Chemistry and crystal structure of leprolomin, a novel diphenyl ether from the lichen psoroma leprolomum

John A. Elix; Udomsri Engkaninan; Alan J. Jones; Colin L. Raston; Melvyn V. Sargent; Allan H. White

doi:10.1071/CH9782057

Chemistry and crystal structure of leprolomin, a novel diphenyl ether from the lichen psoroma leprolomum

John A. Elix, Udomsri Engkaninan, Alan J. Jones, Colin L. Raston, Melvyn V. Sargent, Allan H. White

Research output: Contribution to journal › Article › peer-review

23 Citations (Scopus)

Abstract

The isolation and structural elucidation of 3′-(2″-acetyl-3″-hydroxy-5″-methoxy-4″-methylphenoxy)- 2′, 4′-dihydroxy-6′-methoxy-5′-methylacetophenone (leprolomin) (12), an unusual lichen metabolite probably derived biogenetically by C-O phenolic coupling of two units of C-methylphloroacetophe- none, is reported. Spectroscopic data on leprolomin and its derivatives allowed the structure to be limited to six possibilities; hence the crystal structure of leprolomin triacetate (15) was determined by X-ray diffraction.

Original language	English
Pages (from-to)	2057-2068
Number of pages	12
Journal	Australian Journal of Chemistry
Volume	31
Issue number	9
DOIs	https://doi.org/10.1071/CH9782057
Publication status	Published - 1978
Externally published	Yes

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title = "Chemistry and crystal structure of leprolomin, a novel diphenyl ether from the lichen psoroma leprolomum",

abstract = "The isolation and structural elucidation of 3′-(2″-acetyl-3″-hydroxy-5″-methoxy-4″-methylphenoxy)- 2′, 4′-dihydroxy-6′-methoxy-5′-methylacetophenone (leprolomin) (12), an unusual lichen metabolite probably derived biogenetically by C-O phenolic coupling of two units of C-methylphloroacetophe- none, is reported. Spectroscopic data on leprolomin and its derivatives allowed the structure to be limited to six possibilities; hence the crystal structure of leprolomin triacetate (15) was determined by X-ray diffraction.",

author = "Elix, {John A.} and Udomsri Engkaninan and Jones, {Alan J.} and Raston, {Colin L.} and Sargent, {Melvyn V.} and White, {Allan H.}",

year = "1978",

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T1 - Chemistry and crystal structure of leprolomin, a novel diphenyl ether from the lichen psoroma leprolomum

AU - Elix, John A.

AU - Engkaninan, Udomsri

AU - Jones, Alan J.

AU - Raston, Colin L.

AU - Sargent, Melvyn V.

AU - White, Allan H.

PY - 1978

Y1 - 1978

N2 - The isolation and structural elucidation of 3′-(2″-acetyl-3″-hydroxy-5″-methoxy-4″-methylphenoxy)- 2′, 4′-dihydroxy-6′-methoxy-5′-methylacetophenone (leprolomin) (12), an unusual lichen metabolite probably derived biogenetically by C-O phenolic coupling of two units of C-methylphloroacetophe- none, is reported. Spectroscopic data on leprolomin and its derivatives allowed the structure to be limited to six possibilities; hence the crystal structure of leprolomin triacetate (15) was determined by X-ray diffraction.

AB - The isolation and structural elucidation of 3′-(2″-acetyl-3″-hydroxy-5″-methoxy-4″-methylphenoxy)- 2′, 4′-dihydroxy-6′-methoxy-5′-methylacetophenone (leprolomin) (12), an unusual lichen metabolite probably derived biogenetically by C-O phenolic coupling of two units of C-methylphloroacetophe- none, is reported. Spectroscopic data on leprolomin and its derivatives allowed the structure to be limited to six possibilities; hence the crystal structure of leprolomin triacetate (15) was determined by X-ray diffraction.

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VL - 31

SP - 2057

EP - 2068

JO - Australian Journal of Chemistry

JF - Australian Journal of Chemistry

IS - 9

ER -

Chemistry and crystal structure of leprolomin, a novel diphenyl ether from the lichen psoroma leprolomum

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