Triterpenoids and steroids from the fruits of Melia toosendan and their cytotoxic effects on two human cancer cell lines.
Ten new triterpenoids, named meliasenins I-R (1-10), one new steroid (11), and 11 related known compounds (12-22) were isolated from fruits of Melia toosendan. The structures of the new compounds were established on the basis of spectroscopic methods, including 2D NMR techniques and mass spectrometry. The relative configuration of 1, (20R*,23E)-25-hydroperoxyeupha-7,23-diene-3β,16β-diol (meliasenin I), was confirmed by single-crystal X-ray diffraction analysis. All isolated triterpenoids (1-10, 12-15) and two steroids (11, 20) were tested for their cytotoxicity against U20S human osteosarcoma and MCF-7 human breast cancer cells using the MTT assay, and some of them were significantly cytotoxic (IC(50) <10 μg/mL). The insecticidal properties of compounds 1-15 and 20 were also briefly evaluated.
Wu
Shi-Biao
SB
Department of Natural Products for Chemical Genetic Research, Key Laboratory of Brain Functional Genomics, Ministry of Education, East China Normal University, No. 3663 Zhongshan Road N, Shanghai 200062, People's Republic of China.
Su
Jing-Jing
JJ
Sun
Lian-Hui
LH
Wang
Wen-Xuan
WX
Zhao
Yun
Y
Li
Hui
H
Zhang
Sheng-Ping
SP
Dai
Guang-Hui
GH
Wang
Chuan-Gui
CG
Hu
Jin-Feng
JF
D000818:Animals; D000972:Antineoplastic Agents, Phytogenic / Q000737:chemistry / Q000302:isolation & purification* / Q000494:pharmacology*; D001042:Aphids / Q000187:drug effects; D018360:Crystallography, X-Ray; D004354:Drug Screening Assays, Antitumor; D004365:Drugs, Chinese Herbal / Q000737:chemistry* / Q000302:isolation & purification* / Q000494:pharmacology*; D005260:Female; D005638:Fruit / Q000737:chemistry; D006801:Humans; D007306:Insecticides / Q000737:chemistry / Q000302:isolation & purification* / Q000494:pharmacology*; D031585:Melia / Q000737:chemistry*; D008968:Molecular Conformation; D015394:Molecular Structure; D019906:Nuclear Magnetic Resonance, Biomolecular; D013256:Steroids / Q000737:chemistry / Q000302:isolation & purification* / Q000494:pharmacology*; D014315:Triterpenes / Q000737:chemistry / Q000302:isolation & purification* / Q000494:pharmacology*
C554323:(20S)-5-stigmastene-3beta,7alpha,16beta,20-tetrol; D000972:Antineoplastic Agents, Phytogenic; D004365:Drugs, Chinese Herbal; D007306:Insecticides; D013256:Steroids; D014315:Triterpenes