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15-O-Deacetylrhaposerin and rhaserin -- new components of a lactone mixture from Rhaponticum serratuloides
Authors:Berdin  A G  Raldugin  V A  Shakirov  M M  Bagryanskaya  I Yu  Gatilov  Yu V  Druganov  A G  Kulyyasov  A T  Adekenov  S M  Habdolda  G  Tolstikov  G A
Institution:(1) Institute of Phytochemistry, Ministry of Education and Sciences Kazakhstan Republic, 4 ul. Gazalieva, 470032 Karaganda, Kazakhstan;(2) N. N. Vorozhtsov Novosibirsk Institute of Organic Chemistry, Siberian Branch of the Russian Academy of Sciences, 9 prosp. Acad. Lavrent"eva, 630090 Novosibirsk, Russian Federation
Abstract:As part of our continuing studies of lactones from the aerial part of the plant Rhaponticum serratuloides, 15-O-deacetylrhaposerin and new guaianolide called rhaserin were isolated along with the well-known loliolide. The configuration of the C(17) asymmetric center in 15-O-deacetylrhaposerin was established by X-ray diffraction analysis. The molecular structure of rhaserin was determined based on the data from 1H and 13C NMR spectroscopy (including 2D NMR spectroscopy) of this lactone and its 4,15-O-isopropylidene derivative.
Keywords:sesquiterpenoids  guaianolides  15-O-deacetylrhaposerin  rhaserin  acetonides  2D NMR spectroscopy  X-ray diffraction analysis  HPLC
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