Structures and Conformations of (-)-Isobicyclogermacrenal and (-)-Lepidozenal, Two Key Sesquiterpenoids of the cis- and trans-10,3-Bicyclic Ring Systems, from the Liverwort Lepidozia vitrea: X-Ray Crystal Structure Analysis of the Hydroxy Derivative of (-)-Isobicyclogermacrenal

DOI: 10.1039/P19840000203

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Journal of the Chemical Society. Perkin transactions I p. 203 - 214 (1984)

Update date:2022-08-03

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Authors:

Matsuo, Akihiko

Nozaki, Hiroshi

Kubota, Naoji

Uto, Seiryo

Nakayama, Mitsuru

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Article abstract of DOI:10.1039/P19840000203

The structures and absolute configurations of the two sesquiterpene aldehydes, (-)-isobicyclogermacrenal (1) and (-)-lepidozenal (2), which were isolated from the liverwort Lepidozia vitrea, have been determined on the basis of chemical and spectroscopic evidence to be (6R,7S)-6,11-cyclogermacra-1(10)E,4E-dien-14-al and (6R,7R)-lepidoza-1(10)E,4E-dien-14-al, cosisting of the cis- and trans-10,3-bicyclic ring systems.The structure of the former (1) has been confirmed by a single-crystal X-ray analysis of its hydroxy derivative (7).The molecular conformations, biogenetical features, and biological activity are also described.

Full text of DOI:10.1039/P19840000203

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