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2013 , Vol. 71 >Issue 07: 991 - 998

DOI: https://doi.org/10.6023/A13030343

综述

式根岛海绵活性物质及功能宏基因组学的应用

  • 贺蕊 ,
  • 王伯初 ,
  • 祝连彩 ,
  • 王亚洲 ,
  • 冯莹柱
展开
  • 重庆大学生物工程学院生物流变科学与技术教育部重点实验室 沙坪坝 400030
贺蕊, 1983 年出生, 在读博士研究生. 2007 年在西南大学获得制药工程工学学士. 2007 年至今就读于重庆大学生物制药工程专业(硕博连读), 导师王伯初教授. 2010 年10 月～2012年9 月的2 年期间, 在日本东京大学药学院阿部郁朗教授天然物化学实验室进行联合培养, 主要研究工作就是利用功能宏基因组学方法探索式根岛海绵的活性物质及独特的功能基因,从而揭示其生物合成途径.

收稿日期: 2013-03-28

  网络出版日期: 2013-04-23

基金资助

项目受中央高校基本科研业务费(No. CQDXWL-2012-130)资助.

收起

Active Constituent and the Application of Functional Metagenomics of Marine Sponge Discodermia Calyx

  • He Rui ,
  • Wang Bochu ,
  • Zhu Liancai ,
  • Wang Yazhou ,
  • Feng Yingzhu
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  • Key Laboratory of Biorheology Science and Technology of the Ministry of Education at Bioengineering College, Chongqing University, Shapingba 400030

Received date: 2013-03-28

  Online published: 2013-04-23

Supported by

Project supported by the Fundamental Research Funds for the Central Universities (No. CQDXWL-2012-130).

Fold

摘要

式根岛海绵及其高度复杂的共生体系是生物活性物质的丰富重要来源, 产生以calyculins为主要成分的毒性物质. 活性物质含量低, 使得直接从海绵分离大量活性物质不可取. 海绵共生菌是活性物质的主要生产者, 但是大部分的共生菌是不可培养的, 使得单纯的分离培养不能发挥很好的作用. 功能宏基因组学避开了培养的瓶颈, 可以获取独特的活性物质及其功能基因. 对式根岛海绵2013年2月以前分离出的活性物质作一综述, 并对非培养依赖型的功能宏基因组学, 在蕴含大量不可培养微生物的式根岛海绵中的应用进行综述. 探讨功能宏基因组在研究开发式根岛海绵及其他海绵的活性物质及有趣功能基因中的应用潜能, 为研究国内海绵的丰富活性物质和有趣的基因提供一种思路和方法.

关键词： 式根岛海绵; 活性成分; 功能宏基因组; 非培养依赖型

本文引用格式

贺蕊 , 王伯初 , 祝连彩 , 王亚洲 , 冯莹柱 . 式根岛海绵活性物质及功能宏基因组学的应用[J]. 化学学报, 2013 , 71(07) : 991 -998 . DOI: 10.6023/A13030343

Abstract

Marine sponge Discodermia calyx consisting of highly complex consortia is a rich and important source of biologically active compounds containing calyculins as the major cytotoxic compounds. However, the low content of active constituents makes it unsuitable to separate enough amounts of active compounds directly from marine sponge. Although the symbiotic microbes are the main producers of active compounds, the vast majority of them cannot be cultured under laboratory conditions. This limits the use of isolation and pure culture of symbiotic microbes to get active compounds from marine sponge. Functional metagenomics, exploring uncultured environmental microorganisms by extracting the genomic DNA directly from marine sponge without any culture or isolation steps, has been proven to be a practical approach to search for unique bioactive small molecules and the corresponding functional genes from marine sponge Discodermia calyx. The biological active constituent of Discodermia calyx separated before February 2013 was summarized. The application of culture-independent functional metagenomics in the Discodermia calyx harboring large populations of uncultured symbiotic microbes was reported. This corroborates the most attractive potential application of functional metagenomics in searching for unique bioactive small molecules and interesting functional genes from Discodermia calyx and other marine sponges. To provide a practical and promising approach to study the Chinese marine sponge-a reservoir pool of biological active compounds and interesting functional genes.

