Synthesis and anti-inflammatory evaluation of novel paclitaxel analogs

被引:2
作者
Xu, Pei-Pei [1 ]
Li, Qing-Feng [1 ]
Cui, Yong-Mei [1 ]
Lin, Hai-Xia [1 ]
机构
[1] Shanghai Univ, Coll Sci, Innovat Drug Res Ctr, Dept Chem, Shanghai 200444, Peoples R China
基金
中国国家自然科学基金;
关键词
Paclitaxel; anti-inflammatory; tumor necrosis factor; lipopolysaccharide; NECROSIS-FACTOR PRODUCTION; MURINE MACROPHAGES; NITRIC-OXIDE; STRUCTURAL SIGNIFICANCE; TAXOIDS; POSITION; AGENTS; CELLS;
D O I
10.1080/10286020.2016.1236793
中图分类号
Q94 [植物学];
学科分类号
071001 ;
摘要
A series of paclitaxel analogs modified at C-3-N and C-7 positions were synthesized from baccatin III and their structures were confirmed by H-1-NMR, C-13-NMR, HR-MS. Compound 7e exhibited potent ability to decrease TNF (tumor necrosis factor ) in the LPS-activated RAW264.7 murine macrophage-like cell line. The preliminary data indicated that the anti-inflammatory effects may be related to MD-2 and Toll-like receptor 4 (TLR4), rather than Toll-like receptor 2 (TLR2).
引用
收藏
页码:803 / 822
页数:20
相关论文
共 21 条
[11]   How I treat ovarian cancer in older women [J].
Lichtman, Stuart M. .
JOURNAL OF GERIATRIC ONCOLOGY, 2014, 5 (03) :223-229
[12]   Synthesis and crystal structure of 7,9-dideacetyl-1-deoxybaccatinVI [J].
Lin, Hai-Xia ;
Han, Na ;
Chen, Nan-Min ;
Yuan, Tian-Hai .
JOURNAL OF CHEMICAL CRYSTALLOGRAPHY, 2006, 36 (05) :337-341
[13]   Structure-activity relationship study of taxoids for their ability to activate murine macrophages as well as inhibit the growth of macrophage-like cells [J].
Ojima, I ;
Fumero-Oderda, CL ;
Kuduk, SD ;
Ma, ZP ;
Kirikae, F ;
Kirikae, T .
BIOORGANIC & MEDICINAL CHEMISTRY, 2003, 11 (13) :2867-2888
[14]   Synthesis and antitumor activity of 1-deoxybaccatin III analogs from 1-deoxybaccatin VI [J].
Qiu, Yuan-You ;
Lin, Hai-Xia ;
Cui, Yong-Mei ;
Shao, Jun-Chao ;
Jin, Dan-Hui .
MONATSHEFTE FUR CHEMIE, 2013, 144 (10) :1573-1582
[15]   Endotoxin tolerance inhibits lipopolysaccharide-initiated acute pulmonary inflammation and lung injury in rats by the mechanism of nuclear factor-κB [J].
Qu, J ;
Zhang, J ;
Pan, J ;
He, L ;
Ou, Z ;
Zhang, X ;
Chen, X .
SCANDINAVIAN JOURNAL OF IMMUNOLOGY, 2003, 58 (06) :613-619
[16]   Novel strategies for the treatment of sepsis [J].
Riedemann, NC ;
Guo, RF ;
Ward, PA .
NATURE MEDICINE, 2003, 9 (05) :517-524
[17]   PROMOTION OF MICROTUBULE ASSEMBLY INVITRO BY TAXOL [J].
SCHIFF, PB ;
FANT, J ;
HORWITZ, SB .
NATURE, 1979, 277 (5698) :665-667
[18]   Synthesis of novel D-seco-taxoids derived from 1-deoxybaccatin VI [J].
Shao, Jun Chao ;
Ye, Zhi Hua ;
Lin, Hai Xia ;
Wang, Dian Long ;
Han, Na .
CHINESE CHEMICAL LETTERS, 2010, 21 (11) :1273-1276
[19]   MD-2, a molecule that confers lipopolysaccharide responsiveness on Toll-like receptor 4 [J].
Shimazu, R ;
Akashi, S ;
Ogata, H ;
Nagai, Y ;
Fukudome, K ;
Miyake, K ;
Kimoto, M .
JOURNAL OF EXPERIMENTAL MEDICINE, 1999, 189 (11) :1777-1782
[20]   PLANT ANTITUMOR AGENTS .6. ISOLATION AND STRUCTURE OF TAXOL, A NOVEL ANTILEUKEMIC AND ANTITUMOR AGENT FROM TAXUS-BREVIFOLIA [J].
WANI, MC ;
TAYLOR, HL ;
WALL, ME ;
COGGON, P ;
MCPHAIL, AT .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1971, 93 (09) :2325-&