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Structure elucidation and NMR assignments of new spirosolane alkaloids from Solanum campaniforme
Author(s) -
Torres Maria Conceição M.,
Almeida José Gustavo L.,
BrazFilho Raimundo,
Silveira Edilberto R.,
Pessoa Otília Deusdênia L.
Publication year - 2012
Publication title -
magnetic resonance in chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.483
H-Index - 72
eISSN - 1097-458X
pISSN - 0749-1581
DOI - 10.1002/mrc.3793
Subject(s) - chemistry , two dimensional nuclear magnetic resonance spectroscopy , heteronuclear single quantum coherence spectroscopy , stereochemistry , nuclear magnetic resonance spectroscopy , solanum , botany , biology
From the leaves of Solanum campaniforme , two new spirosolane alkaloids β ‐acetoxyl‐(25 S )‐22 βN ‐spirosol‐4‐en‐3‐one (1) and β ‐hydroxyl‐(25 S )‐22 βN ‐spirosol‐4‐en‐3‐one (4) were isolated along with two other known alkaloids of the same class (25 S )‐22 βN ‐spirosol‐1,4‐dien‐3‐one (2) and (25 S )‐22 βN ‐spirosol‐4‐en‐3‐one (3), which are reported for the first time as natural products. The structures of all alkaloids were established after an extensive analysis by 1D and 2D NMR spectroscopy (COSY, HSQC, HMBC and NOESY) as well as HRESIMS. Copyright © 2012 John Wiley & Sons, Ltd.