Key words： marine sponge Discodermia calyx; active constituent; functional metagenomics; culture-independent

参考文献

[1] Kato, Y.; Fusetani, N.; Matsunaga, S.; Hashimoto, K.; Fujita, S.; Furuya, T. J. Am. Chem. Soc. 1986, 108, 2780.
[2] Kato, Y.; Fusetani, N.; Hashimoto, K.; Koseki, K. J. Org. Chem. 1988, 53, 3930.
[3] Matsunaga, S.; Fujiki, H.; Sakata, D.; Fusetani, N. Tetrahedron 1991, 47, 2999.
[4] Matsunaga, S.; Wakimoto, T.; Fusetani, N. J. Org. Chem. 1997, 62, 2640.
[5] Matsunaga, S.; Wakimoto, T.; Fusetani, N.; Suganuma, M. Tetrahedron Lett. 1997, 38, 3763.
[6] Fagerholm, A. E.; Habrant, D.; Koskinen, A. M. P. Mar. Drugs 2010, 8, 122.
[7] Wakimoto, T.; Matsunaga, S.; Takai, A.; Fusetani, N. Chem. Biol. 2002, 9, 309.
[8] Nakao, Y.; Takada, K.; Matsunaga, S.; Fusetani, N. Tetrahedron 2001, 57, 3013.
[9] Jung, J. H.; Shinde, P. B.; Hong, J.; Liu, Y.; Sim, C. J. Biochem. Syst. Ecol. 2007, 35, 48.
[10] Shinde, P. B.; Mansoor, T. A.; Luo, X.; Hong, J.; Lee, C. O.; Jung, J. H. Bull. Korean Chem. Soc. 2007, 28, 990.
[11] Kimura, M.; Wakimoto, T.; Egami, Y.; Tan, K. C.; Ise, Y.; Abe, I. J. Nat. Prod. 2012, 75, 290.
[12] Kimura, M.; Wakimoto, T.; Abe, I. Tetrahedron Lett. 2012, 54, 114.
[13] Bewley, C. A.; Faulkner, D. J. Angew. Chem., Int. Ed. Engl. 1998, 37, 2162.
[14] Faulkner, D. J.; Harper, M. K.; Haywood, M. G.; Salomon, C. E.; Schmidt, E. W. In Drugs from the Sea, Ed.: Fusetani, N., Karger, Switzerland, 2000, pp. 107～119.
[15] (a) Singh, B. K.; Macdonald, C. A. Drug Discov. Today 2010, 15, 792; (b) Li, J. W. H.; Vederas, J. C. Science 2009, 325, 161; (c) Kellenberger, E. EMBO Rep. 2001, 2, 5.
[16] Handelsman, J.; Rondon, M. R.; Brady, S. F.; Clardy, J.; Goodman, R. M. Chem. Biol. 1998, 5, 245.
[17] Handelsman, J.; Liles, M.; Mann, D.; Riesenfeld, C.; Goodman, R. M. Methods Microbiol. 2002, 33, 241.
[18] Schloss, P. D.; Handelsman, J. Curr. Opin. Biotech. 2003, 14, 303.
[19] Handelsman, J. Microbiol. Mol. Biol. Rev. 2004, 68, 669.
[20] (a) Evans, D. A.; Gage, J. R.; Leighton, J. L. J. Am. Chem. Soc. 1992, 114, 9434; (b) Evans, D. A.; Gage, J. R. J. Am. Chem. Soc. 1992, 57, 1958; (c) Evans, D. A.; Gage, J. R.; Leighton, J. L.; Kim, A. S. J. Org. Chem. 1992, 57, 1961; (d) Evans, D. A.; Gage, J. R.; Leighton, J. L. J. Org. Chem. 1992, 57, 1964; (e) Evans, D. A.; Gage, J. R. Tetrahedron Lett. 1990, 31, 6129.
