Bio-pesticidal and anti-microbial coumarins from Angelica dahurica (Fisch. Ex Hoffm)

Authors: XIE, QIAN - Hunan Agricultural University; LI, SHUN-XIANG - Hunan Agricultural University; JIANG, JING-MING - Hunan Agricultural University; LIAO, DUAN-FANG - Hunan Agricultural University; WANG, WEI - Hunan Agricultural University; TEKWANI, BABU - University Of Mississippi; ALI, ABASS - University Of Mississippi; REHMAN, JUNAID - University Of Mississippi; Schrader, Kevin; Duke, Stephen; Cantrell, Charles; Wedge, David

Submitted to: Records of Natural Products
Publication Type: Peer Reviewed Journal
Publication Acceptance Date: 9/26/2014
Publication Date: 10/12/2015
Publication URL: http://handle.nal.usda.gov/10113/62227
Citation: Xie, Q., Li, S.-X., Liao, D.-F., Wang, W., Tekwani, B., Huang, H.-Y., Ali, A., ur Rehman, J., Schrader, K.K, Duke, S.O., Cantrell, C.L., Wedge, D.E. 2015. Bio-pesticidal and antimicrobial coumarins from Angelica dahurica (Fisch. Ex Hoffm). Natural Product Communications. 2016;10(3):294-306.

Interpretive Summary: Angelica dahurica is an important traditional Chinese herb which is widely used in curing acne, ulcers, carbuncles, rheumatism, headaches and toothaches. A systematic antifungal bioassay-guided fractionation of the ethyl acetate extract from A. dahurica led to the isolation of six coumarins. Bergapten and xanthotoxol showed good antifungal activity against Phomopsis viticola. Among all the compounds tested against Phomopsis obscurans, bergapten and suberosin showed the highest antifungal activity. One compound showed toxicity against the freshwater fish pathogen Streptococcus iniae. Angelica dahurica essential oil and water extracts showed mosquito larvicidal activity in 1-d old Ae. Aegypti.

Technical Abstract: Angelica dahurica is an important traditional Chinese herb which is widely used in curing acne, ulcers, carbuncles, rheumatism, headaches and toothaches. A systematic antifungal bioassay-guided fractionation of the ethyl acetate extract from A. dahurica led to the isolation of six coumarins, namely, suberosin, bergapten, alloimperatorin, xanthotoxol, 5-methoxy-8-hydroxypsoralen and pabulenol. These coumarins were subsequently subjected to evaluation for antifungal, antibacterial, antimalarial and antileishmanial activities. Bergapten and xanthotoxol showed good antifungal activity against Phomopsis viticola, with 99.8% and 73.0% fungal growth inhibition at the concentration of 30 µM and compared with the positive control. Among all the compounds tested against Phomopsis obscurans, bergapten and suberosin showed the highest antifungal activity with 61.0% and 88.3% inhibition, respectively, at 30 µM concentration. 5-Methoxy-8-hydroxypsoralen displayed toxicity against Streptococcus iniae with IC50 and MIC values of 11.6 ± 0 and 2.32 ± 0 mg/L. Suberosin and alloimperatorin displayed moderate activity against Leishmania donovani promastigotes with IC50 of 4.43 µg/mL and 20.43 µg/mL. Essential oil and water extracts showed larvicidal activity in 1-d old Ae. Aegypti, whereas there was no activity with petroleum ether, ethyl acetate and butanol extracts. Among the pure compounds, only bergapten showed larval mortality. Essential oil and extracts of Angelica dahurica showed very weak biting deterrent activity as compared to the positive control DEET. This is the first report of the following: 1) antifungal activity of suberosin against Phomopsis obscurans and of alloimperoitrin against Phomopsis viticola; 2) antileishmanial activity of suberosin and alloimperatorin; and 3) 5-methoxy-8-hydroxypsoralen antibacterial activity against the freshwater fish pathogen S. iniae.