Targeted Isolation of a Cytotoxic Cyclic Hexadepsipeptide from the Mesophotic Zone Sponge-Associated Fungus Cymostachys sp. NBUF082

被引:6
作者
Yuan, Ye [1 ,2 ]
Li, Te [1 ,2 ]
Wang, Tingting [1 ]
Naman, C. Benjamin [1 ]
Ye, Jing [3 ]
Wu, Xingxin [3 ]
Lazaro, J. Enrico H. [4 ]
Yan, Xiaojun [2 ]
He, Shan [1 ]
机构
[1] Ningbo Univ, Dept Marine Pharm, Li Dak Sum Marine Biopharmaceut Res Ctr, Coll Food & Pharmaceut Sci, Ningbo 315832, Peoples R China
[2] Ningbo Univ, Sch Marine Sci, Ningbo 315832, Peoples R China
[3] Nanjing Univ, Sch Life Sci, State Key Lab Pharmaceut Biotechnol, Nanjing 210023, Peoples R China
[4] Univ Philippines Diliman, Natl Inst Mol Biol & Biotechnol, Quezon City 1101, Philippines
基金
中国国家自然科学基金;
关键词
mesophotic zone; sponges; sponge-associated fungi; hexadepsipeptide; cytotoxicity; DEPSIPEPTIDE; METABOLITES; DERIVATIVES;
D O I
10.3390/md19100565
中图分类号
R914 [药物化学];
学科分类号
100701 ;
摘要
LC-MS/MS-based molecular networking facilitated the targeted isolation of a new cyclic hexadepsipeptide, cymodepsipeptide (1), and two known analogues, RF-2691A (2) and RF-2691B (3), from the fungus Cymostachys sp. NBUF082 that was derived from a mesophotic zone Aaptos sponge collected near Apo Island. The constitution and configuration of 1 was elucidated through 1D and 2D NMR-spectroscopy, high resolution mass-spectrometry, and chemical degradations including Marfey's analysis and chiral HPLC. It was observed that 1 was moderately cytotoxic against CCRF-CEM human acute lymphocytic leukemia cells in vitro with the IC50 value of 9.2 & PLUSMN; 1.1 mu M.</p>
引用
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页数:8
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共 27 条
[1]   Rakicidins G - I, cyclic depsipeptides from marine Micromonospora chalcea FIM 02-523 [J].
Chen, Li ;
Zhao, Wei ;
Jiang, Hong-Lei ;
Zhou, Jian ;
Chen, Xiao-Ming ;
Lian, Yun-Yang ;
Jiang, Hong ;
Lin, Feng .
TETRAHEDRON, 2018, 74 (30) :4151-4154
[2]   Enduspeptides A-F, six new cyclic depsipeptides from a coal mine derived Streptomyces sp. [J].
Chen, Yao ;
Liu, Rui-Huan ;
Li, Tian-Xiao ;
Huang, Shan-Shan ;
Kong, Ling-Yi ;
Yang, Ming-Hua .
TETRAHEDRON, 2017, 73 (05) :527-531
[3]   N-methylsansalvamide, a cytotoxic cyclic depsipeptide from a marine fungus of the genus Fusarium [J].
Cueto, M ;
Jensen, PR ;
Fenical, W .
PHYTOCHEMISTRY, 2000, 55 (03) :223-226
[4]   Polyketide derivatives from the sponge associated fungus Aspergillus europaeus with antioxidant and NO inhibitory activities [J].
Du, Xiaowen ;
Liu, Dong ;
Huang, Jian ;
Zhang, Chanjuan ;
Proksch, Peter ;
Lin, Wenhan .
FITOTERAPIA, 2018, 130 :190-197
[5]   Pullularins E and F, Two New Peptides from the Endophytic Fungus Bionectria ochroleuca Isolated from the Mangrove Plant Sonneratia caseolaris [J].
Ebrahim, Weaam ;
Kjer, Julia ;
El Amrani, Mustapha ;
Wray, Victor ;
Lin, Wenhan ;
Ebel, Rainer ;
Lai, Daowan ;
Proksch, Peter .
MARINE DRUGS, 2012, 10 (05) :1081-1091
[6]   High-Resolution MS, MS/MS, and UV Database of Fungal Secondary Metabolites as a Dereplication Protocol for Bioactive Natural Products [J].
El-Elimat, Tamam ;
Figueroa, Mario ;
Ehrmann, Brandie M. ;
Cech, Nadja B. ;
Pearce, Cedric J. ;
Oberlies, Nicholas H. .
JOURNAL OF NATURAL PRODUCTS, 2013, 76 (09) :1709-1716
[7]   Azaphilone and isocoumarin derivatives from the sponge-derived fungus Eupenicillium sp 6A-9 [J].
Gu, Bin-Bin ;
Wu, Ying ;
Tang, Jie ;
Jiao, Wei-hua ;
Li, Lei ;
Sun, Fan ;
Wang, Shu-Ping ;
Yang, Fan ;
Lin, Hou-Wen .
TETRAHEDRON LETTERS, 2018, 59 (36) :3345-3348
[8]   Application of D,L-FDLA derivatization to determination of absolute configuration of constituent amino acids in peptide by advanced Marfey's method [J].
Harada, K ;
Fujii, K ;
Hayashi, K ;
Suzuki, M ;
Ikai, Y ;
Oka, H .
TETRAHEDRON LETTERS, 1996, 37 (17) :3001-3004
[9]   A new antibacterial chromone from a marine sponge-associated fungus Aspergillus sp. LS57 [J].
Liu, Yang ;
Ding, Lijian ;
He, Jiaxin ;
Zhang, Ziming ;
Deng, Yueting ;
He, Shan ;
Yan, Xiaojun .
FITOTERAPIA, 2021, 154
[10]   Sameuramide A, a new cyclic depsipeptide isolated from an ascidian of the family Didemnidae [J].
Machida, Koshi ;
Arai, Daisuke ;
Katsumata, Ryosuke ;
Otsuka, Satoshi ;
Yamashita, Jun K. ;
Ye, Tao ;
Tang, Shoubin ;
Fusetani, Nobuhiro ;
Nakao, Yoichi .
BIOORGANIC & MEDICINAL CHEMISTRY, 2018, 26 (13) :3852-3857