Regio- and stereo-selective hydroxylations of ingenane diter
本文关键词: Microbial transformation Mortierella ramanniana Gibberella fujikuroi Diterpenoid Ingenane Hydroxylation 出处:《Chinese Journal of Natural Medicines》2016年12期 论文类型:期刊论文
【摘要】:The regio- and stereo-selective hydroxylations of two ingenane diterpenoids, 20-deoxyingenol(1) and 13-oxyingenol dodecanoat(2), by the filamentous fungi Mortierella ramanniana and Gibberella fujikuroi were investigated in the present study. Four undescribed metabolites(3 6) of substrate 1 and two undescribed metabolites(7 and 8) of substrate 2 were isolated. All the lites were identified as hydroxylated ingenane derivatives by extensive NMR and HR-ESI-MS data analyses. All the biotransformed compounds and the substrates were evaluated for their cytotoxicities against three human cancer cell lines, including human colon cancer Caco-2, breast cancer MCF-7, and adriamycin(ADM)-resistant MCF-7/ADM cell lines. All ingenane alcohols(1, and 3 6) displayed no significant cytotoxic activities. The substrate 13-oxyingenol dodecanoat(2) showed moderate cytotoxicity with IC50 values being 35.59 ± 5.37 μmol·L~(-1)(Caco-2), 24.04 ± 4.70 μmol·L~(-1)(MCF-7), and 22.24 ± 5.19 μmol·L~(-1)(MCF-7/ADM). However, metabolites 7 and 8 displayed no significant cytotoxicity. These results indicated that the hydroxylation at the C~(-1)3 aliphatic acid ester of substrate 2 can significantly reduce the cytotoxic activity.
[Abstract]:The regio- and stereo-selective hydroxylations of two ingenane diterpenoids1) and 13-oxyingenol dodecanoat2, by the filamentous fungi Mortierella ramanniana and Gibberella fujikuroi were investigated in the present study. Four undescribed metabolites(3 6) of substrate 1 two undescribed metabolites(7 and 8. Evaluated for their cytotoxicities against three human cancer cell lines. including human colon cancer Caco-2, breast cancer MCF-7, and adriamycin(ADM)-resistant MCF-7/ADM cell lines. All ingenane alcohol 1, and 3) displayed no cytotoxic activities. The substrate substrate 13-oxyol doanoat2) showed moderate cytotoxicity IC50 values IC50 values values values 卤5.37 渭 values values values 卤5.37 渭 #en4aco-2n, 24.04 卤4.70 渭 #en3C3F-7F-7F, #en322.24 卤5.19 mol -1F-711# significant significant These significant These These These. That the hydroxylation at the aliphatic acid ester of substrate 2 can significantly reduce the cytotoxic activity.
【作者单位】: Department
【分类号】:R915
【相似文献】
相关期刊论文 前3条
1 ;3D computer vision using Point Grey Research stereo vision cameras[J];中国体视学与图像分析;2008年01期
2 周岩;王东信;于建春;成海燕;袁安;;Stereo Investigator8.0对C57BL/6J小鼠脑切片厚度测量的信度研究[J];中国体视学与图像分析;2012年01期
3 ;[J];;年期
相关会议论文 前7条
1 P.H.S.W.Kulatilake;;A New Stereo-Analytical Method for Determination of Removal Blocks in Discontinuous Rock Masses[A];盛世岁月——祝贺孙钧院士八秩华诞论文选集[C];2006年
2 ;Color target tracking strategy in Binocular stereo vision based on Camshift algorithm[A];第24届中国控制与决策会议论文集[C];2012年
3 ;Stereo-dynamics of the F+HCl→HF+Cl and its deuterated reactions[A];第十六届全国原子与分子物理学术会议论文摘要集[C];2011年
4 ;Fast Stereo Matching Using Reduce-Graph Cuts[A];Proceedings of 14th Chinese Conference on System Simulation Technology & Application(CCSSTA’2012)[C];2012年
5 Maxime LHUILLIER;;Dense Stereo from Quasi Dense Matching and Color Segmentation[A];2003年中国智能自动化会议论文集(下册)[C];2003年
6 W.Paul Menzel;Christopher S.Velden;;Geometric Cloud Top Height Assignment by Geosynchronous Meteorological Satellite images[A];第七届全国优秀青年气象科技工作者学术研讨会论文集[C];2010年
7 ;Amino Trans-position through the Chiral Aziridine[A];第三届全国有机化学学术会议论文集(上册)[C];2004年
相关重要报纸文章 前2条
1 福建 陈旭波;旧瓶装新酒——我的MP3扩容经历[N];电脑报;2002年
2 湖蓝;Flash转VCD轻松搞定[N];中国计算机报;2005年
,本文编号:1518088
本文链接:https://www.wllwen.com/yixuelunwen/yiyaoxuelunwen/1518088.html