Two unusual rotenoid derivatives, 7a-O-methyl-12a-hydroxydeguelol and spiro-13-homo-13-oxaelliptone, from the seeds of Derris trifoliata.
The crude methanol extract of the seeds of Derris trifoliata showed potent and dose dependent larvicidal activity against the 2nd instar larvae of Aedes aegypti. From this extract two unusual rotenoid derivatives, a rotenoloid (named 7a-O-methyl-12a-hydroxydeguelol) and a spirohomooxarotenoid (named spiro-13-homo-13-oxaelliptone), were isolated and characterised. In addition a rare natural chromanone (6,7-dimethoxy-4-chromanone) and the known rotenoids rotenone, tephrosin and dehydrodeguelin were identified. The structures were assigned on the basis of spectroscopic evidence. The larvicidal activity of the crude extract is mainly due to rotenone.
Yenesew
Abiy
A
Department of Chemistry, University of Nairobi, P.O. Box 30197, Nairobi, Kenya. ayenesew@uonbi.ac.ke
Kiplagat
John T
JT
Derese
Solomon
S
Midiwo
Jacob O
JO
Kabaru
Jacques M
JM
Heydenreich
Matthias
M
Peter
Martin G
MG
D000330:Aedes / Q000187:drug effects; D000818:Animals; D029866:Derris / Q000737:chemistry*; D006576:Heterocyclic Compounds, 4 or More Rings / Q000737:chemistry* / Q000302:isolation & purification / Q000494:pharmacology; D007306:Insecticides / Q000737:chemistry* / Q000494:pharmacology; D013058:Mass Spectrometry; D019906:Nuclear Magnetic Resonance, Biomolecular; D012639:Seeds / Q000737:chemistry*; D013141:Spiro Compounds / Q000737:chemistry* / Q000302:isolation & purification / Q000494:pharmacology
C512950:7a-O-methyl-12a-hydroxydeguelol; D006576:Heterocyclic Compounds, 4 or More Rings; D007306:Insecticides; D013141:Spiro Compounds; C512951:spiro-13-homo-13-oxaelliptone