Chemical constituents of Lobelia chinensis

Fitoterapia. 2014 Mar:93:168-74. doi: 10.1016/j.fitote.2014.01.007. Epub 2014 Jan 18.

Abstract

Three new 2, 6-disubstituted piperidine alkaloids (1-3), one new polyacetylene (8), together with eight known compounds (4-7, 9-12) were isolated from the whole plants of Lobelia chinensis. Their structures were elucidated on the basis of spectroscopic data interpretation. The absolute configuration of 1 was established by a convenient Mosher ester procedure in which the sample was treated with MTPA chlorides in deuterated pyridine directly in NMR tube. Cytotoxicities of compounds 1-12 were tested against two human lung cancer cell lines, NCI-H292 and MSTO-211H. Compounds 8 and 9 exhibited moderate cytotoxic activity against the two cancer cell lines with the IC50 values in the range of 9.31-12.36 μM.

Keywords: Lobelia chinensis; Mosher ester procedure; Piperidine alkaloids; Polyacetylene.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Alkaloids / chemistry
  • Alkaloids / isolation & purification*
  • Antineoplastic Agents, Phytogenic / isolation & purification
  • Cell Line, Tumor
  • Drug Screening Assays, Antitumor
  • Humans
  • Lobelia / chemistry*
  • Molecular Structure
  • Piperidines / chemistry
  • Piperidines / isolation & purification*
  • Plants, Medicinal / chemistry
  • Polyynes / chemistry
  • Polyynes / isolation & purification*

Substances

  • Alkaloids
  • Antineoplastic Agents, Phytogenic
  • Piperidines
  • lobetyolin
  • Polyynes