99280-19-0Relevant academic research and scientific papers
Animal carotenoids. 31. Structure elucidation of a sponge metabolite via mesylate elimination.
Sliwka,N?kleby,Liaaen-Jensen
, p. 245 - 252 (2007/10/02)
The structure of a sponge metabolite from Microciona prolifera, previously considered to be (6S)-2,3-didehydro- or 3,4-didehydro-gamma, chi-carotene, has been further studied. Attempted total synthesis of the 3,4-didehydro derivative provided the hitherto unknown gamma, chi-carotene, the synthesis of which is described. Hydrolysis of lutein methanesulfonate diester (dimesylate) gave elimination products possessing the 3,4-didehydro gamma end-group. 1H NMR data for this gamma end-group were identical with those for the sponge carotenoid. The mesylate elimination reaction described may mimic the metabolic formation of the 3,4-didehydro-gamma-carotenoid end-group. In connection with other investigations on functionalized carotenoids we further report the preparation of zeaxanthin and lutein mesylates and their base-catalyzed elimination reactions. SN2 type substitution reactions of zeaxanthin dimesylate with appropriate nucleophiles did not produce beta, beta-carotene, zeaxanthin diacetate or thiozeaxanthin.
Isolation of (2Z,4E)-&γ-Ionylideneethanol from Cercospora cruenta, a Fungus Producing (+)-Abscisic Acid
Oritani, Takayuki,Niitsu, Munetaka,Kato, Taku,Yamashita, Kyohei
, p. 2819 - 2822 (2007/10/02)
(2Z,4E)-γ-Ionylideneethanol was separated from the mycelium of Cercospora cruenta, and its structure was confirmed by comparing the spectral data with those of an authentic specimen synthesized from γ-ionone.Gas chromatographic analysis of the extract showed the presence of a trace amount of (2Z,4E)-γ-ionylideneacetic acid.