[21] (a) Barrett, A. G. M.; Edmunds, J. J.; Horita, K.; Parkinson, C. J. J. Chem. Soc., Chem. Commun. 1992, 17, 1236; (b) Barrett, A. G. M.; Edmunds, J. J.; Hendrix, J. A.; Horita K.; Parkinson, C. J. J. Chem. Soc., Chem. Commun. 1992, 17, 1238; (c) Barrett, A. G. M.; Edmunds, J. J.; Hendrix, J. A.; Malecha, J. W.; Parkinson, C. J. J. Chem. Soc., Chem. Commun. 1992, 17, 1240; (d) Barrett, A. G. M.; Malecha, J. W. J. Chem. Soc., Perkin Trans. 1 1994, 14, 1901; (e) Anderson, O. P.; Barrett, A. G. M.; Edmunds, J. J.; Hachiya, S. I.; Hendrix, J. A.; Horita, K.; Malecha, J. W.; Parkinson, C. J.; VanSickle, A. Can. J. Chem. 2001, 79, 1562.
[22] (a) Vaccaro, H. A.; Levy, D. E.; Sawabe, A.; Jaetsch, T.; Masamune, S. Tetrahedron Lett. 1992, 33, 1937; (b) Tánimoto, N.; Gerritz, S. W.; Sawabe, A.; Noda, T.; Filla, S. A.; Masamune, S. Angew. Chem., Int. Ed. Engl. 1994, 33, 673.
[23] Trost, B. M.; Flygare, J. A. Tetrahedron Lett. 1994, 35, 4059.
[24] (a) Smith III, A. B.; Duan, J. J. W.; Hull, K. G.; Salvatore, B. A. Tetrahedron Lett. 1991, 32, 4855; (b) Smith III, A. B.; Salvatore, B. A.; Hull, K. G.; Duan, J. J. W. Tetrahedron Lett. 1991, 32, 4859; (c) Smith III, A. B.; Friestad, G. K.; Barbosa, J.; Bertounesque, E.; Hull, K. G.; Iwashima, M.; Qiu, Y.; Salvatore, B. A.; Spoors, P. G.; Duan, J. J. W. J. Am. Chem. Soc. 1999, 121, 10468; (d) Smith III, A. B.; Friestad, G. K.; Barbosa, J.; Bertounesque, E.; Duan, J. J. W.; Hull, K. G.; Iwashima, M.; Qiu, Y.; Spoors, P. G.; Salvatore, B. A. J. Am. Chem. Soc. 1999, 121, 10478.
[25] (a) Yokokawa, F.; Hamada, Y.; Shioiri, T. Chem. Commun. 1996, 7, 871; (b) Hamada, Y.; Yokokawa, F.; Kabeya, M.; Hatano, K.; Kurono, Y.; Shioiri, T. Tetrahedron 1996, 52, 8297; (c) Kabeya, M.; Hamada, Y.; Shioiri, T. Tetrahedron 1997, 53, 9769; (d) Kabeya, M.; Hamada, Y.; Shioiri, T. Tetrahedron 1997, 53, 9777.
[26] (a) Ogawa, A. K.; Armstrong, R. W. J. Am. Chem. Soc. 1998, 120, 12435; (b) Scarlato, G. R.; DeMattei, J. A.; Chong, L. S.; Ogawa, A. K.; Lin, M. R.; Armstrong, R. W. J. Am. Chem. Soc. 1996, 61, 6139; (c) Ogawa, A. K.; DeMattei, J. A.; Scarlato, G. R.; Tellew, J. E.; Chong, L. S.; Armstrong, R. W. J. Org. Chem. 1996, 61, 6153.
