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Reactions of rotenoids with hydroxylamine
Liebigs Annalen der Chemie, 1988AbstractReaction of rotenone (1a) and amorphigenin (2a) with hydroxylamine in alkaline medium affords a mixture of the isoximes 5 and 6, and the new 6a‐NH2 spiro derivatives 12a, b and 13a, b. The structures, stereochemistry, and the mechanisms of formation of these products are discussed.
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Rotenoids from roots of Clitoria Fairchildiana
Phytochemistry, 1998A new rotenoid, named 9-demethylclitoriacetal, together with the known compounds, 11-deoxyclitoriacetal, 6-deoxyclitoriacetal, clitoriacetal and stemonal, was isolated from roots of Clitoria fairchildiana. Its structure was elucidated as 6a,12a-dihydro-6,9,11,12a-tetrahydroxy-2,3-dimethoxy-[1]benzopyrano[3,4-b] [1]benzopyran-12(6H)-one (1), on the ...
Bernadete P., Silva +2 more
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Novel N-containing rotenoid and seco-rotenoid from the root of Derris elliptica
Journal of Asian Natural Products Research, 2009Two new rotenoids, 2-hydroxy-5-aminorotenonone (1) and elliptoic acid (2), were isolated from the roots of Derris elliptica collected in Guangdong Province, China. Their structures were established by extensive spectral analysis. Compound 1 is the first N-containing rotenoid and compound 2 is the third rotenoid with the cleavage of C(12)-C(12a).
Hai-Ying, Lu, Jing-Yu, Liang
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Rotenoids from Boerhaavia repens
Phytochemistry, 1990Abstract Two new rotenoid derivatives have been identified from Boerhaavia repens . The structures were elucidated by high field 1 H NMR techniques.
Maniruddin Ahmed +2 more
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Journal of the Chemical Society, Perkin Transactions 1, 1973
[2′-14C]-7-Hydroxy-2′,4′,5′-trimethoxyisoflavone (2b) is shown to be excellently converted into [6-14C]-amorphigenin (1b) by Amorpha fruticosa seedlings, this being the first direct demonstration of the biosynthetic link between isoflavones and rotenoids.
Leslie Crombie +2 more
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[2′-14C]-7-Hydroxy-2′,4′,5′-trimethoxyisoflavone (2b) is shown to be excellently converted into [6-14C]-amorphigenin (1b) by Amorpha fruticosa seedlings, this being the first direct demonstration of the biosynthetic link between isoflavones and rotenoids.
Leslie Crombie +2 more
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Chemistry of the Natural Rotenoids
1963In many warm countries of the world the natives fish by throwing preparations of crushed plant material into ponds and streams. These preparations cause stupefaction of the fish, which rise to the surface and are collected. Plants which are frequently employed in South America, tropical Africa, the East Indies and Malaya belong to the Papilionatae sub ...
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Rotenoids from Amorpha canescens
Transactions of the Kansas Academy of Science (1903-), 1979recovered no rotenoids. Elution (6-8 column volumes) with 1:3 EtOAc/hexane recovered all rotenoid materials. The solvent was evaporated and the residue analyzed by TLC (Delfel, 1966) and HPLC (Moring, 1977). Direct comparison with standards suggested the presence of rotenone, degulin, tephrosin, and rotenolone. Peaks with retention volumes of rotenone,
Stephen E. Moring, James D. McChesney
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Journal of the Chemical Society D: Chemical Communications, 1971
Insertion of the rotenoid ‘extra’ C-6 methylene occurs at the isoflavone (IIIa), rather than the isoflavanone (IVa), level of oxidation, in the biosynthesis of amorphigenin; earlier stages use chalcone (Va) with a free 4-hydroxy-group, but the biosynthetically acceptable isoflavone which emerges is not (VIa) but its methyl ether (VIb).
L. Crombie, P. M. Dewick, D. A. Whiting
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Insertion of the rotenoid ‘extra’ C-6 methylene occurs at the isoflavone (IIIa), rather than the isoflavanone (IVa), level of oxidation, in the biosynthesis of amorphigenin; earlier stages use chalcone (Va) with a free 4-hydroxy-group, but the biosynthetically acceptable isoflavone which emerges is not (VIa) but its methyl ether (VIb).
L. Crombie, P. M. Dewick, D. A. Whiting
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Rotenoids and Isoflavones fromSarcolobus globosus
Planta Medica, 2005Sarcolobus globosus is a medicinal plant growing in mangrove forests in Asia. No constituents from this plant have been reported previously. From the diethyl ether extract of S. globosus a new rotenoid sarcolobin and a new isoflavone sarcolobone, as well as the previously known rotenoids tephrosin, 12aalpha-hydroxydeguelin, 11-hydroxytephrosin, 12a ...
Helle, Wangensteen +4 more
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Rotenoid synthesis via radical cyclisation
Journal of the Chemical Society, Chemical Communications, 1988The (±)-6aα, 12aα, 12α-chromanochromanol acetate (11; R = Ac), representing the core structure of the insecticidal rotenoid alcohol (2), has been synthesised in six steps from the chromone (4); the cis,cis-stereochemistry is obtained in an intramolecular 6-exo aryl radical addition.
S. Asiah Ahmad-Junan, Donald A. Whiting
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