Granuloside, A Unique Linear Homosesterterpene from the Antarctic Nudibranch Charcotia granulosa

A new homosesterterpene with a unique linear skeleton, named granuloside (1), has been fully characterized from the Antarctic nudibranch Charcotia granulosa Vayssiere, 1906 (Mollusca: Gastropoda). The planar structure of 1 was determined by extensive spectroscopic techniques on the methyl derivative...

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Bibliographic Details
Published in:Journal of Natural Products
Main Authors: Cutignano Adele, Moles Juan, Avila Conxita, Fontana A
Other Authors: Cutignano, Adele, Moles, Juan, Avila, Conxita, Fontana, A
Format: Article in Journal/Newspaper
Language:English
Published: 2015
Subjects:
Antarc*
Antarctic
Online Access:http://hdl.handle.net/11588/881330
https://doi.org/10.1021/acs.jnatprod.5b00378
Description
Summary:A new homosesterterpene with a unique linear skeleton, named granuloside (1), has been fully characterized from the Antarctic nudibranch Charcotia granulosa Vayssiere, 1906 (Mollusca: Gastropoda). The planar structure of 1 was determined by extensive spectroscopic techniques on the methyl derivatives (la and 1b), and the R absolute configuration at C-4 is suggested by comparison of experimental and calculated ECD spectra of 1b. Granuloside (1) is the first linear homosesterterpene skeleton ever reported and, despite the low molecular complexity, its chemical structure poses many questions about its biogenesis and origin in the nudibranch.

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