title: Crystal structure of tuguaconitine, a diterpene alkaloid from Aconitum sibiricum.
abstract: The three-dimensional structure of a natural product, tuguaconitine (C23H35NO7) from Aconitumrn sibiricum was determined by single crystal X-ray diffraction analysis. The compound was recrystallized from a methanol solution into orthorhombic crystal system, with a = 18.093(4), b = 12.075(11), c = 9.824(4) A, Dm = 1.35, Dx= 1.354 g/cm3, space group P2(1)2(1)2(1), and Z=4. The structure was solved by direct method and refined by least-squares procedure to the final R value of 0.046 for 1495 observed reflections with I > or = 2sigma(I). Aconitines are diterpene alkaloid composed of six rings. In the molecule, two 6-membered rings have stable chair conformation, but other two 6-membered rings have unstable boat conformation because of their bonding strain and hydrogen bonds. Based on the three-dimensional structure of tuguaconitine, we suggest another 2D-diagram for the compound which is far better in imagination of the spatial shape of the molecule than the ordinary one.
authors: College of Pharmacy, Chungbuk National University, Cheongju 361-763, Korea.
authors: Chang Kyun
authors: CK
authors: Kang
authors: Soo Jae
authors: SJ
authors: Lee
authors: Yang Bae
authors: YB
authors: Kim
authors: Hyeong Kyu
authors: HK
authors: Lee
authors: Eun Ju
authors: EJ
authors: Jeong
authors: Il Yeong
authors: IY
authors: Park
mesh_terms: D000157:Aconitine / Q000031:analogs & derivatives* / Q000737:chemistry / Q000302:isolation & purification; D031841:Aconitum / Q000737:chemistry*; D002725:Chloroform; D003460:Crystallization; D006586:Hexanes; D006860:Hydrogen Bonding; D008958:Models, Molecular; D008968:Molecular Conformation; D012997:Solvents; D014961:X-Ray Diffraction
chemical_list: D006586:Hexanes; D012997:Solvents; C528440:tuguaconitine; D002725:Chloroform; D000157:Aconitine