In vitro antimicrobial properties of friedelan-3-one from Pterocarpus santalinoides LHerit, ex Dc

Abstract

Chemical investigation of ethyl acetate leaf-extract of Pterocarpus santalinoides led to isolation of a friedelane-terpenoid. Structure elucidation was done by comparison of the Nuclear Magnetic Resonance (NMR) spectral features with literature data and was consistent with reported values for friedelan-3-one. The following microorganisms (Clinical isolates): methicillin resistant Staphylococcus aureus (MRSA), S. aureus, Corynebacterium ulcerans, Streptococcus pneumoniae, Campylobacter jejuni, Helicobacter pylori, Escherichia coli, Shigella dysenteriae, Candida tropicalis and Candida krusei were used for the in vitro antimicrobial activity. The isolated compound had Minimum Inhibition Concentration (MIC) value of 10 µg/ml for MRSA, H. pylori, E. coli and Minimum Bactericidal/Fungicidal Concentration (MBC/MFC) of 40 µg/ml for E. coli; 20 µg/ml for MRSA, H. pylori and C. krusei; 10 µg/ml for S. aureus, S. pneumonia and C. tropicalis. It showed moderate antimicrobial activity against most of the pathogens tested. This is also the first report of the isolation of friedelan-3-one from this species.

Oak bark (Quercus sp. cortex) protects plants through the inhibition of quorum sensing mediated virulence of Pectobacterium carotovorum

“…al. 2013) derived from the leaf of Pterocarpus santalinoides showed antibacterial activity (Ichiko et. al.…”

Chemical characterization and toxicological analyses of hydroalcoholic extracts from the stem and leaves of mangabeira (Hancornia speciosa Gomes) as a guide for the development of green cosmetics

“…Friedelan-3-one was found in the L_US extract. It has potential for use in cosmetics because of the reported antimicrobial activity against several pathogens, including Staphylococcus aureus (Ichiko et al, 2016), an important pathogen involved in the development of acne (Delost et al, 2016). This substance also has anti-inflammatory activity by inhibiting some inflammatory mediators, such as complement system, histamine, prostaglandins and pro-inflammatory cytokines (Antonisamy et al, 2011).…”

Phytochemical compounds of <i>Guibourtia ehie</i> and their antioxidant, urease and α-glucosidase inhibitory activities

“…Lupeol (5), taraxerol (6) and friedelan-3-one ( 7) are isolated for the first time from the Guibourtia genus but were previously detected in other genera from Leguminosae (Fabaceae) family. Indeed, lupeol (5) was reported from Dalbergia hainanensis (Zhang et al, 2003), Cassia abbreviate (Mutasa & Kahn, 1995), Caesalpinia sappan (Oswal & Garg, 1993), Caesalpinia pulcherrima (Chiang et al, 2003) while friedelan-3-one (7) was reported from Caesalpinia digyna (Srinivasan et al, 2011), Pterocarpus santalinoides (Ichiko et al, 2016), and Pterocarpus erinaceus (Ouedraogo et al, 2011). Taraxerol (6) was isolated from Dalbergia hainanensis (Zhang et al, 2003) and D. spinosa (Anjaneyulu et al, 2005).…”