Lichen triterpenes

Yosioka I, Matsuda A, Kitagawa I (1966a) Pyxinic acid, a novel lichen triterpene with 3p-hydroxyl function. Tetrahedron Lett 613-616... [Pg.474]

Yosioka, I., A. Matsuda, and I. Kitagawa Pyxinic Acid, a Novel Lichen Triterpene with 3p-Hydroxyl Function. Tetrahedron Letters 1966, 613. [Pg.234]

Zeorin (96), the most common lichen triterpene, has long been known. Its structure and stereochemistry were ultimately confirmed by X-ray analysis of 6a-bromobenzoyl zeorin. Leucotylin has structure (97) according to X-ray analysis of the 6-keto-16/3-p-bromobenzoyl derivative. While the side chain has also oconfiguration, the E ring exists in a half chair form in contrast to zeorin with an envelop conformation. [Pg.514]

Fig. 2.12 Compounds 57-59, triterpene methyl ethers (TMEs), from Chionochloa. Compounds 60-64, lichen-acid derivatives from European Ramalina siliquosa...

Friedelin (friedelane triterpene) Ceratopetalum petalum (Cunoniaceae), Quercus suber (Fagaceae) [cork], Viola odorata (Violaceae), lichens PKA... [Pg.319]

C30H30O, Mr 426.73, needles, mp. 267-269 °C, [aJu -27.8 (CHCI3). A pentacyclic " triterpene widely distributed in many higher plants and lichens it can be obtained as the main component from the cork of the cork oak (Quercus suber, Fagaceae) by extraction with hot ethanol. F. has diuretic activity. [Pg.241]

C30H52O2, Mr 444.74, cryst., mp. 283 °C, [a]g +12.3° (CHCI3). Occurs together with other stictane triterpenes in lichens of the genus Pseudocyphellaria (New Zealand, Chile). Stictane triterpenes have as yet only been found in lichens. [Pg.614]

Taraxeral (14-taraxeren-3jS-ol). Formula, see triterpenes. C30H50O, Mr 426.73, mp. 282-283 °C, [ajp -t0.7° (CHCI3). T. is a triterpene widely distribute in the plant kingdom, isolated for the first time in 1923 from the bark of gray alder (Alntts incana). T. also occurs in the roots of dandelion (Taraxacum officinale), in various alder species, rhododendron species, and Euphoibiaceae, as well as in some lichens. T. is derived from the taraxerane skeleton and has antigastritic properties. [Pg.632]

On heating the glass capillary in a flame, the lichen substances decompose and evolve characteristic odours. It is easy to differentiate between an aliphatic compound, a phenolic or a triterpene in this way. [Pg.13]

The following papers deal chiefly with the C-NMR spectroscopy of lichen substances xanthones Sundholm (1978a, 1979), Huneck and Hofle (1978), depsides, depsidones and depsones Sundholm and Huneck (1980, 1981), and triterpenes Wenkert et al. (1978), Wilkins et al. (1989b, 1990). [Pg.21]

Gaskell et al. (1973) analyzed the hydrocarbons from three lichens by GLC and Furuya et al. (1966) some lichen anthraquinones. Ikekawa et al. (1965) reported on the GLC of zeorin and other triterpenes. Zeorin has a retention time of 4.96 min (1.5% SE-30 on Gas Chrom P, 80-lOOmesh, 150 x 4mm, 225°C, 80mlN2/min). Shibata et al. (1965) found that free zeorin gave two peaks, the minor one corresponding to zeorinine. The relative retention times for the acetates of the sterols isolated from Pseud-evernia furfuracea are summarized in Table 17 (Wojciechowski et al. 1973). [Pg.109]

AUemand P (1988) Contribution a Tetude de la composition chimique de lichens application de la spectrometrie de masse en tandem (MS-MS) a Tidentification de triterpenes et steroides. Thesis, Univ Neuchatel... [Pg.447]

Chiarello J, Joullie MM (1988) Synthetic routes to cristatic acid and derivatives. Tetrahedron 44 41-48 Chin WJ, Corbett RE, Heng CK, Wilkins AL (1973) Lichens and fungi. Part XL Isolation and structural elucidation of a new group of triterpenes from Sticta coronata, S. colensoi, and S. flavicans. J Chem Soc Perkin Trans 1 1437-1446... [Pg.451]

