Structural elucidation and synthesis of 3-hydroxybenzene-1,2-dicarbaldehyde from astigmatid mites.
The structure of a novel aromatic compound contained in the unidentified Rhizoglyhus mite (Acaridae: Astigmata) was elucidated, without its isolation, to be 3-hydroxybenzene-1,2-dicarbaldehyde (tentatively named gamma-acaridial) by a combination of GC/MS and GC/FT-IR together with knowledge of related mite compounds. The structure was confirmed by a 5-step synthesis, starting from methyl 3-hydroxybenzoate, in a 15% overall yield. The compound is widely distributed not only among Astigmata but also among Oribatida, although its biological function is obscure at present.
Sakata
T
T
Division of Applied Life Sciences, Graduate School of Agriculture, Kyoto University, Japan.
Kuwahara
Y
Y
D000447:Aldehydes / Q000138:chemical synthesis* / Q000737:chemistry*; D000818:Animals; D001554:Benzene / Q000138:chemical synthesis / Q000737:chemistry*; D001555:Benzene Derivatives; D008401:Gas Chromatography-Mass Spectrometry; D008925:Mites / Q000737:chemistry*; D010636:Phenols / Q000138:chemical synthesis / Q000737:chemistry*; D017550:Spectroscopy, Fourier Transform Infrared
C453420:3-hydroxybenzene-1,2-dicarbaldehyde; D000447:Aldehydes; D001555:Benzene Derivatives; D010636:Phenols; D001554:Benzene