Dichlorodiaportinol A - A new chlorine-containing isocoumarin from an endophytic fungus Trichoderma sp 09 from Myoporum bontioides A. Gray and its cytotoxic activity

被引:10
作者
Li, Chunyuan [1 ]
Gong, Bing [1 ]
Cox, Daniel G. [2 ,3 ]
Li, Caili [4 ]
Wang, Jinhua [1 ]
Ding, Weijia [1 ]
机构
[1] South China Agr Univ, Coll Sci, Inst Biomat, Guangzhou 510642, Guangdong, Peoples R China
[2] Univ Mississippi, Sch Pharm, Dept Pharmacognosy, Mississippi State, MS USA
[3] Univ Mississippi, Sch Pharm, Pharmaceut Sci Res Inst, Mississippi State, MS USA
[4] Henan Prov Acad Agr Sci, Xinyang Branch, Xinyang, Peoples R China
基金
中国国家自然科学基金;
关键词
Cytotoxic activity; dichlorodiaportinol A; isocoumarin; Trichoderma sp; PHASE-I; 4'-EPI-ADRIAMYCIN;
D O I
10.4103/0973-1296.127367
中图分类号
R914 [药物化学];
学科分类号
100701 ;
摘要
Background: Myoporum bontioides A. Gray, an evergreen shrub from the Myoporaceae family, is a commonly used medicinal plant. Many studies have been conducted on the biologically active constituents of whole parts of M. bontioides. However, the endophytes of M. bontioides have not been intensively investigated. A new chlorine-containing isocoumarin, named dichlorodiaportinol A (1) was isolated from the endophytic fungus Trichoderma sp. 09 isolated from the root of M. bontioides. Its cytotoxic activity against human breast cancer (MCF-7) and human liver cancer (HepG2) cell lines was evaluated. Materials and Methods: Different open silica gel column chromatographic techniques with different solvent systems were used for the separation of the constituents of the ethyl acetate extract of the culture broth of the endophytic fungus Trichoderma sp. 09. The structure of compound one was identified by analysis of spectroscopic data [one-dimensional (1D), two-dimensional (2D)-nuclear magnetic resonance (NMR), ultraviolet (UV), infrared (IR) and Mass spectrometry (MS)]. 3-(4,5-Dimethylthiazol-2-yl)-2,5-Diphenyltetrazolium Bromide (MTT) assay method was used for the evaluation of cytotoxic activity of compound one against MCF-7 and HepG2 cell lines. Results: Compound one was identified as 3-(3,3-dichloro-2,3-dihydroxy-propyl)-8-hydroxy-6- methoxy-isochromen-1-one. It inhibited MCF-7 and HepG2 cell lines, with half maximal inhibitory concentration (IC50) values of 17.8 and 39.6 mu g/mL, respectively. Conclusions: Compound one is a new chlorine-containing isocoumarin with moderate cytotoxic activity against MCF-7 and HepG2 cell lines. Thus, endophytes of M. bontioides are worthy of consideration for the development and research of antitumor agents.
引用
收藏
页码:S153 / S156
页数:4
相关论文
共 19 条
[1]   Determination of relative configuration in organic compounds by NMR spectroscopy and computational methods [J].
Bifulco, Giuseppe ;
Dambruoso, Paolo ;
Gomez-Paloma, Luigi ;
Riccio, Raffaele .
CHEMICAL REVIEWS, 2007, 107 (09) :3744-3779
[2]  
BONFANTE V, 1979, CANCER TREAT REP, V63, P915
[3]   Inhibitory activity against plant pathogenic fungi of extracts from Myoporum bontioides A.!Gray and indentification of active ingredients [J].
Deng Yecheng ;
Yang Zhen ;
Yu Yanzhen ;
Bi Xiulian .
PEST MANAGEMENT SCIENCE, 2008, 64 (02) :203-207
[4]   A new di-O-prenylated flavone from an actinomycete Streptomyces sp MA-12 [J].
Ding, Wei-Jia ;
Zhang, Sui-Qiang ;
Wang, Jin-Hua ;
Lin, Yue-Xia ;
Liang, Qiao-Xia ;
Zhao, Wei-Jian ;
Li, Chun-Yuan .
JOURNAL OF ASIAN NATURAL PRODUCTS RESEARCH, 2013, 15 (02) :209-214
[5]  
Gustafson K.R., 2012, HDB MARINE NATURAL P, P547
[6]   Three Bianthraquinone Derivatives from the Mangrove Endophytic Fungus Alternaria sp ZJ9-6B from the South China Sea [J].
Huang, Cai-Huan ;
Pan, Jia-Hui ;
Chen, Bin ;
Yu, Miao ;
Huang, Hong-Bo ;
Zhu, Xun ;
Lu, Yong-Jun ;
She, Zhi-Gang ;
Lin, Yong-Cheng .
MARINE DRUGS, 2011, 9 (05) :832-843
[7]  
Huang LL, 2011, CHINESE J STRUC CHEM, V30, P1298
[8]   STRUCTURE, SYNTHESIS, AND STEREOCHEMISTRY OF (+)-ORTHOSPORIN, A PHYTOTOXIC METABOLITE OF RHYNCHOSPORIUM-ORTHOSPORUM [J].
ICHIHARA, A ;
HASHIMOTO, M ;
HIRAI, T ;
TAKEDA, I ;
SASAMURA, Y ;
SAKAMURA, S ;
SATO, R ;
TAJIMI, A .
CHEMISTRY LETTERS, 1989, (08) :1495-1498
[9]   Chlorine-containing iridoid and iridoid glucoside, and other glucosides from leaves of Myoporum bontioides [J].
Kanemoto, Moe ;
Matsunami, Katsuyoshi ;
Otsuka, Hideaki ;
Shinzato, Takakazu ;
Ishigaki, Choken ;
Takeda, Yoshio .
PHYTOCHEMISTRY, 2008, 69 (13) :2517-2522
[10]   Cytotoxicity of fucosterol containing fraction of marine algae against breast and colon carcinoma cell line [J].
Khanavi, Mahnaz ;
Gheidarloo, Razieh ;
Sadati, Nargess ;
Ardekani, Mohammad Reza Shams ;
Nabavi, Seyed Mohammad Bagher ;
Tavajohi, Shohreh ;
Ostad, Seyed Nasser .
PHARMACOGNOSY MAGAZINE, 2012, 8 (29) :60-64