Phenolic Compounds from Baseonema acuminatum Leaves: Isolation and Antimicrobial Activity (original) (raw)
Planta Med 2004; 70(9): 841-846
DOI: 10.1055/s-2004-827233
Original Paper
Natural Product Chemistry
© Georg Thieme Verlag KG Stuttgart · New York
Marinella De Leo1 , Alessandra Braca1 , Nunziatina De Tommasi2 , Ivan Norscia3 , Ivano Morelli1 , Lucia Battinelli4 , Gabriela Mazzanti4
- 1Dipartimento di Chimica Bioorganica e Biofarmacia, Università di Pisa, Pisa, Italy
- 2Dipartimento di Scienze Farmaceutiche, Università di Salerno, Fisciano, Salerno, Italy
- 3Dipartimento di Etologia, Ecologia ed Evoluzione, Università di Pisa, Pisa, Italy
- 4Dipartimento di Farmacologia delle Sostanze Naturali e Fisiologia Generale, Università degli Studi di Roma ”La Sapienza”, Roma, Italy
Further Information
Publication History
Received: January 20, 2004
Accepted: May 8, 2004
Publication Date:
23 September 2004 (online)
Abstract
Three new phenolic compounds, 1-galloyl-β-_D_-glucopyranosyl-(1→4)-β-_D_-galactopyranoside (1), 2-methoxy-5-(1′,2′,3′-trihydroxypropyl)-phenyl-1-_O_-(6′′-galloyl)-β-_D_-glucopyranoside (2), and 2-methoxy-5-hydroxymethyl-phenyl-1-_O_-(6′′-galloyl)-β-_D_-glucopyranoside (3), together with the known compounds benzyl 6′-_O_-galloyl-β-_D_-glucopyranoside (4), 1,6-di-_O_-galloyl-β-_D_-glucopyranose (5), myrciaphenone B (6), kaempferol 3-_O_-(6′′-galloyl)-β-_D_-glucopyranoside (7), quercetin 3-_O_-(6′′-galloyl)-β-_D_-glucopyranoside (8), vomifoliol 9-_O_-β-_D_-apiofuranosyl-(1→6)-β-_D_-glucopyranoside, 2,3-dihydrobenzofuran-2-(4′-hydroxy-3′-methoxyphenyl)-3-α-_L_-rhamnopyranosyloxymethyl-7-methoxy-5-propanol, and benzyl-_O_-α-_L_-rhamnopyranosyl-(1→6)-β-_D_-glucopyranoside were isolated from the leaves of Baseonema acuminatum P. Choux (Asclepiadaceae). Their structures were determined by 1D- and 2D-NMR spectroscopy and by ESI-MS analysis. The antimicrobial activity of all compounds was evaluated in vitro against bacteria (Staphylococcus aureus two strains, Bacillus cereus, Bacillus subtilis, Escherichia coli, Salmonella thyphimurium) and three strains of Candida albicans. The new compounds 2 and 3, together with the known compound 4, showed antifungal activity against two clinically isolated Candida albicans strains and against C. albicans ATCC 2091; MIC values were in the range of 25 - 100 μg/mL. Compound 5 was active against the two clinically isolated strains of C. albicans with MICs of 12.5 μg/mL and 25 μg/mL. Compounds 1, 6, 7, and 8 inhibited only one strain of C. albicans at the maximum concentration used. None of the phenolic compounds tested was active against the bacteria studied.
Key words
Baseonema acuminatum - Asclepiadaceae - phenolic compounds - antimicrobial activity
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Prof. Gabriela Mazzanti
Dipartimento di Farmacologia delle Sostanze Naturali e Fisiologia Generale
Università degli Studi di Roma ”La Sapienza”
P. le Aldo Moro 5
00185 Roma
Italy
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