Compositacins A-K: Bioactive chamigrane-type halosesquiterpenoids from the red alga Laurencia composita Yamada
文献类型：期刊论文
| 作者 | Yu, Xiao-Qing1; Jiang, Chang-Sheng1; Zhang, Yi1; Sun, Pan1; Kurtan, Tibor2; Mandi, Attila2; Li, Xiao-Lu3; Yao, Li-Gong3; Liu, Ai-Hong4; Wang, Bin1 |
| 刊名 | PHYTOCHEMISTRY
 |
| 出版日期 | 2017-04 |
| 卷号 | 136页码:81-93 |
| 关键词 | Laurencia composita Rhodomelaceae Rearranged chamigrane sesquiterpenoid Chamigrane sesquiterpenoid Compositacins A-K ECD calculation X-ray diffraction Antifungal activity Cytotoxicity |
| ISSN号 | 0031-9422 |
| DOI | 10.1016/j.phytochem.2017.01.007 |
| 文献子类 | Article |
| 英文摘要 | Eleven highly halogenated chamigrane sesquiterpenoids, compositacins A-K, including one unusual rearranged chamigrane sesquiterpenoid, compositacin A, were isolated from the red alga Laurencia composita Yamada, along with seven known structural analogues. Compositacins B and D are the first examples of chamigranes bearing an ether bridge involving C-5/C-9 and C-3/C-5, respectively, while compositacins B and C represent the first chamigranes with a C-10 carbonyl group. Their structures were elucidated on the basis of extensive spectroscopic analysis. The absolute configuration of compositacin B was determined by ECD calculation, whereas the absolute configurations of compositacins A and C-L were proposed on biosynthetic grounds by comparison to compositacin B and the related known sesquiterpenoids johnstonol and yicterpene A. We also suggest that the structure of the previously reported sesquiterpenoid laurokamin A should be revised. Cytotoxicity and antifungal activity of these isolates were also investigated. The results showed that compositacin G exhibited good antifungal activity against Microsporum gypseum (Cmccfmza) with a MIC80 value of 4 mu g/mL relative to positive controls. Four of the chamigrane halosesquiterpenoids showed marginal cytotoxicity against the A-549 human lung adenocarcinoma cell line with IC50 values ranging from 48.6 to 85.2 mu M. (C) 2017 Elsevier Ltd. All rights reserved. |
| WOS关键词 | MARINE NATURAL-PRODUCTS ; ABSOLUTE-CONFIGURATION ; CHEMICAL-CONSTITUENTS ; DIGESTIVE GLAND ; SESQUITERPENES ; METABOLITES ; STEREOCHEMISTRY ; DERIVATIVES ; PACIFENOL ; ALKALOIDS |
| 资助项目 | National Natural Science Foundation of China[81001397] ; National Natural Science Foundation of China[21162016] ; National Natural Science Foundation of China[21362024] ; Young Scientists Training Program of Jiangxi Province[20133BCB23004] ; Natural Science Foundation of Jiangxi Province, China[20151BAB205082] ; Natural Science Foundation of Jiangxi Province, China[20161BAB205211] ; State Key Laboratory of Drug Research-SIMM[SIMM1601KF-10] ; EU[00000000] ; European Regional Development Fund[GINOP-2.3.2-15-2016-00008] |
| WOS研究方向 | Biochemistry & Molecular Biology ; Plant Sciences |
| 语种 | 英语 |
| WOS记录号 | WOS:000397354700010 |
| 出版者 | PERGAMON-ELSEVIER SCIENCE LTD |
| 源URL | [http://119.78.100.183/handle/2S10ELR8/272729]  |
| 专题 | 天然药物化学研究室 中科院受体结构与功能重点实验室 新药研究国家重点实验室 |
| 通讯作者 | Mao, Shui-Chun |
| 作者单位 | 1.Nanchang Univ, Sch Pharm, 461 Bayi Rd, Nanchang 330006, Jiangxi, Peoples R China; 2.Univ Debrecen, Dept Organ Chem, POB 400, H-4002 Debrecen, Hungary; 3.Chinese Acad Sci, Shanghai Inst Mat Med, State Key Lab Drug Res, Shanghai 201203, Peoples R China; 4.Nanchang Univ, Ctr Anal & Testing, Nanchang 330047, Jiangxi, Peoples R China |
| 推荐引用方式 GB/T 7714 | Yu, Xiao-Qing,Jiang, Chang-Sheng,Zhang, Yi,et al. Compositacins A-K: Bioactive chamigrane-type halosesquiterpenoids from the red alga Laurencia composita Yamada[J]. PHYTOCHEMISTRY,2017,136:81-93. |
| APA | Yu, Xiao-Qing.,Jiang, Chang-Sheng.,Zhang, Yi.,Sun, Pan.,Kurtan, Tibor.,...&Mao, Shui-Chun.(2017).Compositacins A-K: Bioactive chamigrane-type halosesquiterpenoids from the red alga Laurencia composita Yamada.PHYTOCHEMISTRY,136,81-93. |
| MLA | Yu, Xiao-Qing,et al."Compositacins A-K: Bioactive chamigrane-type halosesquiterpenoids from the red alga Laurencia composita Yamada".PHYTOCHEMISTRY 136(2017):81-93. |
入库方式： OAI收割
来源：上海药物研究所
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