Phenanthrene Derivatives from Asarum heterotropoides Showed Excellent Antibacterial Activity against Phytopathogenic Bacteria.

Asarum heterotropoides extracts showed strong antibacterial activity against selected phytopathogenic bacteria. Bioguided isolation was conducted to obtain 11 phenanthrene derivatives (1-11), 4 phenylpropanoids (12-15), a flavonoid (16), and a steroid (17), including a new phenanthrene derivative (1). In vitro bioassay results showed that phenanthrene derivatives are the main active components of A. heterotropoides extracts. The new compound aristoloxazine C (1) was found to exhibit outstanding antibacterial activity against Ralstonia solanacearum, Xanthomonas oryzae, Erwinia carolovora, Pseudomonas syringae, and Xanthomonas axonopodis, with MIC values of 0.05, 2.5, 2.5, 5, and 6.25 μg/mL, respectively. These values were significantly higher than that of the positive control, streptomycin sulfate. Aristoloxazine C (1) also demonstrated an excellent control effect on tobacco bacterial wilt. Physiological and biochemical experiments combined with electron microscopy showed that the antibacterial activity of aristoloxazine C (1) was primarily related to the destruction of the bacterial cell wall structure. Thus, aristoloxazine C (1) may have the potential to be used as a template for the development of new bactericides or as a probe for the discovery of new antimicrobial targets.