Abietane and C20-norabietane diterpenes from the stem bark of Fraxinus sieboldiana and their biological activities.
Fourteen new abietane (1-14) and seven new C(20)-norabietane (15-21) diterpenes, together with five known analogues, have been isolated from the stem bark of Fraxinus sieboldiana. Their structures were elucidated by spectroscopic data analysis. In the in vitro assays, at 10(-5) M, compounds 8, 16, and 22 showed inhibitory activity against the release of β-glucuronidase in rat polymorphonuclear leukocytes induced by platelet-activating factor, with 59.7 ± 4.8%, 56.1 ± 5.6%, and 65.9 ± 3.1% inhibition, respectively. Compound 23 was active against H5N1 avian influenza virus with an IC(50) value of 4.8 μM. Compounds 3 and 5 exhibited selective cytotoxic activities against A2780 (IC(50) 1.7 μM) and A549 (IC(50) 6.0 μM), respectively.
Institute of Materia Medica, Chinese Academy of Medical Sciences and Peking Union Medical College (Key Laboratory of Bioactive Substances and Resources Utilization of Chinese Herbal Medicine, Ministry of Education), Beijing 100050, People's Republic of China.
Sheng
S
Lin
Yanling
Y
Zhang
Mingtao
M
Liu
Sen
S
Yang
Maoluo
M
Gan
Jiachen
J
Zi
Weixia
W
Song
Xiaona
X
Fan
Sujuan
S
Wang
Yang
Y
Liu
Yongchun
Y
Yang
Xiaoguang
X
Chen
Ying
Y
Guo
Wenjie
W
Wang
Jiangong
J
Shi
D045784:Abietanes / Q000737:chemistry / Q000302:isolation & purification* / Q000494:pharmacology*; D000818:Animals; D000972:Antineoplastic Agents, Phytogenic / Q000737:chemistry / Q000302:isolation & purification* / Q000494:pharmacology*; D004354:Drug Screening Assays, Antitumor; D031661:Fraxinus / Q000737:chemistry*; D005966:Glucuronidase / Q000032:analysis / Q000037:antagonists & inhibitors; D053124:Influenza A Virus, H5N1 Subtype / Q000187:drug effects; D015394:Molecular Structure; D009504:Neutrophils / Q000187:drug effects; D019906:Nuclear Magnetic Resonance, Biomolecular; D024301:Plant Bark / Q000187:drug effects; D018547:Plant Stems / Q000187:drug effects; D010972:Platelet Activating Factor / Q000494:pharmacology; D051381:Rats; D013237:Stereoisomerism
D045784:Abietanes; D000972:Antineoplastic Agents, Phytogenic; D010972:Platelet Activating Factor; D005966:Glucuronidase