Chemical constituents isolated from stems of Schisandra chinensis and their antifeedant activity against Tribolium castaneum

• Published in: Natural product research Vol. 34; no. 18; pp. 2595 - 2601
• Main Authors: Guo, Shan-Shan, Pang, Xue, Wang, Yang, Geng, Zhu-Feng, Cao, Ju-Qin, Liang, Jun-Yu, Deng, Zhi-Wei, Du, Shu-Shan
• Format: Journal Article
• Language: English
• Published: England Taylor & Francis 16.09.2020; Taylor & Francis Ltd
• Subjects: Acetic acid; antifeedant activity; Column chromatography; dibenzocyclooctadiene lignans; Hydroxyl groups; Lignans; NMR; Nuclear magnetic resonance; Schisandra chinensis; Schisandra chinensis (Turcz.) Baill; Sesquiterpenes; Silica; Silica gel; Silicon dioxide; Stems; Tribolium castaneum; α-iso-cubebenol acetate; α-iso-cubebenol acetate; Tribolium castaneum; antifeedant activity; dibenzocyclooctadiene lignans; Schisandra chinensis (Turcz.) Baill
• ISSN: 1478-6419; 1478-6427
• DOI: 10.1080/14786419.2018.1547291

One new sesquiterpene (α-iso-cubebenol acetate, 8), together with 9 known compounds (1-7, 9, 10) were isolated from the stems of Schisandra chinensis (Turcz.) Baill. by repeated silica gel column chromatography. Based on the results of MS, NMR spectra and comparing with literature data, the six dibenzocyclooctadiene lignans were identified as schizandrin A to C (1-3), schizandrin (4), schisantherin A (5) and gomisin J (6), the two sesquiterpenes were identified as α-iso-cubebenol (7) and α-iso-cubebenol acetate (8), while the two triterpenic acids were identified as ganwuweizic acid (9) and kadsuric acid (10). The antifeedant activity of the 10 compounds against Tribolium castaneum adults was tested. Gomisin J (6) exhibited activity at 1500 ppm concentration with 40.3% antifeeding index percentages. As for the dibenzocyclooctene lignans (compounds 1-3, 6), the number of methylenedioxies and the position of hydroxyl groups were the main factors to affect their antifeedant activities.