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Gentisinacetal und Chlorgentisinalkohol, zwei neue Metabolite einer Phoma species
Author(s) -
SéquinFrey M.,
Tamm Ch.
Publication year - 1971
Publication title -
helvetica chimica acta
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.74
H-Index - 82
eISSN - 1522-2675
pISSN - 0018-019X
DOI - 10.1002/hlca.19710540310
Subject(s) - chemistry , metabolite , phoma , acetaldehyde , stereochemistry , fungi imperfecti , cleavage (geology) , organic chemistry , botany , biochemistry , ethanol , biology , paleontology , fracture (geology)
From cultures of a Phoma species (strain S729) ( Fungi imperfecti ) gentisylalcohol ( 1 ), toluhydroquinone ( 3 ), and two new metabolites, gentisylacetal ( 2 ) and chlorogentisylalcohol ( 4 ), have been isolated. The structure of 2 was proven by cleavage to gentisylalcohol ( 1 ) and acetaldehyde, and by resynthesis from these moieties. The synthesis of chlorogentisylalcohol (2,5‐dihydroxy‐3‐chloro‐benzyl alcohol) ( 4 ) and its two isomers 5 and 6 from chlorohydroquinone ( 10 ) via the aldehydes 7,8 , and 9 respectively established the structure of this metabolite.