海南角果木中1个新的苯丙素类化合物
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摘要
目的研究海南红树植物角果木Ceriops tagal醋酸乙酯部位的化学成分。方法采用溶剂法进行提取和萃取,通过多种柱色谱、重结晶及高效液相色谱等方法进行分离纯化;利用理化性质,并结合现代分析方法鉴定化合物的结构。结果从海南红树植物角果木醋酸乙酯部位分离得到8个化合物,分别鉴定为(E)-3-(5-羟基-2,3,4-三甲氧基苯基)丙烯酸甲酯(1)、3-(3-羟基-2,4,5-三甲氧基苯基)丙烯酸甲酯(2)、松柏醛(3)、2,3-二甲氧基-5-(1-丙烯基)苯酚(4)、丁香酸甲酯(5)、丁香醛(6)、银松素甲醚(7)、棕榈酸(8)。结论化合物1为新的苯丙素类化合物,命名为角果木苯丙素C,化合物4～8为首次从该植物中分离得到。
Objective To study the chemical constituents from the ethyl acetate fraction of Ceriops tagal. Methods Compounds were isolated and purified by various column chromatography, recrystallization, and HPLC. And their structures were elucidated by physicochemical property and spectral analysis. Results Eight compounds were isolated from the ethyl acetate fraction of Ceriops tagal and identified as(E)-methyl-3-(5-hydroxy-2,3,4-trimethoxyphenyl)acrylate(1), tagalphenylpropinoidin A(2), coniferyl aldehyde(3), 2,3-dimethoxy-5-(1-propenyl)phenol(4), methyl syringate(5), syringaldehyde(6), pinosylvin monomethyl ether(7), and n-hexadecane acid(8), respectively. Conclusion Compound 1 is a new phenylpropanoid, named as tagalphenylpropanoidin C, and compounds 4—8 are obtained from C. tagal for the first time.
Objective To study the chemical constituents from the ethyl acetate fraction of Ceriops tagal. Methods Compounds were isolated and purified by various column chromatography, recrystallization, and HPLC. And their structures were elucidated by physicochemical property and spectral analysis. Results Eight compounds were isolated from the ethyl acetate fraction of Ceriops tagal and identified as(E)-methyl-3-(5-hydroxy-2,3,4-trimethoxyphenyl)acrylate(1), tagalphenylpropinoidin A(2), coniferyl aldehyde(3), 2,3-dimethoxy-5-(1-propenyl)phenol(4), methyl syringate(5), syringaldehyde(6), pinosylvin monomethyl ether(7), and n-hexadecane acid(8), respectively. Conclusion Compound 1 is a new phenylpropanoid, named as tagalphenylpropanoidin C, and compounds 4—8 are obtained from C. tagal for the first time.
引文
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[2]Tsai C C,Li S J,Su Y Y,et al.Molecular phylogeny and evidence for natural hybridization and historical introgression between Ceriops species(Rhizophoraceae)[J].Biochem System Ecol,2012,43(4):178-191.
[3]廖宝文,张乔民.中国红树林的分布、面积和树种组成[J].湿地科学,2014,12(4):435-439.
[4]Zhang Y,Deng Z,Gao T,et al.Tagalsins A-H,dolabrane-type diterpenes from the mangrove plant,Ceriops tagal[J].Cheminformation,2005,36(49):1465-1471.
[5]Fun H K,Pakhathirathien C,Chantrapromma S,et al.7-Ethenyl-1-[(Z)-hydroxy-methyl-idene]-4b,7,10a-trimethylperhydro-phenanthren-2-one[J].Acta Crystallogr,2006,62(12):5539-5541.
[6]Ouyang X W,Wang X C,Yue Q X,et al.A new dolabrane-type diterpene from Ceriops tagal[J].Nat Prod Commun,1934,5(1):9-12.
[7]Ni S J,Li J,Li M Y.Two new phenylpropanoids from the Chinese mangrove Ceriops tagal[J].Nat Prod Res,2017,32(14):1-6.
[8]谢红刚,张宏武,张江,等.羊耳菊的化学成分[J].中国天然药物,2007,5(3):193-196.
[9]Sairafianpour M,Kayser O,Christensen J,et al.Leishmanicidal and antiplasmodial activity of constituents of Smirnowia iranica[J].J Nat Prod,2002,65(12):1754-1758.
[10]谭俊杰,蒋山好,朱大元.天山棱子芹化学成分的研究[J].天然产物研究与开发,2005,17(3):267-271.
[11]张德武,戴胜军,刘万卉,等.野葛藤的化学成分[J].中国天然药物,2010,8(3):196-198.
[12]易乾坤,李波,刘吉开.假酸浆中新的醉茄内酯类化合物[J].植物分类与资源学报,2012,34(1):101-106.
[13]任茜茜,周慧超,贺爽,等.蓝萼香茶菜化学成分及抗肿瘤活性研究[J].新乡医学院学报,2016,33(4):261-266.