Isolation, structure elucidation, and induction of hepatoma cell apoptosis of abietane diterpenoids from Abies faxoniana.
Two new abietane diterpenoids (1-2) and 13 known compounds (3-15) were characterized from the branches and leaves of Abies faxoniana. The chemical structures of the new diterpenoids (1-2) were determined through the analysis of various 1D/2D NMR techniques. Compound 3 is 151,617-trinor-abietane diterpenoid conjugated with a three-membered epoxide ring. The isolated diterpenoids were tested for their cytotoxicities. Among them, compound 3 exhibited the strongest antiproliferative effect against human hepatoma cell SMMC7721 with an IC50value of 12.5 μM. To elucidate the preliminary mechanism responsible for compound 3-induced inhibition of cell proliferation, we investigated the effects of compound 3 on apoptosis, cell cycle progression, and reactive oxygen species generation in SMMC7721 cells. The results showed that compound 3 induced cell apoptosis and excessive ROS production, but did not change the cell cycle distribution in SMMC7721 cells.
a College of Pharmaceutical Sciences, Southwest University , Chongqing 400715 , China.
Guo-Wei
GW
Wang
b Department of Phytochemistry , Second Military Medical University , Shanghai 200433 , China.|c Shanghai Institute of Pharmaceutical Industry , Shanghai 200400 , China.
Chao
C
Lv
b Department of Phytochemistry , Second Military Medical University , Shanghai 200433 , China.
Yun-Heng
YH
Shen
b Department of Phytochemistry , Second Military Medical University , Shanghai 200433 , China.|c Shanghai Institute of Pharmaceutical Industry , Shanghai 200400 , China.
Wei-Dong
WD
Zhang
D028202:Abies / Q000737:chemistry*; D045784:Abietanes / Q000737:chemistry / Q000302:isolation & purification* / Q000494:pharmacology*; D000972:Antineoplastic Agents, Phytogenic / Q000737:chemistry / Q000302:isolation & purification* / Q000494:pharmacology*; D017209:Apoptosis / Q000187:drug effects*; D006528:Carcinoma, Hepatocellular / Q000188:drug therapy*; D002453:Cell Cycle / Q000187:drug effects; D006801:Humans; D008113:Liver Neoplasms / Q000188:drug therapy*; D015394:Molecular Structure; D019906:Nuclear Magnetic Resonance, Biomolecular; D018515:Plant Leaves / Q000737:chemistry
C000617261:3-oxo-abieta-13-ene; C000617262:3-oxo-abieta-7-ene; D045784:Abietanes; D000972:Antineoplastic Agents, Phytogenic
Abies faxoniana; Pinaceae; cell apoptosis; diterpenoids