从柚木林药用植物奥氏风吹楠中分离得到施氏他汀1 - 7、施氏醇1和2及其结构解析

Isolation and structures of schleicherastatins 1-7 and schleicheols 1 and 2 from the teak forest medicinal tree Schleichera oleosa.

作者信息

Pettit G R, Numata A, Cragg G M, Herald D L, Takada T, Iwamoto C, Riesen R, Schmidt J M, Doubek D L, Goswami A

机构信息

Cancer Research Institute and Department of Chemistry and Biochemistry, Arizona State University, Tempe, Arizona 85287-2404, USA.

出版信息

J Nat Prod. 2000 Jan;63(1):72-8. doi: 10.1021/np990346r.

DOI:10.1021/np990346r

PMID:10650082

Abstract

Bioassay (P-388 lymphocytic leukemia cell line)-guided separation of an extract prepared from the bark and stem of the Sri Lankan tree Schleichera oleosa led to the isolation of seven cancer cell growth inhibitory hydroxylated sterols designated schleicherastatins 1-7 (1-7) and two related sterols, schleicheols 1 and 2 (8, 9). The structure of schleicherastatin 1 (1) was completely elucidated by X-ray crystal structure determination. Based upon that defined structure, the remaining new sterol structures were deduced by highfield (300 and 500 MHz) NMR and MS interpretations. In this new series of sterols, hydroxylation at C-22 appears to be important for promoting cancer cell growth inhibition.

摘要

生物测定（P-388淋巴细胞白血病细胞系）指导下对斯里兰卡树木Schleichera oleosa的树皮和茎提取物进行分离，得到了七种具有癌细胞生长抑制作用的羟基化甾醇，命名为schleicherastatins 1-7（1-7）以及两种相关甾醇，schleicheols 1和2（8, 9）。通过X射线晶体结构测定完全阐明了schleicherastatin 1（1）的结构。基于该确定的结构，通过高场（300和500 MHz）核磁共振和质谱解析推断出其余新甾醇的结构。在这一系列新的甾醇中，C-22位的羟基化似乎对促进癌细胞生长抑制很重要。