[27] (a) Koskinen, A. M. P.; Chen, J. Tetrahedron Lett. 1991, 32, 6977; (b) Koskinen, A. M. P.; Pihko, P. M. Tetrahedron Lett. 1994, 35, 7417; (c) Pihko, P. M.; Koskinen, A. M. P. J. Org. Chem. 1998, 63, 92; (d) Koskinen, A. M.; Pihko, P. M. In Current Trends in Organic Synthesis, Springer US, 1999, p. 291; (e) Karisalmi, K.; Koskinen, A. M. P. Synthesis 2004, 9, 1331; (f) Rauhala, V.; Nevalainen, M.; Koskinen, A. M. P. Tetrahedron 2004, 60, 9199; (g) Karisalmi, K.; Koskinen, A. M. P. Tetrahedron Lett. 2004, 45, 8245; (h) Rauhala, V.; Nättinen, K.; Rissanen, K.; Koskinen, A. M. P. Eur. J. Org. Chem. 2005, 19, 4119; (i) Habrant, D.; Stewart, A. J. W.; Koskinen, A. M. P. Tetrahedron 2009, 65, 7927; (j) Habrant, D.; Koskinen, A. M. P. Org. Biomol. Chem. 2010, 8, 4364; (k) Fagerholm, A. E.; Habrant, D.; Koskinen, A. M. P. Mar. Drugs 2010, 8, 122.
[28] Wei, R. B.; Li, W. L.; Liu, B.; Liang, Y. Chin. J. Org. Chem. 2009, 29, 1508. (魏荣宝, 李文丽, 刘博, 梁娅, 有机化学, 2009, 29, 1508.)
[29] Vogel, G. Science 2008, 320, 1028.
[30] (a) Li, X.-Q.; Wang, H.; Tu, Y.-Q.; Wang, S.-H. Acta Chim. Sinica 2004, 62, 839. (李学强, 王洪, 涂永强, 王少华, 化学学报, 2004, 62, 839.); (b) Wu, D. D.; Wu, J. L.; Dai, W. M. Chin. J. Chem. 2013, 31, 105; (c) Zhou, Z. Z.; Suo, D.; Yang, Z. Y.; Chen, L.; Hu, T. S.; Yao, Z. J. Chin. J. Chem. 2009, 27, 135.
[31] Jiang, Q.-F.; Zhou, Y.-J.; Yao, J.-Z.; Lü, J.-G.; Zhu, J.; Yao, B.; Zheng, C.-H.; Sheng, C.-Q. Acta Chim. Sinica 2007, 65, 253. (蒋庆锋, 周有骏, 姚建忠, 吕加国, 朱驹, 姚斌, 郑灿辉, 盛春泉, 化学学报, 2007, 65, 253.)
[32] Xie, P.; Jiao, X. Z.; Chen, S. F.; Liang, X. T. Chin. J. Org. Chem. 2005, 25, 1094. (谢平, 焦晓臻, 陈淑凤, 梁晓天, 有机化学, 2005, 25, 1094.)
[33] Wang, B. J.; Liu, S. J. Microbiol. China 2013, 40, 6. (王保军, 刘双江, 微生物学通报, 2013, 40, 6.)
[34] Zhang, X. Y.; Zhao, Q. Y.; Xue, S.; Zhang, W. Chin. J. Biotechnol. 2002, 18, 10. (张骁英, 赵权宇, 薛松, 张卫, 生物工程学报, 2002, 18, 10.)
[35] Ge, H. M.; Tan, R. X. Prog. Chem. 2009, 21, 30. (戈惠明, 谭仁祥, 化学进展, 2009, 21, 30.)
[36] Stierle, A. C.; Cardellina, J. H. II.; Singleton, F. L. Experientia 1988, 44, 1021.
[37] Schmitz, F. J.; Vanderah, D. J.; Hollenbeak, K. H.; Enwall, C. E. L.; Gopichand, Y.; SenGupta, P. K.; Hossain, M. B.; der Helm, D. V. J. Org. Chem. 1983, 48, 3941.
[38] Unson, M. D.; Holland, N. D.; Faulkner, D. J. Mar. Biol. 1994, 119, 1.
[39] Piel, J.; Hui, D.; Wen, G.; Butzke, D.; Platzer, M.; Fusetani, N.; Matsunaga, S. Proc. Natl. Acad. Sci. U. S. A. 2004, 101, 16222.
[40] Flatt, P. M.; Gautschi, J. T.; Thacher, R. W.; Musafija-Girt, M.; Crews, P.; Gerwick, W. H. Mar. Biol. 2005, 147, 761.
[41] Fisch, K. M.; Gurgui, C.; Heycke, N.; van der Sar, S. A.; Anderson, S. A.; Webb, V. L.; Taudien, S.; Platzer, M.; Rubio, B. K.; Robinson, S. J.; Crews, P.; Piel, J. Nat. Chem. Biol. 2009, 5, 494.
