J., The chemistry of the Order Cupressales. 30. Heartwood constituents of Juniperus cedrus Webb. and Berth., Acta Chem. Scand. 14 (1960) 1991-1994.
76
Runeberg J., The chemistry of the Order Cupressales. 35. Heartwood constituents of Juniperus foetidissima Willd., Acta Chem. Scand. 15 (1961) 721-726.
77
Runeberg J., The chemistry of the Order Cupressales. 33. The structure of Procerin, Acta Chem. Scand. 15 (1961) 645-647.
78
Sakai K., Kusuba K., Tsutsumi Y., Shiraishi T., Secondary metabolites in cell culture of woody plants. III Formation of $\beta$-thujaplicin in Cupressus lusitanica callus cultures treated with fungal elicitors, Mokuzai Gakkaishi 40 (1994) 1-5.
79
Sakai K., Yamaguchi T., Itose R., Biosynthese of a heartwood tropolone, $\beta$-thujaplicin, Mokuzai Gakkaishi 43 (1997) 696-698.
80
Saleh N.A., Zwiefak A., Mordarski M., Pulverer G., Antibacterial activity of selected tropones and tropolones, Zbl. Bakt. Hyg. A 270 (1988) 160-170.
81
Sholberg P.L., Shimizu B.N., Use of natural plant products, hinokotiol to extend shelf-life of peaches, Can. Inst. Sci. Technol. J. 24 (1991) 273-277.
82
Southam C.M., Ehrlich J., Effects of extracts of western Red Cedar heartwood on certain wood-decayed fungi in culture, Phytopathology 33 (1943) 517-524.
83
Tanaka T., Takenchi M., Chishima E., Inhibition study of tyrosinase from Aspergillus orizae, Agric. Biol. Chem. 53 (1989) 557-558.
84
Valero E., Garcia-Moreno M., Varon R., Garcia-Carmona F., Time-dependant inhibition of grape polyphenoloxidase by tropolone, J. Agr. Food Chem. 39 (1991) 1043-1046.
85
Woodward S.. Responses of gymnosperm bark tissues to fungal infection, in: Blanchette R.A., Biggs A.R. (Eds.), Defense mechanisms of woody plants against fungi. Springer Verlag, Berlin, 1992, pp. 62-75.
86
Yamamoto M., Hashigaki K., Sakai J., Kawasaki Y., Tsukagoshi S., Synthesis and antitumor activity of tropolones derivatives -4-, J. Med. Chem. 30 (1987) 117-120.
87
Zavarin E. and Anderson A.B., Paper chromatography of the tropolones of Cupressaceae, J. Organ. Chem. 21 (1956) 332-335.
88
Zavarin E., Anderson A.B., Extrahierbare Bestandteile des Kernholzes der Kalifornischen Flubzeder (Incense Cedar, Libocedrus decurrens) Torrey. IV. Vorkommer und Chromatographie von Thujaplicinen, Chem. Ber. 89 (1956) 545-549.
89
Zavarin E., Anderson A.B., On the structure of pigmaein, a new tropolone from Cupressus pygmaea Heartwood, J. Organ. Chem. 26 (1961) 1679-1680.
90
Zavarin E., Anderson A.B., Smith R.M., On the occurrence of $\alpha$-thujaplicinol in the heartwood of Cupressus pigmae (Lemm.) Sarg., J. Organ. Chem. 26 (1961) 173-176.
91
Zavarin E., Smith R.M., Anderson A.B., Characterization of Cupressaceae tropolones as dicyclohexylamine salts, J. Organ. Chem. 24 (1959) 1584-1585.
92
Zavarin E., Smith R.M., Anderson A.B., Paper chromatography of the tropolones of Cupressaceae II, J. Organ. Chem. 24 (1959) 1318-1321.


Abstract

Copyright INRA, EDP Sciences