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来自伞花莱蒂树树皮的伞花素D-H、2-羟基和2-氧代克罗烷二萜类化合物。

Corymbulosins D-H, 2-Hydroxy- and 2-Oxo-clerodane Diterpenes from the Bark of Laetia corymbulosa.

作者信息

Suzuki Airi, Saito Yohei, Fukuyoshi Shuichi, Goto Masuo, Miyake Katsunori, Newman David J, O'Keefe Barry R, Lee Kuo-Hsiung, Nakagawa-Goto Kyoko

机构信息

School of Pharmaceutical Sciences, College of Medical, Pharmaceutical and Health Sciences, Kanazawa University , Kanazawa 920-1192, Japan.

Natural Products Research Laboratories, UNC Eshelman School of Pharmacy, University of North Carolina at Chapel Hill , Chapel Hill, North Carolina 27599-7568, United States.

出版信息

J Nat Prod. 2017 Apr 28;80(4):1065-1072. doi: 10.1021/acs.jnatprod.6b01151. Epub 2017 Mar 14.

Abstract

A bioactive CHOH-CHCl (1:1) extract of the bark of Laetia corymbulosa provided five new clerodane diterpenes with an isozuelanin skeleton, designated as corymbulosins D-H (1-5), as well as the known corymbulosins B (6) and C (7), for which the relative configurations were not previously determined. The structures of 1-5 were characterized on the basis of 1D and 2D NMR spectroscopic and HRMS analysis. The absolute configurations of all isolated compounds 1-7 were verified through chemical methods, including modified Mosher esterifications or oxidation of the hydroxy group at C-2, ECD experiments, and spectroscopic data comparison. The isolated compounds were evaluated for antiproliferative activity against a small panel of human cancer cell lines.

摘要

伞序莱蒂树树皮的具有生物活性的氯仿-甲醇(1:1)提取物提供了五种具有异泽兰素骨架的新克罗烷二萜,命名为伞序莱蒂素D-H(1-5),以及已知的伞序莱蒂素B(6)和C(7),其相对构型此前未确定。通过一维和二维核磁共振光谱以及高分辨质谱分析对1-5的结构进行了表征。所有分离得到的化合物1-7的绝对构型通过化学方法进行了验证,包括改进的莫舍尔酯化反应或C-2位羟基的氧化、电子圆二色光谱实验以及光谱数据比较。对分离得到的化合物针对一小部分人类癌细胞系的抗增殖活性进行了评估。

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