Antibacterial and Antiplasmodial Constituents of Beilschmiedia cryptocaryoides

Abstract

Four new beilschmiedic acid derivatives, cryptobeilic acids A-D (1-4), and tsangibeilin B (5) have been isolated from the bark of Beilschmiedia cryptocaryoides collected from Madagascar. Their structures were elucidated using detailed spectroscopic and spectrometric methods. Cryptobeilic acid A (1) and tsangibeilin B (5) structures were confirmed by single-crystal X-ray diffraction analysis. Compounds 1-5 displayed moderate antibacterial activity against Escherichia coli 6r3, Acinetobacter calcoaceticus DSM 586, and Pseudonamas stutzeri A1501, with the minimum inhibitory concentrations ranging from 10 to 50 μM, respectively. In addition, the compounds exhibited antiplasmodial activity against erythrocytic stages of chloroquine-resistant Plasmodium falciparum strain NF54 and weak cytotoxicity against L6 cell lines.

Comparative biological activities of extracts from three Malaysian Beilschmiedia species

“…These compounds were reported to be active against clinical isolate of methicillin-resistant Staphylococcus aureus (26). Cryptobeilic acid A and cryptobeilic acid B isolated from B. cryptocaryoides have showed antibacterial activity against Escherichia coli, Acinetobacter calcoaceticus and Pseudonamas stutzeri (7). Pipyahyine, an amide isolated from B. zenkeri showed moderate activity against Bacillus subtilis and Pseudomonas agarici, while a flavonoid, beilschmieflavonoid B showed weak activity against Streptococcus minor (23).…”

“…In addition, the leaves of B. tonkinensis are used by the Indonesians and Malays as bandages for broken bones (6). In Madagascar, B. cryptocaryoides the fruit, bark, and leaf are utilized by the locals for treatment of contagious disease and malaria (7). Reports on several bioactivities of Beilschmiedia species have been published.…”

A Review on Chemical Constituents and Biological Activities of the Genus <i>Beilschmiedia</i> (Lauraceae)

“…Talontsi et al [21] and a co-worker identified cryptobeilic acids A-D, tested for anti-bacterial activity and showed that cryptobeilic acid A gave moderate activity against Escherichia coli (MIC value of 10 μM), while cryptobeilic acid B was active against Pseudonamas stutzeri with a MIC value of 10 μM. In another study, Chouna et al [44] reported that beilschmiedic acid C demonstrated the best activity against Bacillus subtilis and Micrococcus luteus with MIC of 89.5, 5.58 and 11.1 µM, respectively.…”

“…The other compounds which showed remarkable activity were pipyahyine and betulinic acid which gave IC 50 values of 3.7 and 5.2 µM, respectively. Talontsi et al [21] studied the anti-plasmodial activity of the isolated endiandric acid derivatives from B. cryptocaryoides. Cryptobeilic acid B exhibited anti-plasmodial activity against the erythrocytic stages of chloroquine-resistant Plasmodium falciparum strain NF54, followed by tsangibeilin B and cryptobeilic acid D at a concentration of 10 μg/mL.…”

“…Because of their versatile therapeutic traditional uses, extensive phytochemical investigations have been carried out on Beilschmiedia plants which led to isolation of numerous classes of secondary metabolites such as terpenoids, endiandric acid derivatives, essential oils, fatty acids, lignans/neolignans, flavonoids, amide/alkaloids and other components. Endiandric acid derivatives are considered to be the main constituents in Beilschmiedia species and are responsible for many of their biological and pharmacological activities [18][19][20][21][22].…”