Chemical Studies on Lichens. 9. Chlorinated Anthraquinones from Nephroma laevigatum.

Bendz, Gerd; Bohman, Gerd; Santesson, Johan; Cyvín, S. J.; Hagen, Gretchen

doi:10.3891/acta.chem.scand.21-2889

Cited by 13 publications

(8 citation statements)

References 0 publications

Supporting

Mentioning

Contrasting

Order By: Relevance

“…Mass spectrometry has identified two of the four pigments as secalonic acid C ( = ergochrome AB) and secalonic acid A ( = ergochrome AA) (Franck et al 1966); the other two pigments remain unidentified. Although these pigments give a purple-red coloration with K, none of them occur in Nephroma laevigatum (Bendz et al 1967, James & White 1987. Two-dimensional t.l.c.…”

Section: (2)mentioning

confidence: 98%

Studies on the Genus Nephroma II. The Southern Temperate Species

White

James

1988

The Lichenologist

View full text Add to dashboard Cite

This paper reassesses the southern temperate South American and Australasian species of Nephroma, analyses their chemistry and provides a key to the 14 species and three varieties accepted. N. occultum from North America is also discussed due to its close relationship to N. microphyllum and N. papillosum. Three pairs of morphotypes are described for the first time: N. analogicum-N. chubutense, N. kuehnemannii-N. microphyllum and N. skottsbergii-N. papillosum. N. papillosum sp. nov. and N. skottsbergii sp. nov. from Chile and Argentina are newly described. N. lobuligerum and N. lepidophyllum are reduced to varietal rank. N. lyallii is placed in synonymy with N. plumbeum and a new combination N. plumbeum var. isidiatum (J. Murray) F. J. White & P. James is made.

show abstract

Section: (2)mentioning

confidence: 98%

Studies on the Genus Nephroma II. The Southern Temperate Species

White

James

1988

The Lichenologist

View full text Add to dashboard Cite

show abstract

“…Zopf (1907) confirmed that the emodin of Bachmann (1887) was identical to nephromin. Bendz et al (1967) showed nephromin to be a mixture of anthraquinones, which included emodin, and established the formulae for five of these by mass spectrometry: emodin (3-methyl-l,6,8-trihydroxyanthraquinone), fragilin (7-chloro-l,8dihydroxy-6-O-methyl-3-methylanthraquinone), 7-chloroemodin, 7-chloro-1-O-methylemodin and 7-chloro-l,6-di-O-methylemodin. Further analytical data for these pigments is given by Bohman (1969) who also isolated a triterpene thought to be nephrin (see below) and an additional fatty acid from N. laevigatum.…”

Section: Introductionmentioning

confidence: 99%

Studies on the Genus Nephroma I. The European and Macaronesian Species

James

White

1987

The Lichenologist

View full text Add to dashboard Cite

show abstract

“…Consequently, we focused isolation efforts on molecules that exhibited the aforementioned UV absorptions in addition to their chlorination pattern. Using these UV-and MS-guided isolation approaches, we were able to isolate and characterize eight compounds: four anthraquinones (emodin, 7-chloro-emodin, 7chloro-1-O-methylemodin and 1-O-methylfragilin (1-4)) [2,3], two new homobianthrones (diasteroisomers 5a and 5b) and two new heterobianthrones (diasteroisomers 6a and 6b). OH OH The presence of two asymmetric carbons at C-10 and C-10ʹ easily explains the coexistence of two diastereoisomers.…”

Section: Uv-and Ms-based Dereplication and Isolationmentioning

confidence: 99%

“…It is a foliose lichen with a cyanobiont (Nostoc) as photosynthesizing partner [1]. The first phytochemical investigation of this lichen was conducted by Bentz et al, who isolated five anthraquinones (emodin (1) and chlorinated derivatives) from a Swedish specimen [2]. A few years later, a North American specimen was studied by Cohen et al They described the presence of chlorinated anthraquinones [3].…”

Section: Introductionmentioning

confidence: 99%