威他唑辛 B，一种来自红海采集的 Moorea producens 蓝细菌的细胞毒氰基蓝肽。

Wewakazole B, a Cytotoxic Cyanobactin from the Cyanobacterium Moorea producens Collected in the Red Sea.

机构信息

Department of Marine Chemistry, Faculty of Marine Sciences, King Abdulaziz University , P.O. Box 80207, Jeddah 21589, Saudi Arabia.

Department of Natural Products and Alternative Medicine, Faculty of Pharmacy, King Abdulaziz University , P.O. Box 80260, Jeddah 21589, Saudi Arabia.

出版信息

J Nat Prod. 2016 Apr 22;79(4):1213-8. doi: 10.1021/acs.jnatprod.6b00051. Epub 2016 Mar 16.

DOI:10.1021/acs.jnatprod.6b00051

PMID:26980238

Abstract

A mass spectrometry (MS)-guided isolation has led to the purification of a new cyanobactin, wewakazole B (1), along with the known compound curacin D from a Red Sea Moorea producens. The planar structure of 1 was elucidated using a combination of NMR and MS techniques. After ozonolysis and acid hydrolysis, the absolute configurations of the amino acid components of 1 were determined by chiral-phase LC-MS and HPLC analyses. Notably, compound 1 exhibited cytotoxic activity toward human MCF7 breast cancer cells (IC50 = 0.58 μM) and human H460 lung cancer cells (IC50 = 1.0 μM) and was also found to be inactive in a siderophore assay.

摘要

质谱（MS）引导的分离导致了一种新的蓝藻素，wewakazole B（1）的纯化，以及从红海 Moorea producens 中分离出已知化合物 curacin D。通过 NMR 和 MS 技术的组合，确定了 1 的平面结构。经过臭氧化和酸水解后，通过手性相 LC-MS 和 HPLC 分析确定了 1 的氨基酸成分的绝对构型。值得注意的是，化合物 1 对人 MCF7 乳腺癌细胞（IC50=0.58 μM）和人 H460 肺癌细胞（IC50=1.0 μM）表现出细胞毒性活性，并且在铁载体测定中也没有活性。