[异桦木醇衍生物的合成及细胞毒性]

[Synthesis and cytotoxicity of allobetulin derivatives].

作者信息

Kazakova O B, Smirnova I E, Khusnutdinova E F, Zhukova O S, Fetisova L V, Apryshko G N, Medvedeva N I, Iamansarov E Iu, Baĭkova I P, Nguen Thanh Tra, Thu Do Thi H

出版信息

Bioorg Khim. 2014 Sep-Oct;40(5):608-17. doi: 10.1134/s1068162014050082.

DOI:10.1134/s1068162014050082

PMID:25895356

Abstract

The synthesis and screening of antitumor activity in vitro (cytotoxicity) of various oxygen, nitrogen, sulfur and platinum-containing derivatives of allobetulin, including different arrangements of the double bonds in the A and B rings, penta- and hexacyclic ring A, 21-acetyl-20,28-epoxy-18α,19βH-ursane-isomeric cycle E, was carry out. (3R,5R)-19β,28-Epoxy-4,5-seco-18α-olean-3(5)-ozonide and 2,3-indolo-21β-acetyl-20β,28-epoxy-18α, H-19β-ursane showed significant cytotoxic activity against melanoma MeWo and Leukemia SR cells, appropriately. (3S,5S)-Diastereomer of the first compound showed no cytotoxicity.

摘要

开展了白桦脂醇各种含氧气、氮气、硫和铂的衍生物的体外抗肿瘤活性（细胞毒性）的合成与筛选，包括A环和B环中双键的不同排列、五环和六环A、21 - 乙酰基 - 20,28 - 环氧 - 18α,19βH - 乌苏烷 - 异构环E。(3R,5R)-19β,28 - 环氧 - 4,5 - 开环 - 18α - 齐墩果 - 3(5)-臭氧化物和2,3 - 吲哚 - 21β - 乙酰基 - 20β,28 - 环氧 - 18α,H - 19β - 乌苏烷分别对白化病MeWo细胞和白血病SR细胞显示出显著的细胞毒性活性。第一种化合物的(3S,5S)-非对映异构体没有细胞毒性。