New Pimarane-Type Diterpenoid and ent-Eudesmane-Type Sesquiterpenoid from Bornean Liverwort Mastigophora diclados

被引:7
作者
Ng, Shean-Yeaw [1 ]
Kamada, Takashi [1 ]
Vairappan, Charles Santhanaraju [1 ]
机构
[1] Univ Malaysia Sabah, Inst Trop Biol & Conservat, Lab Nat Prod Chem, Kota Kinabalu 88400, Sabah, Malaysia
关键词
Borneo Island; Diterpenoid; Liverwort; Mastigophora diclados; Pimarane;
D O I
10.25135/rnp.65.17.04.071
中图分类号
Q94 [植物学];
学科分类号
071001 ;
摘要
Three populations of Mastigophora diclados were collected from Mount Kinabalu, Mount Alab, and Mount Trus Madi. Each population yielded a total of four, four, and five secondary metabolites, respectively. A new compound, dicladoic acid (1) and the enantiomer of the known chlorantene G (8), along with six known compounds (2-7) were isolated from the MeOH extract of Bornean liverwort Mastigophora diclados. The structures of the novel metabolites were established by analyses of the spectroscopic data, including 1D NMR, 2D NMR, HRESIMS and IR. Isolated compounds shed some light into the chemosystematics of secondary metabolites in M. diclados. Herbertane-type sesquiterpenes were identified as the major metabolites in all three populations in Borneo and could be regarded as a suitable chemotaxonomical marker. © 2017 ACG Publications. All rights reserved.
引用
收藏
页码:508 / 513
页数:8
相关论文
共 16 条
[1]  
Asakawa Y., Ludwiczuk A., Nagashima F., Phytochemical and biological studies of bryophytes, Phytochemistry, 91, pp. 52-80, (2013)
[2]  
Asakawa Y., Chemosystematics of Hepaticae, Phytochemistry, 65, pp. 623-669, (2004)
[3]  
Leong Y.-W., Harrison L.J., Ent-Trachylobane diterpenoids from the liverwort Mastigophora diclados, Phytochemistry, 45, pp. 1457-1459, (1997)
[4]  
Asakawa Y., Lin X., Kondo K., Fukuyama Y., Terpenoids and aromatic compounds from selected East Malaysian liverworts, Phytochemistry, 30, pp. 4019-4024, (1991)
[5]  
Fukuyama Y., Asakawa Y., Novel Neurotrophic Isocuparane-type Sesquiterpene Dimers, Mastigophorenes A, B, C and D, Isolated from the liverwort Mastigophora diclados, J. Chem. Soc. Perkin Trans. I, pp. 2737-2741, (1991)
[6]  
Hashimoto T., Irita H., Takaoka S., Tanaka M., Asakawa Y., New Chlorinated Cyclic Bis(Bibenzyls) from the Liverworts Herbertus sakuraii and Mastigophora diclados, Tetrahedron, 56, pp. 3153-3159, (2000)
[7]  
Fukuyama Y., Toyota M., Asakawa Y., Mastigophorenes: Novel Dimeric Isocuparane-type sesquiterpenoids from the liverwort Mastigophora diclaods, J. Chem. Soc., Chem. Commun, pp. 1341-1342, (1988)
[8]  
Chau P., Wu C.-L., The polar constituents of two liverwort species Mastigophora diclados and M. Woodsii, Proc. Nat. Sicen. Council, Rep. China, 11, pp. 124-128, (1987)
[9]  
Komala I., Ito T., Nagashima F., Cytotoxic, radical scavenging and antimicrobial activities of sesquiterpenoids from the Tahitian liverwort Mastigophora diclados (Bird.) Nees (Mastigophoraceae), J. Nat. Med, 64, pp. 417-422, (2010)
[10]  
Harinantenaina L., Asakawa Y., Chemical Constituents of Malagasy liverworts, Part II1): Mastigophoric acid methyl ester of biogenetic interest from Mastigophora diclados (Lepicoleaceae Subf. Mastigophoroideae), Chem. Pharmaceut. Bull, 52, pp. 1382-1384, (2004)