Moluccensins R-Y, limonoids from the seeds of a mangrove, Xylocarpus moluccensis.
Eight limonoids, named moluccensins R-Y (1, 2, 5-10), and six known compounds, including 6-hydroxymexicanolide (3), were isolated from the seeds of an Indian mangrove, Xylocarpus moluccensis, collected in the estuaries of Andhra Pradesh. The absolute configuration of moluccensin V (7) was confirmed by means of single-crystal X-ray diffraction analysis. The (1)H and (13)C NMR data for 6-hydroxymexicanolide (3) was assigned for the first time, and the 6R absolute configuration established by single-crystal X-ray diffraction analysis. Moluccensin R (1), 6R-hydroxymexicanolide (3), and 2-hydroxyfissinolide (4) exhibited marked antifeedant activity against the third-instar larvae of Brontispa longissima at a concentration of 1 mg/mL. The most potent compound tested was 2-hydroxyfissinolide (4), with an AFC(50) (concentration for 50% antifeedant activity) value of 94 μg/mL at 24 h.
Key Laboratory of Marine Bio-resources Sustainable Utilization,  South China Sea Institute of Oceanology, Chinese Academy of Sciences , 164 West Xingang Road, Guangzhou 510301, People's Republic of China.
Jun
J
Li
Min-Yi
MY
Li
Gang
G
Feng
Jing
J
Zhang
Maarit
M
Karonen
Jari
J
Sinkkonen
Tirumani
T
Satyanandamurty
Jun
J
Wu
D000818:Animals; D001517:Coleoptera / Q000187:drug effects; D018360:Crystallography, X-Ray; D005247:Feeding Behavior / Q000187:drug effects; D007194:India; D007814:Larva / Q000187:drug effects*; D036701:Limonins / Q000737:chemistry / Q000302:isolation & purification* / Q000494:pharmacology; D029582:Meliaceae / Q000737:chemistry*; D015394:Molecular Structure; D019906:Nuclear Magnetic Resonance, Biomolecular; D012639:Seeds / Q000737:chemistry
D036701:Limonins