Structural elucidation of twelve novel esters composed of five fatty acids and three new branched alcohols together with four monoterpenoids from Sancassania shanghaiensis (Acari: Acaridae).

Article abstract of DOI:10.1271/bbb.65.919

A total of 12 novel esters and four monoterpenoids (rosefuran, (2R,3R)-epoxyneral, and alpha- and beta-acaridials) were detected by GC/MS analyses as the opisthonotal gland components of Sancassania shanghaiensis. The acidic fraction after hydrolysis was composed of five common fatty acids (palmitic, stearic, oleic, linoleic and arachidic acid), while the alcoholic fraction consisted of two major components (C6 and C8 alcohols with branched methyls), together with a trace amount of C9 alcohol. The two major alcohols were identified as new alcohols [(S)-2-methylpentanol and (2S,4S)-2,4-dimethylhexanol] by comparing the physico-chemical data of their 3,5-dinitrobenzoates with those of regio-selectively synthesized alcohols. The C9 alcohol was suggested as (2S,4S)-2,4-dimethylheptanol, based on a structural and biogenetic analogy to the C6 and C8 alcohols. Five of the compounds were each identified by GC to be (S)-2-methylpentyl esters from five fatty acids, and the other five components likewise as (2S,4S)-2,4-dimethylhexyl esters. The remaining two were suggested as (2S,4S)-2,4-dimethylheptyl stearate and linolate.

Full text of DOI:10.1271/bbb.65.919

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Structural Elucidation of Twelve Novel Esters
Composed of Five Fatty Acids and Three
New Branched Alcohols Together with Four
Monoterpenoids from Sancassania shanghaiensis
(Acari: Acaridae)
Tomoyo SAKATAa, Kimiko OKABEb & Yasumasa KUWAHARAa
a Division of Applied Life Sciences, Graduate School of Agriculture, Kyoto University
b Forest Insect Management Laboratory, Forestry and Forest Products Research Institute
Published online: 22 May 2014.
To cite this article: Tomoyo SAKATA, Kimiko OKABE & Yasumasa KUWAHARA (2001) Structural Elucidation of Twelve
Novel Esters Composed of Five Fatty Acids and Three New Branched Alcohols Together with Four Monoterpenoids from
Sancassania shanghaiensis (Acari: Acaridae), Bioscience, Biotechnology, and Biochemistry, 65:4, 919-927, DOI: 10.1271/
bbb.65.919
To link to this article: http://dx.doi.org/10.1271/bbb.65.919
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