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      Two new phragmalin-type limonoids orthoesters from Entandrophragma candollei

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          Abstract

          Two new phragmalin-type limonoids orthoesters, encandollens A and B ( 1 and 2), were isolated from the stem barks of Entandrophragma candollei collected in Ghana. The structures of these compounds were elucidated on the basis of HR-ESI-MS, 1H and 13C NMR, HSQC, HMBC, and ROESY data. Compound 1 was a rare C-15 enolic acyl phragmalin-type limonoid orthoester. Compounds 1 and 2 exhibited weak inhibitory effects on NO production in lipopolysaccharide (LPS)-induced RAW 264.7 cells.

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          Chukvelutilides A–F, phragmalin limonoids from the stem barks of Chukrasia tabularis var. velutina

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            Antifeedant effects of the limonoids from Entandrophragma candolei (Meliaceae) on the gram pod borer, Helicoverpa armigera (Lepidoptera: Noctuidae).

            The biological activity of the limonoids prieurianin and epoxyprieurianin isolated from Entandrophragma candolei (Harms) (Meliaceae) and their respective acetates was assessed using the gram pod borer, Helicoverpa armigera (Hubner) (Lepidoptera: Noctuidae). The compounds exhibited strong antifeedant activity in a diet choice bioassay with epoxyprieurianin acetate being most effective with 48.3 ppm deterring feeding by 50% (DI50) and prieurianin the least effective (DI50 = 91.4 ppm). The effect on growth of larvae was concomitant with the reduced feeding by neonate and third instar larvae. In nutritional assays, all the compounds reduced growth and consumption when fed to larvae without any effect on efficiency of conversion of ingested food (ECI), suggesting antifeedant activity alone. No toxicity was observed nor was there any significant affect on nutritional indices following topical application, further suggesting that prieurianin-type limonoids act specifically as feeding deterrents.
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              Phragmalin-Type Limonoid Orthoesters from Chukrasia tabularis var. velutina

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                Author and article information

                Journal
                CJNM
                Chinese Journal of Natural Medicines
                Elsevier
                1875-5364
                20 September 2017
                : 15
                : 9
                : 680-683
                Affiliations
                1State Key Laboratory of Natural Medicines, Department of Natural Medicinal Chemistry, China Pharmaceutical University, Nanjing 210009, China
                2Centre for Plant Medicine Research, P.O. Box 73, Mampong-Akwapim, Ghana
                Author notes
                *Corresponding author: KONG Ling-Yi, Tel/Fax: 86-25-8327-1405, E-mail: cpu_lykong@ 123456126.com .

                ΔCo-first author

                These authors have no conflict of interest to declare.

                Article
                S1875-5364(17)30097-3
                10.1016/S1875-5364(17)30097-3
                Copyright © 2017 China Pharmaceutical University. Published by Elsevier B.V. All rights reserved.
                Funding
                Funded by: National Natural Science Foundation of China
                Award ID: 31470416
                Award ID: 81430092
                Funded by: Program for New Century Excellent Talents in University
                Award ID: NCET-2013-1035
                This work was supported by the National Natural Science Foundation of China (Nos. 31470416 and 81430092), the Program for New Century Excellent Talents in University (No. NCET-2013-1035) and the Priority Academic Program Development of Jiangsu Higher Education Institutions (PAPD), and the Program for Changjiang Scholars and Innovative Research Team in University (IRT_15R63).

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