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来自海洋来源真菌青霉属菌株SCSIO sof101的氨基酸共轭蒽醌

Amino Acid Conjugated Anthraquinones from the Marine-Derived Fungus Penicillium sp. SCSIO sof101.

作者信息

Luo Minghe, Cui Zhaomeng, Huang Hongbo, Song Xianqin, Sun Aijun, Dang Yongjun, Lu Laichun, Ju Jianhua

机构信息

CAS Key Laboratory of Tropical Marine Bio-resources and Ecology, Guangdong Key Laboratory of Marine Materia Medica, RNAM Center for Marine Microbiology, South China Sea Institute of Oceanology, Chinese Academy of Sciences , 164 Xingang Road West, Guangzhou 510301, People's Republic of China.

Department of Pharmacy, Institute of Surgery Research, Daping Hospital, and College of Pharmacy, Third Military Medical University , 10 Changjiang Branch Road, Chongqing 400042, People's Republic of China.

出版信息

J Nat Prod. 2017 May 26;80(5):1668-1673. doi: 10.1021/acs.jnatprod.7b00269. Epub 2017 May 16.

DOI:10.1021/acs.jnatprod.7b00269
PMID:28509552
Abstract

Emodacidamides A-H (1-8), natural products featuring anthraquinone-amino acid conjugates, have been isolated from a marine-derived fungus, Penicillium sp. SCSIO sof101, together with known anthraquinones 9 and 10. The planar structures of 1-8 were elucidated using a combination of NMR spectroscopy and mass spectrometry. The absolute configurations of the amino acid residues were confirmed using Marfey's method and chiral-phase HPLC analyses. Additionally, isolates were evaluated for possible immunomodulatory and cytotoxic activities. Emodacidamides A (1), C (3), D (4), and E (5) inhibited interleukin-2 secretion from Jurkat cells with IC values of 4.1, 5.1, 12, and 5.4 μM, respectively.

摘要

艾地酰胺A - H(1 - 8)是一类具有蒽醌 - 氨基酸共轭结构的天然产物,已从海洋来源的真菌青霉属SCSIO sof101中分离得到,同时还分离出了已知的蒽醌类化合物9和10。通过核磁共振光谱和质谱联用技术阐明了1 - 8的平面结构。使用马尔菲方法和手性相高效液相色谱分析确定了氨基酸残基的绝对构型。此外,还对分离物的免疫调节和细胞毒性活性进行了评估。艾地酰胺A(1)、C(3)、D(4)和E(5)对Jurkat细胞白细胞介素 - 2分泌具有抑制作用,其IC值分别为4.1、5.1、12和5.4 μM。

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