title: Diterpenoid alkaloids from the lateral root of Aconitum carmichaelii.
abstract: Twenty-six new diterpenoid alkaloids, 1-26 (1-4: hetisan-type C(20)-diterpenoid alkaloids; 5-26: aconitane C(19)-diterpenoid alkaloids), and two known analogues, hypaconitine 27 and benzoylmesaconine 28, have been isolated from a water extract of the lateral root of Aconitum carmichaelii. Compounds 7 and 8 are rare examples of conformational isomers obtained from the same material. The conformation and conformational transformation of ring A in the C(19)-diterpenoid alkaloids are discussed on the basis of NMR data analysis in combination with single-crystal X-ray crystallography of 6 and 27 by anomalous scattering of Cu Kα radiation. In preliminary analgesic and toxicity assays, the isomer with ring A in the chair conformation (8 or 27) was found to be more active than that with ring A in the boat conformation (7 or 27a). In addition, 15, 16, and 19 showed neuroprotective activity.
authors.affiliation: State Key Laboratory of Bioactive Substance and Function of Natural Medicines, Institute of Materia Medica, Chinese Academy of Medical Sciences and Peking Union Medical College, Beijing 100050, People's Republic of China.
authors.forename: Bingya
authors.initials: B
authors.lastname: Jiang
authors.forename: Sheng
authors.initials: S
authors.lastname: Lin
authors.forename: Chenggen
authors.initials: C
authors.lastname: Zhu
authors.forename: Sujuan
authors.initials: S
authors.lastname: Wang
authors.forename: Yanan
authors.initials: Y
authors.lastname: Wang
authors.forename: Minghua
authors.initials: M
authors.lastname: Chen
authors.forename: Jianjun
authors.initials: J
authors.lastname: Zhang
authors.forename: Jinfeng
authors.initials: J
authors.lastname: Hu
authors.forename: Naihong
authors.initials: N
authors.lastname: Chen
authors.forename: Yongchun
authors.initials: Y
authors.lastname: Yang
authors.forename: Jiangong
authors.initials: J
authors.lastname: Shi
mesh_terms: D031841:Aconitum / Q000737:chemistry*; D000470:Alkaloids / Q000737:chemistry / Q000302:isolation & purification* / Q000494:pharmacology; D018360:Crystallography, X-Ray; D004224:Diterpenes / Q000737:chemistry / Q000302:isolation & purification* / Q000494:pharmacology; D004365:Drugs, Chinese Herbal / Q000737:chemistry / Q000302:isolation & purification* / Q000494:pharmacology; D006801:Humans; D015394:Molecular Structure; D018696:Neuroprotective Agents / Q000737:chemistry / Q000302:isolation & purification* / Q000494:pharmacology; D019906:Nuclear Magnetic Resonance, Biomolecular; D018517:Plant Roots / Q000737:chemistry
chemical_list: D000470:Alkaloids; D004224:Diterpenes; D004365:Drugs, Chinese Herbal; D018696:Neuroprotective Agents