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The Pharmaceutical Society of Korea (대한약학회)
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Antimicrobial Constituents from Fruits of Ailanthus Altissima SWINGLE

  • Zhao Chun-Chao (Research Department of Natural Medicine, Shenyang Pharmaceutical University) ;
  • Shao Jian-Hua (School of Pharmaceutical engineering, Shenyang Pharmaceutical University) ;
  • Li Xian (Research Department of Natural Medicine, Shenyang Pharmaceutical University) ;
  • Xu Jing (Research Department of Natural Medicine, Shenyang Pharmaceutical University) ;
  • Zhang Peng (Research Department of Natural Medicine, Shenyang Pharmaceutical University)
  • Published : 2005.10.01
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Abstract

A new naturally occurring sterol, compound 5, and six known stigmasterols were isolated from fruits of Ailanthus altissima Swingle by repeated column chromatography and RP-HPLC. Their structures were identified as, 5${\alpha}$-stigmastane-3,6-dione (1), 3${\beta}$-hydroxystigmast-5-en-7-one (2), stigmast-5-ene-3${\beta}$, 7${\alpha}$-diol (3), 6${\alpha}$-hydroxystigmast-4-en-3-one (4), 5${\alpha}$-stigmastane-3${\beta}$, 6${\beta}$-diol (5), stigmast-4-ene-3${\beta}$, 6${\alpha}$-diol (6), stigmast-5-ene-3${\beta}$, 7${\alpha}$, 20$\xi$-triol (7) by spectral analysis and comparison with the published data. These compounds have not been reported from genus Ailanthus, whereas compound 7 was identified by NMR for the first time. In addition, the $95\%$ ethanol extract and compounds from the fruits of Ailanthus altissima SWINGLE were assayed for in vitro antimicrobial activity. The extract was potent active against the assayed bacteria while compounds 3 and 7 exhibited moderate activity.

Keywords

References

  1. Greca, M. D., Monaco, P., and Previtera, L., Stigmasterols from Typha Latifolia. J. Nat. Prod., 53, 1430-1435 (1990) https://doi.org/10.1021/np50072a005
  2. Kimura, Y., Akihisa, T., Yasukawa, K., Takido, M., and Tamura, T., Structures of five hydroxylated sterols from the seeds of Trichosanthes kirilowii MAXIM. Chem. Pharm. Bull., 43, 1813-1817 (1995) https://doi.org/10.1248/cpb.43.1813
  3. Pardo, F., Perich, F., Torres, R., and Monache, F. D., Stigmast4-ene-3,6-dione an unusual phytotoxic sterone from the roots of Echium vulgare L. Biochem. Sys. Ecol., 28, 911-913 (2000) https://doi.org/10.1016/S0305-1978(00)00010-7
  4. Pierre, L., Andre, G., Stephane, G., Pierre, J., Jean-Louis, S., and Constantin, B., Formation of modified fatty acids and oxyphytosterols during refining of low erucic acid rapeseed oil. J. Agric. Food. Chem., 51, 4284-4290 (2003) https://doi.org/10.1021/jf030091u
  5. Shin, Y., Masami, I., Takakiko, T., Takahashi, T., and Matsushita, K., Constituents of Ailanthus altissima Swingle. Isolation and Structures of ShinJuglycosides A, S, C, and D. Bull. Chem. Soc. Jpn., 57, 2496-2501 (1984) https://doi.org/10.1246/bcsj.57.2496
  6. Zhao, C. C., Wang, J.H., Li, W., Sha, Y., and Li, X., Studies on the chemical constituents of Fructus Ailanthi altissimae. Chin. J. Med. Chem., 13, 211-214 (2003)
  7. Zheng J. P., Wang G. B., Yao Pin Wei Sheng Wu Xue Ji Jian Van Ji Shu M. Bei Jing: People's Medical Publishing House. (1989)