Four new compounds with cytotoxic and neuroprotective activity from Notopterygium incisum

被引:7
作者
Ma, Li-Mei [1 ,2 ,3 ]
Chai, Tian [1 ,2 ]
Wang, Cheng-Bo [1 ,2 ]
Zheng, Yi-Dan [4 ]
Ma, Li [1 ,2 ,3 ]
Meng, Xian-Hua [1 ,2 ]
Wang, Kai [1 ,2 ,3 ]
Wang, Wei-Feng [1 ,2 ]
Farimani, Mahdi Moridi [5 ]
Sang, Chun-Yan [1 ,2 ]
Yang, Jun-Li [1 ,2 ]
机构
[1] Chinese Acad Sci, Lanzhou Inst Chem Phys, CAS Key Lab Chem Northwestern Plant Resources, Lanzhou 730000, Peoples R China
[2] Chinese Acad Sci, Lanzhou Inst Chem Phys, Key Lab Nat Med Gansu Prov, Lanzhou 730000, Peoples R China
[3] Univ Chinese Acad Sci, Beijing 100049, Peoples R China
[4] Northwest Normal Univ, Coll Life Sci, Lanzhou 730070, Peoples R China
[5] Shahid Beheshti Univ, Med Plants & Drugs Res Inst, Dept Phytochem, Tehran, Iran
关键词
Notopterygium incisum; Umbelliferae; Chemical constituents; Cytotoxicity; Neuroprotective effect; CHINESE CRUDE DRUG; OPLOPANAX-HORRIDUS; UNDERGROUND PARTS; CONSTITUENTS; DERIVATIVES; FORBESII; POLYYNES; PLANTS;
D O I
10.1016/j.phytol.2022.03.007
中图分类号
Q94 [植物学];
学科分类号
071001 ;
摘要
Phytochemical research on an extract of Notopterygium incisum yielded twenty-four compounds (1-24), including four new compounds 7, 10, 13 and 17. The structures of new compounds were elucidated by spectroscopic analysis, and the absolute configuration of 5 were assigned via Mosher's method. In addition, compounds 2, 9, 19 and 24 were analyzed by single crystal X-ray analysis for the first time. The new compound 7 exhibited remarkable cytotoxic activity against the human pancreatic cancer cell lines PANC-1, CAPAN-2, CFPAC-1, and SW1990 with IC50 values of 6.25 +/- 0.54, 7.74 +/- 1.12, 6.68 +/- 1.11, and 5.35 +/- 0.33 mu M, respectively. The primary mechanistic study indicated that 7 caused cell death probably due to induced defects in the mitotic process. Moreover, compounds 2 and 7-9 effectively protected against H2O2-induced neurotoxicity in the SHSY5Y cells, and 1, 3, 6, 10, 11, 16 and 19 exhibited strong DPPH scavenging ability.
引用
收藏
页码:138 / 144
页数:7
相关论文
共 34 条
[1]   A review of the ethnopharmacology, phytochemistry and pharmacology of Notopterygium incisum [J].
Azietaku, John Teye ;
Ma, Huifen ;
Yu, Xie-an ;
Li, Jin ;
Oppong, Mahmood Brobbey ;
Cao, Jun ;
An, Mingrui ;
Chang, Yan-xu .
JOURNAL OF ETHNOPHARMACOLOGY, 2017, 202 :241-255
[2]   Synthesis of New Avenalumic Carboxamide Derivatives in the Ferulic Series [J].
Bazin, Marc-Antoine ;
El Kihel, Laila ;
Jouanne, Marie ;
Lancelot, Jean-Charles ;
Rault, Sylvain .
SYNTHETIC COMMUNICATIONS, 2008, 38 (22) :3947-3959
[3]   Furanocoumarins with affinity to brain benzodiazepine receptors in vitro [J].
Bergendorff, O ;
Dekermendjian, K ;
Nielsen, M ;
Shan, RD ;
Witt, R ;
Ai, JL ;
Sterner, O .
PHYTOCHEMISTRY, 1997, 44 (06) :1121-1124
[4]   Methyl allyl ether formation in plants:: novel S-adenosyl L-methionine:coniferyl alcohol 9-O-methyltransferase from suspension cultures of three Linum species [J].
Berim, Anna ;
Schneider, Bernd ;
Petersen, Maike .
PLANT MOLECULAR BIOLOGY, 2007, 64 (03) :279-291
[5]   Polyacetylenes from Radix et Rhizoma Notopterygii Incisi with an Inhibitory Effect on Nitric Oxide Production In Vitro [J].
Blunder, Martina ;
Liu, Xin ;
Kunert, Olaf ;
Winkler, Nora Anna ;
Schinkovitz, Andreas ;
Schmiderer, Corinna ;
Novak, Johannes ;
Bauer, Rudolf .
PLANTA MEDICA, 2014, 80 (05) :415-418
[6]   Design, Synthesis of N-phenethyl Cinnamide Derivatives and Their Biological Activities for the Treatment of Alzheimer's Disease: Antioxidant, Beta-amyloid Disaggregating and Rescue Effects on Memory Loss [J].
Chai, Tian ;
Zhao, Xiao-Bo ;
Wang, Wei-Feng ;
Qiang, Yin ;
Zhang, Xiao-Yun ;
Yang, Jun-Li .
MOLECULES, 2018, 23 (10)
[7]  
Chinese Pharmacopoeia Commission, 2015, PHARM PEOPL REP CH 1, P182
[8]   Ecdysteroids and other constituents from Sida spinosa L. [J].
Darwish, FMM ;
Reinecke, MG .
PHYTOCHEMISTRY, 2003, 62 (08) :1179-1184
[9]   NOVEL ISOFERULATE ESTERS IDENTIFIED BY GAS-CHROMATOGRAPHY MASS-SPECTROMETRY IN BUD EXUDATE OF POPULUS-NIGRA [J].
GREENAWAY, W ;
WOLLENWEBER, E ;
SCAYSBROOK, T ;
WHATLEY, FR .
JOURNAL OF CHROMATOGRAPHY, 1988, 448 (02) :284-290
[10]  
GU ZM, 1990, CHEM PHARM BULL, V38, P2498, DOI 10.1248/cpb.38.2498