[42] Wei, X.; Liu, W.; Yuan, J.; Huang, L. Y. Chin. J. Biotechnol. 2011, 23, 75. (魏晓, 刘威, 袁静, 黄留玉, 中国微生态学杂志, 2011, 23, 75.)
[43] Li, F. C.; Zhou, J.; Qin, S. Mar. Sci. 2010, 34, 79. (李富超, 周婕, 秦松, 海洋科学, 2010, 34, 79.)
[44] Lim, H. K.; Chung, E. J.; Kim, J. C.; Choi, G. J.; Jang, K. S.; Chung, Y. R.; Cho, K. Y.; Lee, S. W. Appl. Environ. Microb. 2005, 71, 7768.
[45] Brady, S. F. Nat. Protoc. 2007, 2, 1297.
[46] Craig, J. W.; Chang, F. Y.; Kim, J. H.; Obiajulu, S. C.; Brady, S. F. Appl. Environ. Microb. 2010, 76, 1633.
[47] Feng, Z.; Kallifidas, D.; Brady, S. F. Proc. Natl. Acad. Sci. U. S. A. 2011, 108, 12629.
[48] Allen, H. K.; Moe, L. A.; Rodbumrer, J.; Gaarder, A.; Handelsman, J. ISME J. 2009, 3, 243.
[49] Allen, H. K.; Donato, J.; Wang, H. H.; Cloud-Hansen, K. A.; Davies, J.; Handelsman, J. Nat. Rev. Microbiol. 2010, 8, 251.
[50] Schipper, C.; Hornung, C.; Bijtenhoorn, P.; Quitschau, M.; Grond, S.; Streit, W. R. Appl. Environ. Microbiol. 2009, 75, 224.
[51] Brady, S. F.; Simmons, L.; Kima, J. H.; Schmidt, E. W. Nat. Prod. Rep. 2009, 26, 1488.
[52] Banik, J. J.; Brady, S. F. Curr. Opin. Microbiol. 2010, 13, 603.
[53] MacNeil, I. A.; Tiong, C. L.; Minor, C.; August, P. R.; Grossman, T. H.; Loiacono, K. A.; Lynch, B. A.; Phillips, T.; Narula, S.; Sundaramoorthi, R.; Tyler, A.; Aldredge, T.; Long, H.; Gilman, M.; Holt, D.; Osburne, M. S. J. Mol. Microbiol. Biotechnol. 2001, 3, 301.
[54] Brady, S. F.; Clardy, J. J. Am. Chem. Soc. 2000, 122, 12903.
[55] Brady, S. F.; Chao, C. J.; Clardy, J. J. Am. Chem. Soc. 2002, 124, 9968.
[56] Brady, S. F.; Clardy, J. Angew. Chem., Int. Ed. Engl. 2005, 44, 7063.
[57] Brady, S. F.; Clardy, J. Org. Lett. 2005, 7, 3613.
[58] Brady, S. F.; Chao, C. J.; Clardy, J. Appl. Environ. Microbiol. 2004, 70, 6865.
[59] Brady, S. F.; Clardy, J. J. Nat. Prod. 2004, 67, 1283.
[60] Wang, G. Y.; Graziani, E.; Waters, B.; Pan, W.; Li, X.; McDermott, J.; Meurer, G.; Saxena, G.; Andersen, R. J.; Davies, J. Org. Lett. 2000, 2, 2401.
[61] Guan, C.; Ju, J.; Borlee, B. R.; Williamson, L. L.; Shen, B.; Raffa, K. F.; Handelsman, J. Appl. Environ. Microbiol. 2007, 73, 3669.
[62] Gillespie, D. E.; Brady, S. F.; Bettermann, A. D.; Cianciotto, N. P.; Liles, M. R.; Rondon, M. R.; Clardy, J.; Goodman, R. M.; Handelsman, J. Appl. Environ. Microbiol. 2002, 68, 4301.
