Gentisinacetal und Chlorgentisinalkohol, zwei neue Metabolite einer  Phoma species | Zendy

SéquinFrey M. | Zendy; Tamm Ch. | Zendy

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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.

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