title: Insecticidal sesquiterpene pyridine alkaloids from Maytenus chiapensis.
abstract: The new sesquiterpene pyridine alkaloids chiapenines ES-I (1), ES-II (2), ES-III (3), and ES-IV (4), in addition to the known alkaloids wilfordine (5), alatamine (6), wilforidine (7), alatusinine (8), euonine (9), euonymine (10), ebenifoline E-I (11), forrestine (12), mayteine (13), and 4-hydroxy-7-epi-chuchuhuanine E-V (14), were isolated from the leaves of Maytenus chiapensis. Their structures were elucidated by 1D and 2D NMR spectroscopy, including homonuclear and heteronuclear correlation (COSY, ROESY, HSQC, and HMBC) experiments. Wilfordine, alatusinine, and euonine exhibited strong antifeedant activity against Spodoptera littoralis.
authors.affiliation: Instituto Universitario de Bio-Orgánica Antonio González, Universidad de La Laguna, Avenida Astrofísico Francisco Sánchez 2, 38206 La Laguna, Tenerife, Canary Islands, Spain.
authors.forename: Marvin J
authors.initials: MJ
authors.lastname: Núñez
authors.forename: Ana
authors.initials: A
authors.lastname: Guadaño
authors.forename: Ignacio A
authors.initials: IA
authors.lastname: Jiménez
authors.forename: Angel G
authors.initials: AG
authors.lastname: Ravelo
authors.forename: Azucena
authors.initials: A
authors.lastname: González-Coloma
authors.forename: Isabel L
authors.initials: IL
authors.lastname: Bazzocchi
mesh_terms: D000470:Alkaloids / Q000737:chemistry / Q000302:isolation & purification* / Q000494:pharmacology; D000818:Animals; D001042:Aphids / Q000187:drug effects; D002478:Cells, Cultured; D004544:El Salvador; D005247:Feeding Behavior / Q000187:drug effects; D007306:Insecticides / Q000737:chemistry / Q000302:isolation & purification* / Q000494:pharmacology; D029755:Maytenus / Q000737:chemistry*; D015394:Molecular Structure; D019906:Nuclear Magnetic Resonance, Biomolecular; D018515:Plant Leaves / Q000737:chemistry; D010946:Plants, Medicinal / Q000737:chemistry*; D011725:Pyridines / Q000737:chemistry / Q000302:isolation & purification* / Q000494:pharmacology; D012717:Sesquiterpenes / Q000737:chemistry / Q000302:isolation & purification* / Q000494:pharmacology; D018411:Spodoptera / Q000187:drug effects
chemical_list: D000470:Alkaloids; D007306:Insecticides; D011725:Pyridines; D012717:Sesquiterpenes; C023666:pyridine