Two major saponins from seeds of Barringtonia asiatica: putative antifeedants toward Epilachna sp. larvae.
Two major saponins have been isolated from a methanol extract of the seeds of Barringtonia asiatica, and their structures elucidated (mainly by two-dimensional NMR spectroscopy) as 3-O-[[beta-D-galactopyranosyl(1-->3)-beta-D-glucopyranosyl(1-->2)]-beta-D-glucuronopyranosyloxy]-22-O-(2-methylbutyroyloxy)-15,16,28-trihydroxy-(3beta,15alpha,16alpha,22alpha)-olean-12-ene (3) and 3-O-[[beta-D-galactopyranosyl(1-->3)-beta-D-glucopyranosyl(1-->2)]-beta-D-glucuronopyranosyloxy]-22-O-[2(E)-methyl-2-butenyloyloxy]-15,16,28-trihydroxy-(3beta,15alpha,16alpha,22alpha)-olean-12-ene (4). The antifeedant properties of 3 and 4 toward Epilachna larvae are discussed.
Herlt
Anthony J
AJ
Research School of Chemistry, Australian National University, Canberra, ACT 0200, Australia. herlt@rsc.edu.au
Mander
Lewis N
LN
Pongoh
Emma
E
Rumampuk
Rymond J
RJ
Tarigan
Ponis
P
D000818:Animals; D002851:Chromatography, High Pressure Liquid; D001517:Coleoptera; D005247:Feeding Behavior / Q000187:drug effects*; D007214:Indonesia; D007814:Larva / Q000187:drug effects; D019684:Magnoliopsida / Q000737:chemistry*; D013058:Mass Spectrometry; D015394:Molecular Structure; D019906:Nuclear Magnetic Resonance, Biomolecular; D009828:Oleanolic Acid / Q000031:analogs & derivatives*; D010946:Plants, Medicinal / Q000737:chemistry*; D012503:Saponins / Q000737:chemistry / Q000302:isolation & purification* / Q000494:pharmacology; D012639:Seeds / Q000737:chemistry; D017550:Spectroscopy, Fourier Transform Infrared; D013237:Stereoisomerism
C451130:3-O-((beta-D-galactopyranosyl(1-3)-beta-D-glucopyranosyl(1-2))-beta-D--glucuronopyranosyloxy)-22-O-(2-methylbutyroyloxy)-15,16,28-trihydroxy-(3beta,15alpha,16alpha,22alpha)-olean-12-ene; C451129:3-O-((beta-D-galactopyranosyl(1-3)-beta-D-glucopyranosyl(1-2))-beta-D-glucuronopyranosyloxy)-22-O-(2(E)-methyl-2-butenyloyloxy)-15,16,28-trihydroxy-(3beta,15alpha,16alpha,22alpha)-olean-12-ene; D012503:Saponins; D009828:Oleanolic Acid