Chinese Journal of Organic Chemistry >
Bioactive Natural Products of Aspergillus sp. OUCMDZ-1914, an Aciduric Fungus from the Mangrove Soils
Received date: 2015-04-07
Revised date: 2015-05-06
Online published: 2015-05-14
Supported by
Project supported by the National Natural Science Foundation of China (Nos. 81373298 & 21172204), the National High-Tech R&D Program of China (Nos. 2013AA092901 & 2012AA092104), and the NSFC-Shandong Joint Fund for Marine Science Research Centers (No. U1406402).
In order to investigate bioactive metabolites from aciduric fungi, Aspergillus sp. OUCMDZ-1914 was isolated from the mangrove soil in Wenchang Hainan, China. The strain was fermented under low pH and the products were extracted and the extract was purified by column chromatography over silica gel, Sephadex LH-20 and semi-preparative HPLC. The structures were identified by means of NMR, MS, UV, IR and X-ray single crystal diffraction. As a results, a new compound, methyl (2Z,3E,5E,7E,9E)-4,10-dimethyl-11-(2,5-dioxopyrrolidin-3-yl)-2-(2-hydroxyethylidene)-11-oxoundeca-3,5,7,9-tetraenoate (1), along with eight known ones, RKB-3384A (2), JBIR-74 (3), JBIR-75 (4), secalonic acid D (5), oxaline (6), meleagrin (7), okaramine H (8) and citreorosein (9), was obtained. Compound 2 showed H1N1 influenza virus inhibition with an IC50 value of 116.2 μmol/L. Compound 5 showed cytotoxicities against A549, MCF-7 and K562 cell lines with the IC50 values of 0.23, 4.45 and 3.68 μmol/L respectively. Compound 6 showed α-glucosidase inhibition with an IC50 value of 0.84 mmol/L.
Key words: mangrove fungi; natural products; bioactivities
Lin Yawei , Wang Liping , Wang Yi , Wang Wei , Hao Jiejie , Zhu Weiming . Bioactive Natural Products of Aspergillus sp. OUCMDZ-1914, an Aciduric Fungus from the Mangrove Soils[J]. Chinese Journal of Organic Chemistry, 2015 , 35(9) : 1955 -1960 . DOI: 10.6023/cjoc201504007
[1] Lin, P. J. Xiamen Univ. (Nat. Sci.) 2001, 40, 592 (in Chinese). (林鹏, 厦门大学学报(自然科学版), 2001, 40, 592.)
[2] Jiang, Y.-X.; Zheng, T.-L.; Tian, Y. Acta Microbiol. Sin. 2006, 46, 848 (in Chinese). (蒋云霞, 郑天凌, 田蕴, 微生物学报, 2006, 46, 848.)
[3] Blunt, J. W.; Copp, B. R.; Keyzers, R. A.; Munro, M. H. G.; Prinsep, M. R. Nat. Prod. Rep. 2013, 30, 237.
[4] Zhao, C.-Y.; Zhu, T.-H.; Zhu, W.-M. Chin. J. Org. Chem. 2013, 33, 1195 (in Chinese).(赵成英, 朱统汉, 朱伟明, 有机化学, 2013, 33, 1195.)
[5] Fan, Y.-Q.; Wang, Y.; Liu, P.-P.; Fu, P.; Zhu, T.-H.; Wang, W.; Zhu, W.-M. J. Nat. Prod. 2013, 76, 1328.
[6] Hiroyuki, N.; Hideaki, K.; Hiroshi, K.; Susumu, K. JP 2002322149, 2002 [Chem. Abstr. 2002, 137, 346150].
[7] Takagi, M.; Motohashi, K.; Shin-ya, K. J. Antibiot. 2010, 63, 393.
[8] Ren, H.; Tian, L.; Gu, Q.-Q.; Zhu, W.-M. Arch. Pharm. Res. 2006, 29, 59.
[9] Qu, P.; Liu, P.-P.; Fu, P.; Wang, Y.; Zhu, W.-M. Acta Microbiol. Sin. 2012, 52, 1103 (in Chinese). (曲鹏, 刘培培, 付鹏, 王乂, 朱伟明, 微生物学报, 2012, 52, 1103.)
[10] Qu, P.; Wu, Z.-Y.; Zhu, W.-M. Acta Crystallogr. 2012, E68, o1626.
[11] Zheng, C.-J.; Sohn, M. J.; Lee, S.; Kim, W.-G. PLoS One 2013, 8, e78922.
[12] Hayashi, H.; Furutsuka, K.; Shiono, Y. J. Nat. Prod. 1999, 62, 315.
[13] Ma, W.-L.; Yan, C.-Y.; Zhu, J.-H.; Duan, G.-Y.; Yu, R.-M. Appl. Biochem. Biotechnol. 2010, 160, 1301.
[14] Kim, M.; Kim, S. Y.; Lee, H. W.; Shin, J. S.; Kim, P.; Jung, Y. S.; Jeong, H. S.; Hyun, J. K.; Lee, C. K. Antiviral Res. 2013, 100, 460.
[15] Mosmann, T. J. Immunol. Methods 1983, 65, 55.
[16] Ding, J.; Huang, S.-L.; Wu, S.-Q.; Zhao, Y.-J.; Liang L.-H.; Yan M.-X.; Ge, C.; Yao, J.; Chen, T.-Y.; Wan, D.-F. Nat. Cell Biol. 2010, 12, 390.
[17] Nampoothiri, S. V.; Prathapan, A.; Cherian, O. L.; Raghu, K. G.; Venugopalan, V. V.; Sundaresan, A. Food Chem. Toxicol. 2011, 49, 125.
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