UPLC-MSE Guided Isolation of New Antifeedant Limonoids from Fruits of Trichilia connaroides

UPLC-MSE guided isolation of CHCl3 extract from the fruits of Trichilia connaroides yielded two new mexicanolide-type limonoids trichanolide F (1) and trichanolide G (2) along with a known compound carapanolide U (3). The structures of the limonoids were characterized by extensive spectroscopic anal...

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Bibliographic Details
Published in:Journal of agricultural and food chemistry 2020-06, Vol.68 (25), p.6826-6834
Main Authors: Solipeta, Divya Reddy, Bandi, Siva, Katragunta, Kumar, Mutheneni, Srinivasa Rao, Katragadda, Suresh Babu
Format: Article
Language:English
Subjects:
Bioactive Constituents, Metabolites, and Functions
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Summary:UPLC-MSE guided isolation of CHCl3 extract from the fruits of Trichilia connaroides yielded two new mexicanolide-type limonoids trichanolide F (1) and trichanolide G (2) along with a known compound carapanolide U (3). The structures of the limonoids were characterized by extensive spectroscopic analysis (MS, IR, 2D NMR). These limonoids (1–3) were evaluated for their antifeedancy against Spodoptera litura F. To further explore and draw the meaningful structure activity relationship studies, secophragmalin-type limonoids, namely, secotrichagmalin B, C (4, 5) and semisynthetic derivatives (5a–5l) were also screened for antifeedancy. The results revealed that trichanolide F (1) displayed highest antifeedant index (AFI) and caused larval mortality at 24 h. Derivative 5b caused larval toxicity, whereas 3, 5a, 5d, and 5g lead to pupal mortality and 2, 5f, 5k, and 5l caused adult deformities. Overall, the study provided new insights into the antifeedant potential of isolated and chemically modified limonoids from T. connaroides for the control of spodopteran pests.
ISSN:0021-8561
1520-5118
DOI:10.1021/acs.jafc.0c00862