[63] Brady, S. F.; Chao, C. J.; Handelsman, J.; Clardy, J. Org. Lett. 2001, 3, 1981.
[64] Clarke-Pearson, M. F.; Brady, S. F. J. Bacteriol. 2008, 190, 6927.
[65] Craig, J. W.; Chang, F. Y.; Brady, S. F. ACS Chem. Biol. 2009, 4, 23.
[66] (a) Zhang, W.; Li, Z.; Miao, X.; Zhang, F. Mar. Biotechnol. 2009, 11, 346; (b) Zhou, K.; Zhang, X.; Zhang, F.; Li, Z. Microb. Ecol. 2011, 62, 644; (c) Yang, S.; Sun, W.; Zhang, F.; Li, Z. Mar. Biotechnol. 2013, doi: 10.1007/s10126-013-9503-6; (d) Zhang, X. S. M.S. Dissertation, Shanghai Jiao Tong University, Shanghai, 2007. (张戌升, 硕士论文, 上海交通大学, 上海, 2007.)
[67] (a) Xu, H.; Zhao, J.; Zeng, R. Y. J. Oceanography Taiwan Strait 2011, 30, 522. (徐辉, 赵晶, 曾润颖, 台湾海峡, 2011, 30, 522.); (b) Chen, X. L.; Zhao, J.; Xuan, X. Z.; Zeng, R. Y. Chin. J. Appl. Envion. Biol. 2011, 17, 855. (陈兴麟, 赵晶, 徐宪忠, 曾润颖, 应用与环境生物学报, 2011, 17, 855.); (c) Zhao, J. Ph.D. Dissertation, Xiamen University, Xiamen, 2007. (赵晶, 博士论文, 厦门大学, 厦门, 2007.); (d) Zhao, J.; Yang, N.; Chen, X.; Jiang, Q.; Zeng, R. Acta Oceanol. Sin. 2011, 30, 104; (e) Zhao, J.; Yang, N.; Zeng, R. Extremophiles 2008, 12, 97.
[68] (a) Wang, K.; Wang, S. D.; Huang, R.; Liu, Y. H. Chin. J. Biotechnol. 2012, 28, 420. (王魁, 汪思迪, 黄睿, 刘玉焕, 生物工程学报, 2012, 28, 420.); (b) Ye, M. Ph.D. Dissertation, Sun Yat-Sen University, Guangzhou, 2010. (叶茂, 博士论文, 中山大学, 广州, 2010.); (c) Ye, M.; Li, G.; Liang, W. Q.; Liu, Y. H. Appl. Microbiol. Biotechnol. 2010, 87, 1023.
[69] (a) Ding, X.; Yin, B.; Zhang, S. F.; Tang, W. K.; Sun, W. W.; Zhou, S. N. Chin. J. Microecology 2012, 24, 485. (丁贤, 殷波, 张善夫, 唐维可, 孙威文, 周世宁, 中国微生态学杂志, 2012, 24, 485.); (b) Huang, Y. L.; Zhang, Q.; Cao, L. X.; Tan, H. M.; Lu, Y. J.; Zhou, S. N. Acta Oceanol. Sin. 2013, 35, doi: 10.3969/j.issn. 0253-4193. 2013. 01. 016. (黄雅丽, 张炯, 曹理想, 谭红铭, 陆勇军, 周世宁, 海洋学报, 2013, 35, doi: 10. 3969/j.issn. 0253-4193. 2013. 01. 016.)
[70] (a) Fang, W.; Fang, Z. M.; Liu, J. J.; Hong, Y. Z.; Peng, H.; Zhang, X. C.; Sun, B. L.; Xiao, Y. Z. Chin. J. Biotechnol. 2009, 25, 1914. (房伟, 方泽民, 刘娟娟, 洪宇植, 彭惠, 张学成, 孙宝林, 肖亚中, 生物工程学报, 2009, 25, 1914.); (b) Chu, X.; He, H.; Guo, C.; Sun, B. Appl. Microbiol. Biotechnol. 2008, 80, 615.
[71] (a) Zhu, P.; Zheng, Y.; You, Y.; Yan, X.; Shao, J. J. Microbiol. Biotechnol. 2009, 19, 229; (b) Zhu, P.; Zheng, Y.; You, Y.; Yan, X.; Shao, J. Can. J. Microbiol. 2009, 55, 219.
[72] Dong, X. Y. Ph.D. Dissertation, Second Military Medical University, Shanghai, 2007. (董晓毅, 博士论文, 第二军医大学, 上海, 2007.)
