title: Monoterpenoid indole alkaloids from Alstonia rupestris with cytotoxic, anti-inflammatory and antifungal activities.
abstract: Phytochemical investigation of the 70% EtOH extract of the leaves of Alstonia scholaris afforded seven new monoterpenoid indole alkaloids: scholarisins I-VII (1-7), and three known compounds: (3R,5S,7R,15R,16R,19E)-scholarisine F (8), 3-epi-dihydro- corymine (9), and (E)-16-formyl-5α-methoxystrictamine (10). Structural elucidation of all the compounds was accomplished by spectral methods such as 1D- and 2D-NMR, IR, UV, and HRESIMS. The isolated compounds were tested in vitro for cytotoxicity against seven tumor cell lines, anti-inflammatory activities against Cox-1 and Cox-2, and antifungal potential against five species of fungi. Compounds 1, 6, and 10 exhibited significant cytotoxicities against all the tested tumor cell lines with IC₅₀ values of less than 30 μM and selective inhibition of Cox-2 comparable with the standard drug NS-398 (>90%). Additionally, 1, 2, 3 and 8 showed antifungal activity against two fungal strains (G. pulicaris and C. nicotianae).
authors.affiliation: Department of Pharmacy, No. 455 Hospital of People's Liberation Army, Shanghai 200052, China.
authors.forename: Wei
authors.initials: W
authors.lastname: Wang
authors.forename: Ming-He
authors.initials: MH
authors.lastname: Cheng
authors.forename: Xiao-Hua
authors.initials: XH
authors.lastname: Wang
mesh_terms: D031051:Alstonia / Q000737:chemistry*; D000893:Anti-Inflammatory Agents / Q000737:chemistry* / Q000494:pharmacology / Q000633:toxicity; D000935:Antifungal Agents / Q000737:chemistry* / Q000494:pharmacology / Q000633:toxicity; D045744:Cell Line, Tumor; D016861:Cyclooxygenase Inhibitors / Q000737:chemistry / Q000494:pharmacology; D006801:Humans; D020128:Inhibitory Concentration 50; D008826:Microbial Sensitivity Tests; D015394:Molecular Structure; D019906:Nuclear Magnetic Resonance, Biomolecular; D010936:Plant Extracts / Q000737:chemistry; D046948:Secologanin Tryptamine Alkaloids / Q000737:chemistry* / Q000494:pharmacology* / Q000633:toxicity
chemical_list: D000893:Anti-Inflammatory Agents; D000935:Antifungal Agents; D016861:Cyclooxygenase Inhibitors; D010936:Plant Extracts; D046948:Secologanin Tryptamine Alkaloids