Structure and cytotoxic activity of sesquiterpene glycoside esters from Calendula officinalis L.: studies on the conformation of viridiflorol
Articolo
Data di Pubblicazione:
2015
Citazione:
Structure and cytotoxic activity of sesquiterpene glycoside esters from Calendula officinalis L.: studies on the conformation of viridiflorol / M. D’Ambrosio, A. Ciocarlan, E. Colombo, A. Guerriero, C. Pizza, E. Sangiovanni, M. Dell’Agli. - In: PHYTOCHEMISTRY. - ISSN 1873-3700. - 117(2015 Jun 04), pp. 1-9.
Abstract:
Topic applications of Calendula officinalis L. lipophilic extracts are used in phytotherapy to relieve skin
inflammatory conditions whereas infusions are used as a remedy for gastric complaints. Such a different
usage might be explained by some cytotoxicity of lipophilic extracts at gastric level but little is known
about this. Therefore, we screened the CH2Cl2 extract from the flowers of C. officinalis by MTT and LDH
assays in human epithelial gastric cells AGS. This bioassay-oriented approach led to the isolation of several
sesquiterpene glycosides which were structurally characterized by spectroscopic measurements,
chemical reactions and MM calculations. The conformational preferences of viridiflorol fucoside were
established and a previously assigned stereochemistry was revised. The compounds 1a, 2a and 3f showed
comparably high cytotoxicity in the MTT assays, whereas the effect on LDH release was lower. Our study
provides new insights on the composition of C. officinalis extracts of medium polarity and identifies the
main compounds that could be responsible for cytotoxic effects at gastric level.
Tipologia IRIS:
01 - Articolo su periodico
Keywords:
Calendula officinalis; Ledol; Marigold; Officinoside D; Sesquiterpene glycoside; Viridiflorol; α-Elemol; β-Eudesmol
Elenco autori:
M. D’Ambrosio, A. Ciocarlan, E. Colombo, A. Guerriero, C. Pizza, E. Sangiovanni, M. Dell’Agli
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