Goh EM, Wilkins AL, Holland PT (1979) Structural elucidation of a new group of secostictane triterpenoids. J Chem Soc Perkin Trans 1 1560-1564 Gollapudi SR, Telikepalli H, Jampani HB, Mirhom YW, Drake SD, Bhattiprolu KR, van der Velde D, Mitscher LA (1994) Alectosarmentin, a new antimicrobial dibenzofuran lactol from the lichen, Alectoria sarmentosa. J Natural Prod 57 934-938 Gonzalez AG, Martin JD, Perez C (1974) Three new triterpenes from the lichen Xanthoria resendei. Phytochemistry 13 1547-1549... [Pg.458]

Huneck S, Preiss A, Schmidt J, Morales Mendez A (1983) 3P-Acetoxyhopan-lp,22-diol, a triterpene from the lichen Pseudoparmelia texana. Phytochemistry 22 2027-2030... [Pg.462]

Wilkins AL (1977) The structure of a triterpenoid ketol from Cetraria nivalis. Phytochemistry 16 608-609 Wilkins AL (1980) Nephrin structure and occurrence in Nephroma species. Phytochemistry 19 696-697 Wilkins AL, Elix JA (1990) New fernene triterpenes from the lichen Pseudocyphellaria aurata. Aust J Chem 43 623-627... [Pg.472]

Yosioka I, Nakanishi T, Tsuda E (1966a) The structure of leucotylic acid, a new triterpenic acid from a lichen. Tetrahedron Lett 607-612... [Pg.474]

Yosioka I, Yamaki M, Kitagawa I (1966c) On the triterpenic constituents of a lichen Parmelia entotheiochroa Hue zeorin, leucotylin, leucotylic acid, and five new related triterpenoids. Chem Pharm Bull 14 804-807... [Pg.474]

Yosioka I, Yamauchi H, Kitagawa I (1969c) Diacetylpyxinol, a triterpene alcohol from a lichen Pyxine endochrysina Nyl. Tetrahedron Lett 4241-4244... [Pg.474]

The secondary metabolites of the lichen are active substances against pathogenic microorganisms. Most known lichen substances with antimicrobial activity are usnic acid, phenolic compounds, triterpenes, steroids, anthraquinones, depsides, depsidones, and dapsones, and most of them are known mechanisms of their antibiotic action. [Pg.83]

Chin, W. J., R. E. Corbett, C. K. Heng, and A. L. Wilkins Lichens and Fungi. Part XL Isolation and Structural Elucidation of a New Group of Triterpenes from Sticta coronata, S. colensoi, and S.flavicans. J. Chem. Soc. (London) Perkin Trans. I 1973, 1437. [Pg.221]

Yosioka, L, H. Yamauchi, and I. Kitagawa Diacetylpyxinol, a Triterpene Alcohol from a Lichen Pyxine endochrysina Nyl. Tetrahedron Letters 1969, 4241. [Pg.234]

Known lichen metabolites of probable mevalonate origin include one diterpene, (—)-16or-hydroxykaurane, a series of about 20 triterpenes, several... [Pg.537]

Allemand P (1988) Contribution a f Etude de la Composition de Lichens Application de la Spectrometrie de Masse en Tandem (MS-MS) a f Identification de Triterpenes et Steroides. Thesis. Fac des Sciences, Univ Neuchatel Ammann W, Richarz R, Wirthlin T, Wendisch D (1982) H and C Chemical Shifts and Coupling Constants of Lupane. Org Magn Res 20 260 Anastasia M, Fiecchi A (1981) Synthesis of Lichesterol [Erogosta-5,8(9),22-trien-3P Ol]. J Chem Soc Perkin I 2125... [Pg.239]

Tabacchi R, Tsoupras G, Allemand P (1995) Identification of Triterpenes from Lichens by Tandem Mass Spectrometry (MS-MS). Bibl Lichenol 57 429... [Pg.272]

Wilkins AL, Elix JA (1990) New Femene Triterpenes from the Lichen Pseudocyp-hellaria aurata. Aust J Chem 43 623... [Pg.274]

Wilkins AL, Ronaldson KJ, Jager PM, Bird PW (1987) A C-NMR Study of some Oxygenated Hopane Triterpenes. Aust J Chem 40 1713 752. Williams DE, Bombuwala K, Lobkovsky E, Dilip de Silva E, Karunaratne V, Allen TM, Clardy J, Andersen RJ (1998) Ambewelamides A and B, Antineoplastic Epidithiapiperazinediones Isolated from the Lichen Usnea sp. Tetrahedron Letters 39 9579... [Pg.274]

This pathway is mainly involved in the biosynthesis of different types of ter-penes (e.g., 16p-aceteoxyhopane-6a-22-diol (42) and zeorin (43)). However, only a few di- and triterpenes are reported from different species of lichens [1]. The pathway is described in Schemes 3 and 4. [Pg.231]

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