[73] Martin, M. F.; Liras, P. Annu. Rev. Microbiol. 1989, 43, 173.
[74] Schirmer, A.; Gadkari, R.; Reeves, C. D.; Ibrahim, F.; DeLong, E. F.; Hutchinson, C. R. Appl. Environ. Microbiol. 2005, 71, 4840.
[75] Kennedy, J.; Marchesi, J. R.; Dobson, A. D. W. Appl. Environ. Microbiol. 2007, 75, 11.
[76] Kennedy, J.; Flemer, B.; Jackson, S. A.; Lejon, D. P. H.; Morrissey, J. P.; O'Gara, F.; Dobson, A. D. W. Mar. Drugs 2010, 8, 608.
[77] He, J. Z.; Zhang, L. M.; Shen, J. P.; Zhu, Y. G. Acta Sci. Circumstantiae 2008, 28, 209. (贺纪正, 张丽梅, 沈菊培, 朱永官, 环境科学学报, 2008, 28, 209.)
[78] Zhao, Y.; Hu, Y. F.; Jin, Q. Chin. J. Virol. 2009, 25, 231. (赵蓉, 胡永峰, 金奇, 病毒学报, 2009, 25, 231.)
[79] Xing, M. N.; Zhang, X. Z.; Huang, H. Biotechnol. Adv. 2012, 30, 920.
[80] Zhang, W.; Gao, H. W.; Zhang, H. Y. Ecology Environ. 2008, 17, 1696. (张薇, 高洪文, 张化永, 生态环境, 2008, 17, 1696.)
[81] Xue, J.; Xiao, L. Y.; Zhou, X. D. West China J. Stomatology 2010, 28, 5. (薛晶, 肖丽英, 周学东, 华西口腔医学杂志, 2010, 28, 5.)
[82] Liu, H. Y.; Chang, Y. M. China J. Mod. Med. 2012, 8, 51. (刘海燕, 常玉梅, 中国现代医学杂志, 2012, 8, 51.)
[83] Li, L. L.; McCorkle, S. R.; Monchy, S.; Taghavi, S.; van der Lelie, D. Biotechnol. Biofuels 2009, 2, 10.
[84] Yan, Q. Y.; Yu, Y. H.; Feng, W. S. China Environ. Sci. 2010, S1, 52. (颜庆云, 余育和, 冯伟松, 中国环境科学, 2010, S1, 52.)
[85] He, R.; Wakimoto, T.; Takeshige, Y.; Egami, Y.; Kenmoku, H.; Ito, T.; Wang, B.; Asakawa, Y.; Abe, I. Mol. BioSyst. 2012, 8, 2334.
[86] He, R.; Wakimoto, T.; Egami, Y.; Kenmoku, H.; Ito, T.; Asakawa, Y.; Abe, I. Bioorg. Med. Chem. Lett. 2012, 22, 7322.
[87] Blunt, J. W.; Copp, B. R.; Munro, M. H. G.; Northcote, P. T.; Prinsep, M. R. Nat. Prod. Rep. 2003, 20, 1.
[88] Blun, J. W.; Copp, B. R.; Munro, M. H. G.; Prinsep, M. R. Nat. Prod. Rep. 2012, 29, 144.
[89] (a) Deng, S. Z.; Tian, C. L.; Xiao, D. J.; Wu, H. M. Chin. J. Chem. 2001, 19, 362; (b) Fu, X.; Su, J. Y.; Zeng, L. M. Chin. J. Chem. 2000, 18, 882; (c) Zeng, L.-M.; Guan, Z.; Su, J.-Y.; Feng, X.-L.; Cai, J. W. Acta Chim. Sinica 2001, 59, 1675. (曾陇梅, 官智, 苏镜娱, 冯小龙, 蔡继文, 化学学报, 2001, 59, 1675.); (d) Xiao, D. J.; Peng, X. D.; Deng, S. Z.; Ma, W. J.; Wu, H. M. Chin. J. Org. Chem. 2005, 25, 1606. (肖定军, 彭学东, 邓松之, 马伟杰, 吴厚铭, 有机化学, 2005, 25, 1606.); (e) Lin, C. W.; Su, J. Y.; Zeng, L. M.; Wei, W. X.; Wei, T. Y. Chin. J. Org. Chem. 2005, 25, 225. (林翠梧, 苏镜娱, 曾陇梅, 韦万兴, 韦藤幼, 有机化学, 2005, 25, 225.)
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