Novel Epoxyfuranoid Lignans and Antitubercular Constituents from the Leaves of Beilschmiedia tsangii

Abstract

Three new epoxyfuranoid lignans, 4alpha,5alpha-epoxybeilschmin A (1), 4alpha,5alpha-epoxybeilschmin B (2), and beilschmin D (3), together with nine known compounds have been isolated from the leaves of Beilschmiedia tsangii. The structures of these new compounds were determined through spectral analyses. Among the isolates, beilschmin A (4) and beilschmin B (5) exhibited potent antitubercular activities (MICs = 2.5 and 7.5 microg/mL, respectively) against Mycobacterium tuberculosis 90 - 221387 in vitro.

Plants: A Source for New Antimycobacterial Drugs

“…Of these, 65 was the most active compound against MDR forms of M. tuberculosis and non-tuberculosis mycobacteria (M. smegmatis, M. fortuitum, M. chelonae, and M. avium) [42]. Epoxyfuranoid lignans beilschmin A (68) and B (69), from Beilschmiedia tsangii Merr., Lauraceae of southern Taiwan, were better than EMB when comparing the activity values [43]. Pangelin (70), isolated from Ducrosia anethifolia (DC.)…”

“…(25 µg/mL) (6.25-50 µg/mL) [42] 2,4-undecadienal (25 µg/mL) (25-50 µg/mL) [46] mono-O-methylcurcumin isoxazole (0.09 µg/mL) (0.195-3.125 µg/mL) [67] Nummularine H (IC 50 − 4.5 µM) [13] (2S)-naringenin (< 2.8 µg/mL) [20] shinanolone (100 µg/mL) [36] beilschmin A (2.5 µg/mL) [43] kaurenoic acid (50 µg/mL) [48] 5,6-dehydro-7,8-dihydromethysticin (4 µg/mL) [68] prunetin (30 µg/mL) [20] 7-methyljuglone (0.5 µg/mL) [37] beilschmin B (7.5 µg/mL) [43] 1α-acetoxy-6β,9β-dibenzoyloxy-dihydro-β-agarofuran (> 25 µg/mL) (6.2 µg/mL) [50] piperolactam A (8 µg/mL) [68] (2S)-5,7,2′-trihydroxy flavonone (367.6 µM) [21] isodiospyrol A (50 µg/mL) [39] (…”

Madangones A and B: Two new neolignans from the stem bark of Beilschmiedia madang and their bioactivities

“…Most of these species grow in tropical climate, and are widespread in tropical Asia, Africa, Australia, New Zealand, Central America, Carribean Islands and South America (Nishida, 1999). This genus produces alkaloids, endiandric acid derivatives, essential oils, fatty acids, epoxyfuranoid lignans, flavonoids and terpenoids, and many of these compounds possess antioxidant, antibacterial, antimalarial and anti-tuberculosis activities (Chen et al, 2007;Lenta et al, 2009;Chouna et al, 2010). A few species of this genus are used in traditional medicines for the treatment of various diseases.…”

Beilschglabrines A and B: Two new bioactive phenanthrene alkaloids from the stem bark of Beilschmiedia glabra

“…The chemical analyses of Beilschmiedia species have revealed the presence of alkaloids, endiandric acid derivatives, essential oils, fatty acids, epoxyfuranoid lignans, flavonoids and terpenoids, which have been shown to possess anti-oxidant, antibacterial, cytotoxic, antimalarial and antitubercular activities (Chen et al, 2007;Lenta et al, 2009;Chouna et al, 2010;Salleh et al, 2016a).…”