Dichapetalin-type triterpenoids from Dichapetalum longipetalum and their anti-inflammatory activity

被引:1
作者
Zhang, Dong-Li [1 ]
Wang, Yue [1 ]
Liu, Jing-Bo [1 ]
Chen, Qian [1 ]
Li, Shao-Yong [1 ]
Jin, De-Jun [2 ]
Tang, Sheng-An [1 ]
机构
[1] Tianjin Med Univ, Sch Pharm, Dev Clin Therapeut & Diag, Tianjin Key Lab Technol Enabling, Tianjin 300070, Peoples R China
[2] Hainan Med Univ, Sch Pharm, Haikou 571199, Hainan, Peoples R China
关键词
Dichapetalum longipetalum; Dichapetalaceae; Dichapetalin-type triterpenoid; RAW264.7 murine macrophages; CONSTITUENTS;
D O I
10.1016/j.phytochem.2023.113900
中图分类号
Q5 [生物化学]; Q7 [分子生物学];
学科分类号
071010 ; 081704 ;
摘要
A phytochemical research on the twigs of Dichapetalum longipetalum (Turcz.) Engl. Resulted in five undescribed dichapetalin-type triterpenoids 1-5. Their chemical structures were determined by spectroscopic analysis of HR-ESIMS and NMR spectra and the absolute configuration of compound 1 was completely elucidated by single crystal X-ray crystallography. Through preliminary anti-inflammatory activity assessment, compound 1 exhibited inhibitory effect on LPS-induced NO production in RAW264.7 murine macrophages with an IC50 value of 2.09 mu M.
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页数:6
相关论文
共 16 条
[1]   CONSTITUENTS OF TROPICAL MEDICINAL-PLANTS .72. DICHAPETALIN-A, A NOVEL PLANT CONSTITUENT FROM DICHAPETALUM-MADAGASCARIENSE WITH POTENTIAL ANTINEOPLASTIC ACTIVITY [J].
ACHENBACH, H ;
ASUNKA, SA ;
WAIBEL, R ;
ADDAEMENSAH, I ;
OPPONG, IV .
NATURAL PRODUCT LETTERS, 1995, 7 (02) :93-100
[2]   Constituents of tropical medicinal plants. 74. The dichapetalins - A new class of triterpenoids [J].
AddaeMensah, I ;
Waibel, R ;
Asunka, SA ;
Oppong, IV ;
Achenbach, H .
PHYTOCHEMISTRY, 1996, 43 (03) :649-656
[3]  
Burkill H.M., 1985, The Useful Plants of West Tropical Africa, P647, DOI [10.1007/BF02859140, DOI 10.1007/BF02859140]
[4]   Isolation, characterization, and anthelminthic activities of a novel dichapetalin and other constituents of Dichapetalum filicaule [J].
Chama, Mary Anti ;
Dziwornu, Godwin Akpeko ;
Waibel, Reiner ;
Osei-Safo, Dorcas ;
Addae-Mensah, Ivan ;
Otchere, Joseph ;
Wilson, Michael .
PHARMACEUTICAL BIOLOGY, 2016, 54 (07) :1179-1188
[5]   Phainanolide A, Highly Modified and Oxygenated Triterpenoid from Phyllanthus hainanensis [J].
Fan, Yao-Yue ;
Gan, Li-She ;
Liu, Hong-Chun ;
Li, Heng ;
Xu, Cheng-Hui ;
Zuo, Jian-Ping ;
Ding, Jian ;
Yue, Jian-Min .
ORGANIC LETTERS, 2017, 19 (17) :4580-4583
[6]   Phainanoids A-F, A New Class of Potent Immunosuppressive Triterpenoids with an Unprecedented Carbon Skeleton from Phyllanthus hainanensis [J].
Fan, Yao-Yue ;
Zhang, Hua ;
Zhou, Yu ;
Liu, Hong-Bing ;
Tang, Wei ;
Zhou, Bin ;
Zuo, Jian-Ping ;
Yue, Jian-Min .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2015, 137 (01) :138-141
[7]   Cytotoxic constituents from the stem bark off Dichapetalum gelonioides collected in the Philippines [J].
Fang, LQ ;
Ito, A ;
Chai, HB ;
Mi, QW ;
Jones, WP ;
Madulid, DR ;
Oliveros, MB ;
Gao, Q ;
Orjala, J ;
Farnsworth, NR ;
Soejarto, DD ;
Cordell, GA ;
Swanson, SM ;
Pezzuto, JM ;
Kinghorn, AD .
JOURNAL OF NATURAL PRODUCTS, 2006, 69 (03) :332-337
[8]   New cytotoxic dichapetalins in the leaves of Phyllanthus acidus: Identification, quantitative analysis, and preliminary toxicity assessment [J].
Geng, Hui-Chun ;
Zhu, Hong-Tao ;
Yang, Wei-Nong ;
Wang, Dong ;
Yang, Chong-Ren ;
Zhang, Ying-Jun .
BIOORGANIC CHEMISTRY, 2021, 114
[9]   Biologically Active Dichapetalins from Dichapetalum gelonioides [J].
Jing, Shu-Xi ;
Luo, Shi-Hong ;
Li, Chun-Huan ;
Hua, Juan ;
Wang, Yan-Li ;
Niu, Xue-Mei ;
Li, Xiao-Nian ;
Liu, Yan ;
Huang, Chun-Shuai ;
Wang, Ying ;
Li, Sheng-Hong .
JOURNAL OF NATURAL PRODUCTS, 2014, 77 (04) :882-893
[10]   Dichapetalins from Dichapetalum species and their cytotoxic properties [J].
Long, Christophe ;
Aussagues, Yannick ;
Molinier, Nicolas ;
Marcourt, Laurence ;
Vendier, Laure ;
Samson, Arnaud ;
Poughon, Valerie ;
Mutiso, Patrick B. Chalo ;
Ausseil, Frederic ;
Sautel, Francois ;
Arimondo, Paola B. ;
Massiot, Georges .
PHYTOCHEMISTRY, 2013, 94 :184-191