期刊文献+

Extraction and Crystal Structure of Physalin B 被引量:1

Extraction and Crystal Structure of Physalin B
下载PDF
导出
摘要 The title compound of physalin B(C28H32O9), a main active physalin of Physalis angulata L, was isolated from the whole plant of Physalis angulata L, and characterized by X-ray diffraction analysis. It crystallizes in the monoclinic system, space group P21 with C28H32O9, a = 12.4996(2), b = 14.35620(10), c = 14.75190(10), V = 2607.97(5) 3, Z = 4, Dc = 1.382 mg/cm3, Mr = 542.56, F(000) = 1152, and μ = 0.870 mm-1. The final R = 0.0389 and wR = 0.1037 for 47670 observed reflections(I 〉 2σ(I)). The rigid molecule consists of eight fused rings involving two lactones. There are two C28H32O9 molecules in an symmetric unit, and the title compound is stacked into a 3D layer structure through hydrogen bonds. In the 5~20 μmol/L range, physalin B can significantly inhibit the secretion of inflammatory cytokines TNF-α and IL-6 on RAW264.7 cells. The results suggest that physalin B has anti-inflammatory activity in vitro. The title compound of physalin B(C28H32O9), a main active physalin of Physalis angulata L, was isolated from the whole plant of Physalis angulata L, and characterized by X-ray diffraction analysis. It crystallizes in the monoclinic system, space group P21 with C28H32O9, a = 12.4996(2), b = 14.35620(10), c = 14.75190(10), V = 2607.97(5) 3, Z = 4, Dc = 1.382 mg/cm3, Mr = 542.56, F(000) = 1152, and μ = 0.870 mm-1. The final R = 0.0389 and wR = 0.1037 for 47670 observed reflections(I 〉 2σ(I)). The rigid molecule consists of eight fused rings involving two lactones. There are two C28H32O9 molecules in an symmetric unit, and the title compound is stacked into a 3D layer structure through hydrogen bonds. In the 5~20 μmol/L range, physalin B can significantly inhibit the secretion of inflammatory cytokines TNF-α and IL-6 on RAW264.7 cells. The results suggest that physalin B has anti-inflammatory activity in vitro.
出处 《Chinese Journal of Structural Chemistry》 SCIE CAS CSCD 2014年第5期795-800,共6页 结构化学(英文)
基金 Supported by the Guangdong Provincial Science and Technology Projects(No.2011B031700072) Guangdong Natural Science Foundation(No.9151063201000036,S2013010013484) Guangdong Provincial Administration of traditional Chinese medicine project(No.2008435)
关键词 physalin B crystal structure Physalis angulata L physalin physalin B,crystal structure,Physalis angulata L,physalin
  • 相关文献

参考文献11

  • 1Matsuura, T.; Kawai, M.; Nakashima, R. Butsugan, Y. Structures of physalin A and physalin B, 13,14-seco-16,24-cyclo-steroids from Physalis alkekengi var. Francheti. J. Chem. Soc. C 1970, 664-670.
  • 2Vieira, A. T.; Pinho, V.; Lepsch, L. B., Scavone, C.; Ribeiro, 1. M.; Tomassini, T.; Ribeiro-dos-Santos, R.; Soares, M. B. P.; Teixeira, M. M; Souza, D. (i Mechanisms of the anti-inflammatory effects of the natural secosteroids physalins in a model of intestinal isehaemia and reperfusion injury. Brit. J. of Pharmacol. 2005, 146, 244-251.
  • 3Hsu, C. C.; Wu, Y. C.; Farh, L.; Du, Y. C.; Tseng, W. K.; Wu C. C.; Chang, F. R. Physalin B from physalis angulata triggers the NOXA-related apoptosis pathway of human melanoma A375 cells. Foodand Chem. Toxicol. 2012, 50, 619-624.
  • 4Kuo, E C.; Kuo, T. H.; Damu, A. G.; Su, C. R.; Lee, E.J. Wu, T. S.; Shu, R. X.; Chert, C. M.; Bastow, K. F.; Chen, T. H.; Lee, K. H. Physanolide A, a novel skeleton steroid and other cytotoxic principles from physalis angulata. Org. Lett. 2006, 14, 2953-2956.
  • 5Magalhaes, H. I. F.; Veras, M. L.; Pessoa, O. D. L.; Silveira, E. R.; Moraes, M. O.; Pessoa, C.; Costa-Lotufo, L. V. Preliminary investigation of structure-activity relationship of cytotoxic physalins. Lett. in Drug Des. & Discov. 2006, 3, 9-13.
  • 6Silva, M. T. G.; Simas, S. M.; Batista, T. G. F. M.; Cardarelli, P.; Tomassini, T. C. B. Studies on antimicrobial activity, in vitro, ofPhysalis angulata L. (Solanaceae) fraction and physalin B bringing out the importance of assay determination. Mere lnst Oswaldo Cruz, Rio de Janeiro. 2005, 100, 779-782.
  • 7Januario, A. H.; Rodrigues, E.; Pietro, R. C. L. R.; Kashima, S.; Sato, D. N.; Franca, S. C. Antimycobacterial physalins from Physalis angulata L. (Solanaceae). Phytother. Res. 2002, 16, 445-48.
  • 8Masao, K.; Bunsho, M.; Tooru, T.; Yoshihisa, M.; Tatsuo ,Y.; Tsunehiro F.; Hatsuo, Y.; Yasuo, B.; Kiyoshi, O. Mitsuo, H. Crystal structures of 5α,6α-epoxy and 2,3-dihydro derivatives ofphysalin B, a 13,14-seco-16,24-cyclosteroid, and their )H NMR spectral analysis. Bull of the Chem. Soc. of Jpn. 1994, 67, 222-226.
  • 9Agilent Analytical X-ray Systems. CrysAlis 171 .NET, Agilent Technologies, Version 1.171.35.19 2011.
  • 10Sheldrick, G. M. SHELXS97 andSHELXL97. University of Gottingen, Germany 1997.

同被引文献2

引证文献1

二级引证文献8

相关作者

内容加载中请稍等...

相关机构

内容加载中请稍等...

相关主题

内容加载中请稍等...

浏览历史

内容加载中请稍等...
;
使用帮助 返回顶部